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Identification
NameCiprofloxacin
Accession NumberDB00537  (APRD00424, EXPT00999)
TypeSmall Molecule
GroupsApproved, Investigational
Description

A broad-spectrum antimicrobial carboxyfluoroquinoline. [PubChem]

Structure
Thumb
Synonyms
1-Cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid
1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid
1-CYCLOPROPYL-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydroquinoline-3-carboxylic acid
1-Cyclopropyl-6-fluoro-4-oxo-7-piperazin-1-ylquinoline-3-carboxylic acid
1-Cyclopropyl-6-fluoro-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
1-Cyclopropyl-6-fluoro-7-hexahydro-1-pyrazinyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
Ciprofloxacin
Ciprofloxacine
Ciprofloxacino
Ciprofloxacinum
External Identifiers Not Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Act Ciprofloxacintablet250 mgoralActavis Pharma Company2004-02-18Not applicableCanada
Act Ciprofloxacintablet750 mgoralActavis Pharma Company2004-02-18Not applicableCanada
Act Ciprofloxacintablet500 mgoralActavis Pharma Company2004-02-18Not applicableCanada
Auro-ciprofloxacintablet750 mgoralAuro Pharma Inc2012-06-13Not applicableCanada
Auro-ciprofloxacintablet500 mgoralAuro Pharma Inc2012-06-13Not applicableCanada
Auro-ciprofloxacintablet250 mgoralAuro Pharma Inc2012-06-13Not applicableCanada
Bio-ciprofloxacintablet500 mgoralBiomed PharmaNot applicableNot applicableCanada
Ciloxansolution0.3 %ophthalmicAlcon Canada Inc1992-12-31Not applicableCanada
Ciloxanointment3.33 mg/gophthalmicAlcon Laboratories, Inc.1998-06-022016-04-23Us
Ciloxansolution/ drops3 mg/mLophthalmicAlcon Laboratories, Inc.1991-01-152016-04-23Us
Ciloxansolution3.5 mg/mLophthalmicPhysicians Total Care, Inc.1995-07-102016-04-05Us
Ciloxanointment0.3 %ophthalmicAlcon Canada Inc1998-10-07Not applicableCanada
CiprokitBayer Health Care Pharmaceuticals Inc.1997-09-262016-04-05Us
Ciprosolution, concentrate2 mg/mLintravenousBayer Health Care Pharmaceuticals Inc.2009-04-222016-04-05Us
Ciprotablet, film coated250 mg/1oralBayer Health Care Pharmaceuticals Inc.1987-10-222016-04-05Us
Ciprotablet, film coated500 mg/1oralBayer Health Care Pharmaceuticals Inc.1987-10-222016-04-05Us
CiprokitBayer Health Care Pharmaceuticals Inc.1997-09-262016-04-05Us
Cipro 100 - Tab 100mgtablet100 mgoralBayer Inc1996-10-232001-01-16Canada
Cipro 250 - Tab 250mgtablet250 mgoralBayer Inc1996-10-10Not applicableCanada
Cipro 500 - Tab 500mgtablet500 mgoralBayer Inc1996-10-10Not applicableCanada
Cipro 750 - Tab 750mgtablet750 mgoralBayer Inc1996-10-11Not applicableCanada
Cipro I.V. - Liq 10mg/mlliquid10 mgintravenousBayer Inc1996-08-162005-07-27Canada
Cipro I.V. Minibags 2mg/mlsolution2 mgintravenousBayer Inc1998-12-022010-08-05Canada
Cipro IV 10mg/mlliquid10 mgintravenousMiles Canada Inc. Pharmaceutical Division1992-12-312000-08-01Canada
Cipro Oral Suspension 10%suspension10 goralBayer Inc1998-09-15Not applicableCanada
Cipro Tab 100mgtablet100 mgoralMiles Canada Inc. Pharmaceutical Division1994-12-312000-08-01Canada
Cipro Tab 250mgtablet250 mgoralMiles Canada Inc. Pharmaceutical Division1989-12-312000-08-01Canada
Cipro Tab 500mgtablet500 mgoralMiles Canada Inc. Pharmaceutical Division1989-12-312000-08-01Canada
Cipro Tab 750mgtablet750 mgoralMiles Canada Inc. Pharmaceutical Division1989-12-312000-08-01Canada
Cipro XLtablet (extended-release)500 mgoralBayer Inc2003-08-07Not applicableCanada
Cipro XLtablet (extended-release)1000 mgoralBayer Inc2004-04-08Not applicableCanada
Ciprofloxacintablet250 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada
Ciprofloxacintablet250 mgoralSivem Pharmaceuticals Ulc2012-06-12Not applicableCanada
Ciprofloxacintablet750 mgoralSivem Pharmaceuticals UlcNot applicableNot applicableCanada
Ciprofloxacintablet750 mgoralSanis Health Inc2010-07-26Not applicableCanada
Ciprofloxacintablet100 mgoralSivem Pharmaceuticals UlcNot applicableNot applicableCanada
Ciprofloxacintablet750 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada
Ciprofloxacintablet500 mgoralSanis Health Inc2010-07-26Not applicableCanada
Ciprofloxacintablet500 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada
Ciprofloxacintablet250 mgoralSanis Health Inc2010-07-26Not applicableCanada
Ciprofloxacintablet500 mgoralSivem Pharmaceuticals Ulc2012-06-12Not applicableCanada
Ciprofloxacin Hydrochloridesolution/ drops3 mg/mLophthalmicSandoz Inc.2004-05-072016-04-05Us
Ciprofloxacin Hydrochloridesolution3.5 mg/mLophthalmicRebel Distributors Corp1990-12-312016-04-05Us
Ciprofloxacin Hydrochloridesolution3.5 mg/mLophthalmicSTAT Rx USA LLC2004-05-072016-04-05Us
Ciprofloxacin Injectionsolution0.2 %intravenousClaris Pharmaservices2008-05-16Not applicableCanada
Ciprofloxacin Injectionsolution2 mgintravenousOmega Laboratories Ltd2012-04-17Not applicableCanada
Ciprofloxacin Injectionsolution2 mgintravenousFresenius Kabi Canada LtdNot applicableNot applicableCanada
Ciprofloxacin Injectionsolution10 mgintravenousFresenius Kabi Canada LtdNot applicableNot applicableCanada
Ciprofloxacin Injection USPsolution2 mgintravenousHospira Healthcare Corporation2008-04-08Not applicableCanada
Ciprofloxacin Injection USPsolution10 mgintravenousSandoz Canada Incorporated2007-03-12Not applicableCanada
Ciprofloxacin Injection, USPsolution2 mgintravenousBaxter Corporation2008-08-252010-06-03Canada
Ciprofloxacin Intravenous Infusionsolution2.0 mgintravenousTeva Canada Limited2008-05-22Not applicableCanada
Ciprofloxacin Intravenous Infusion BPsolution2 mgintravenousSandoz Canada Incorporated2008-03-27Not applicableCanada
Ciprofloxacin Intravenous Infusion, BPsolution2 mgintravenousApotex Inc2008-03-27Not applicableCanada
Ciprofloxacin Omegasolution2 mgintravenousOmega Laboratories LtdNot applicableNot applicableCanada
Ciprofloxacin Oticsolution/ drops.5 mg/.25mLauricular (otic)Xspire Pharma2012-08-272016-04-05Us
Ciprofloxacin Tabletstablet750 mgoralRanbaxy Pharmaceuticals Canada Inc.Not applicableNot applicableCanada
Ciprofloxacin Tabletstablet500 mgoralRanbaxy Pharmaceuticals Canada Inc.Not applicableNot applicableCanada
Ciprofloxacin Tabletstablet250 mgoralRanbaxy Pharmaceuticals Canada Inc.Not applicableNot applicableCanada
Ciprofloxacin Tablets USP - 100 mgtablet100 mgoralDr Reddys Laboratories IncNot applicableNot applicableCanada
Ciprofloxacin Tablets USP - 250 mgtablet250 mgoralDr Reddys Laboratories IncNot applicableNot applicableCanada
Ciprofloxacin Tablets USP - 500 mgtablet500 mgoralDr Reddys Laboratories IncNot applicableNot applicableCanada
Ciprofloxacin Tablets USP - 750 mgtablet750 mgoralDr Reddys Laboratories IncNot applicableNot applicableCanada
Ciprofloxacin-250tablet250 mgoralPro Doc Limitee2004-04-072009-07-23Canada
Ciprofloxacin-500tablet500 mgoralPro Doc Limitee2004-04-072010-07-13Canada
Ciprofloxacin-750tablet750 mgoralPro Doc Limitee2004-04-072009-07-23Canada
Dom-ciprofloxacintablet100 mgoralDominion PharmacalNot applicableNot applicableCanada
Dom-ciprofloxacintablet750 mgoralDominion Pharmacal2004-03-26Not applicableCanada
Dom-ciprofloxacintablet500 mgoralDominion Pharmacal2004-03-26Not applicableCanada
Dom-ciprofloxacintablet250 mgoralDominion Pharmacal2004-03-26Not applicableCanada
Ipg-ciprofloxacintablet750 mgoralMarcan Pharmaceuticals IncNot applicableNot applicableCanada
Ipg-ciprofloxacintablet500 mgoralMarcan Pharmaceuticals IncNot applicableNot applicableCanada
Ipg-ciprofloxacintablet250 mgoralMarcan Pharmaceuticals IncNot applicableNot applicableCanada
Jamp-ciprofloxacintablet750 mgoralJamp Pharma Corporation2012-03-13Not applicableCanada
Jamp-ciprofloxacintablet500 mgoralJamp Pharma Corporation2012-03-13Not applicableCanada
Jamp-ciprofloxacintablet250 mgoralJamp Pharma Corporation2012-03-13Not applicableCanada
Mar-ciprofloxacintablet250 mgoralMarcan Pharmaceuticals Inc2012-09-06Not applicableCanada
Mar-ciprofloxacintablet500 mgoralMarcan Pharmaceuticals Inc2012-09-06Not applicableCanada
Mar-ciprofloxacintablet750 mgoralMarcan Pharmaceuticals Inc2012-09-06Not applicableCanada
Mint-ciprofloxtablet750 mgoralMint Pharmaceuticals Inc2014-06-02Not applicableCanada
Mint-ciprofloxtablet500 mgoralMint Pharmaceuticals Inc2014-06-02Not applicableCanada
Mint-ciprofloxtablet250 mgoralMint Pharmaceuticals Inc2014-06-02Not applicableCanada
Mint-ciprofloxacintablet750 mgoralMint Pharmaceuticals Inc2008-10-29Not applicableCanada
Mint-ciprofloxacintablet500 mgoralMint Pharmaceuticals Inc2008-10-29Not applicableCanada
Mint-ciprofloxacintablet250 mgoralMint Pharmaceuticals Inc2008-10-29Not applicableCanada
Mylan-ciprofloxacintablet750 mgoralMylan Pharmaceuticals Ulc2004-02-18Not applicableCanada
Mylan-ciprofloxacintablet500 mgoralMylan Pharmaceuticals Ulc2004-02-18Not applicableCanada
Mylan-ciprofloxacintablet250 mgoralMylan Pharmaceuticals Ulc2004-02-18Not applicableCanada
Mylan-ciprofloxacin XLtablet (extended-release)1000 mgoralMylan Pharmaceuticals UlcNot applicableNot applicableCanada
Mylan-ciprofloxacin XLtablet (extended-release)500 mgoralMylan Pharmaceuticals UlcNot applicableNot applicableCanada
Nu-ciprofloxsolution0.3 %ophthalmicNu Pharm IncNot applicableNot applicableCanada
Nu-ciprofloxacin Tabletstablet750 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-ciprofloxacin Tabletstablet500 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-ciprofloxacin Tabletstablet250 mgoralNu Pharm IncNot applicableNot applicableCanada
Nu-ciprofloxacin Tabletstablet100 mgoralNu Pharm IncNot applicableNot applicableCanada
Otipriosuspension6 mg/mLintratympanicOtonomy, Inc.2016-02-112016-04-05Us
PHL-ciprofloxacintablet100 mgoralPharmel IncNot applicableNot applicableCanada
PHL-ciprofloxacintablet500 mgoralPharmel Inc2004-04-06Not applicableCanada
PHL-ciprofloxacintablet250 mgoralPharmel Inc2004-04-06Not applicableCanada
PHL-ciprofloxacintablet750 mgoralPharmel Inc2004-04-06Not applicableCanada
PMS-ciprofloxacintablet750 mgoralPharmascience Inc2004-02-18Not applicableCanada
PMS-ciprofloxacintablet500 mgoralPharmascience Inc2004-02-18Not applicableCanada
PMS-ciprofloxacintablet250 mgoralPharmascience Inc2004-02-18Not applicableCanada
PMS-ciprofloxacintablet100 mgoralPharmascience IncNot applicableNot applicableCanada
PMS-ciprofloxacin 0.3%solution0.3 %ophthalmicPharmascience Inc2005-02-072013-05-31Canada
PMS-ciprofloxacin XLtablet (extended-release)500 mgoralPharmascience Inc2014-01-14Not applicableCanada
Priva-ciprofloxacintablet500 mgoralPharmapar IncNot applicableNot applicableCanada
Pro-ciprofloxacintablet500 mgoralPro Doc Limitee2008-10-27Not applicableCanada
Pro-ciprofloxacintablet250 mgoralPro Doc Limitee2008-10-27Not applicableCanada
Proquin XRtablet, film coated, extended release500 mg/1oralDepomed, Inc.2005-10-012016-04-05Us
Q-ciprofloxacintablet250 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada
Q-ciprofloxacintablet750 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada
Q-ciprofloxacintablet500 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada
Ran-ciprofloxtablet250 mgoralRanbaxy Pharmaceuticals Canada Inc.2008-01-24Not applicableCanada
Ran-ciprofloxtablet500 mgoralRanbaxy Pharmaceuticals Canada Inc.2008-01-24Not applicableCanada
Ran-ciprofloxtablet750 mgoralRanbaxy Pharmaceuticals Canada Inc.2008-01-24Not applicableCanada
Ran-ciprofloxacintablet500 mgoralRanbaxy Pharmaceuticals Canada Inc.2005-07-052010-08-06Canada
Ran-ciprofloxacintablet250 mgoralRanbaxy Pharmaceuticals Canada Inc.2005-07-052010-08-06Canada
Ran-ciprofloxacintablet750 mgoralRanbaxy Pharmaceuticals Canada Inc.2005-07-052010-08-06Canada
Ratio-ciprofloxacintablet750 mgoralTeva Canada Limited2004-02-18Not applicableCanada
Ratio-ciprofloxacintablet500 mgoralTeva Canada Limited2004-02-18Not applicableCanada
Ratio-ciprofloxacintablet250 mgoralTeva Canada Limited2004-02-18Not applicableCanada
Riva-ciprofloxacintablet100 mgoralLaboratoire Riva IncNot applicableNot applicableCanada
Riva-ciprofloxacintablet750 mgoralLaboratoire Riva Inc2004-03-25Not applicableCanada
Riva-ciprofloxacintablet500 mgoralLaboratoire Riva Inc2004-03-25Not applicableCanada
Riva-ciprofloxacintablet250 mgoralLaboratoire Riva Inc2004-03-25Not applicableCanada
Sandoz Ciprofloxacintablet500 mgoralSandoz Canada Incorporated2004-02-18Not applicableCanada
Sandoz Ciprofloxacintablet750 mgoralSandoz Canada Incorporated2004-02-18Not applicableCanada
Sandoz Ciprofloxacintablet250 mgoralSandoz Canada Incorporated2004-02-18Not applicableCanada
Sandoz Ciprofloxacinsolution0.3 %ophthalmicSandoz Canada Incorporated2012-07-03Not applicableCanada
Septa-ciprofloxacintablet750 mgoralSepta Pharmaceuticals Inc2012-09-12Not applicableCanada
Septa-ciprofloxacintablet500 mgoralSepta Pharmaceuticals Inc2012-09-12Not applicableCanada
Septa-ciprofloxacintablet250 mgoralSepta Pharmaceuticals Inc2012-09-12Not applicableCanada
Taro-ciprofloxacintablet500 mgoralTaro Pharmaceuticals Inc2006-02-22Not applicableCanada
Taro-ciprofloxacintablet250 mgoralTaro Pharmaceuticals Inc2006-02-22Not applicableCanada
Taro-ciprofloxacintablet750 mgoralTaro Pharmaceuticals IncNot applicableNot applicableCanada
Teva-ciprofloxacintablet500 mgoralTeva Canada Limited2004-07-09Not applicableCanada
Teva-ciprofloxacintablet750 mgoralTeva Canada Limited2004-07-09Not applicableCanada
Teva-ciprofloxacintablet250 mgoralTeva Canada Limited2004-07-09Not applicableCanada
Van-ciprofloxacintablet750 mgoralVanc Pharmaceuticals Inc2015-05-21Not applicableCanada
Van-ciprofloxacintablet500 mgoralVanc Pharmaceuticals Inc2015-05-21Not applicableCanada
Van-ciprofloxacintablet250 mgoralVanc Pharmaceuticals Inc2015-05-21Not applicableCanada
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-ciprofloxsolution0.3 %ophthalmicApotex Inc2005-09-14Not applicableCanada
Apo-ciprofloxtablet750 mgoralApotex Inc2004-02-09Not applicableCanada
Apo-ciprofloxtablet500 mgoralApotex Inc2004-02-09Not applicableCanada
Apo-ciprofloxtablet250 mgoralApotex Inc2004-02-09Not applicableCanada
Ciprofloxacintablet500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2004-09-102016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmicBausch & Lomb Incorporated2004-06-092016-04-05Us
Ciprofloxacintablet500 mg/1oralMedsource Pharmaceuticals2004-09-102016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralNorth Star Rx Llc2007-04-262016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalRebel Distributors Corp2005-01-212016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalLake Erie Medical DBA Quality Care Products LLC2005-01-212016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralLake Erie Medical DBA Quality Care Products LLC2013-05-022016-04-05Us
Ciprofloxacininjection, solution, concentrate200 mg/20mLintravenousHospira, Inc.2006-08-282016-04-23Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalMedsource Pharmaceuticals2008-03-202016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralIVAX Pharmaceuticals, Inc.2004-06-092016-04-23Us
Ciprofloxacintablet250 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralSTAT Rx USA LLC2004-06-092016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalProficient Rx LP2005-01-212016-04-05Us
Ciprofloxacininjection, solution, concentrate10 mg/mLintravenousPfizer Labs, Division of Pfizer Inc2009-09-112016-04-23Us
Ciprofloxacininjection, solution2 mg/mLintravenousHospira, Inc.2008-03-182016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralActavis Pharma, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralDIRECT RX2014-01-012016-04-05Us
Ciprofloxacintablet, coated500 mg/1oralTestpak Holding Company2009-10-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralRed Pharm Drug Inc.2009-08-012016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralHHS/Program Support Center/Supply Service Center2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralGolden State Medical Supply, Inc2014-11-032016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalREMEDYREPACK INC.2013-05-312016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralReady Meds2004-06-092016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralDr. Reddy's Laboratories Limited2004-06-092016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalPreferred Pharmaceuticals, Inc.2014-07-032016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalHi Tech Pharmacal Co., Inc.2005-01-212016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralRanbaxy Pharmaceuticals Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralA S Medication Solutions Llc2004-06-092016-04-05Us
CiprofloxacinkitLupin Pharmaceuticals, Inc.2014-06-062016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralHikma Pharmaceutical2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralRed Pharm Drug Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralPd Rx Pharmaceuticals, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralCarlsbad Technology, Inc.2009-10-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralCardinal Health2004-08-192016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralPreferred Pharmaceuticals, Inc.2012-11-212016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralLake Erie Medical DBA Quality Care Products LLC2004-06-092016-04-05Us
Ciprofloxacininjection, solution, concentrate400 mg/40mLintravenousRebel Distributors Corp2009-12-082016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralAphena Pharma Solutions Tennessee, Llc2009-08-012016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLophthalmicPharma Force, Inc.2008-01-162016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2010-11-032016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmicHenry Schein Inc.2015-05-132016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2014-10-242016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralWest Ward Pharmaceuticals Corp2004-06-092016-04-23Us
Ciprofloxacintablet, film coated250 mg/1oralBlenheim Pharmacal, Inc.2010-02-032016-04-05Us
Ciprofloxacintablet500 mg/1oralSTAT Rx USA LLC2004-09-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralProficient Rx LP2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralActavis Pharma, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet500 mg/1oralDIRECT RX2014-01-012016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralH.J. Harkins Company, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralREMEDYREPACK INC.2013-05-022016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralMc Kesson Packaging Services A Business Unit Of Mc Kesson Corporation2007-04-262016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralDr. Reddy's Laboratories Limited2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPreferred Pharmaceuticals, Inc.2014-10-212016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralA S Medication Solutions Llc2004-06-092016-04-05Us
CiprofloxacinkitLupin Pharmaceuticals, Inc.2014-06-062016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralHikma Pharmaceutical2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPd Rx Pharmaceuticals, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralCarlsbad Technology, Inc.2009-10-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralLake Erie Medical DBA Quality Care Products LLC2004-06-092016-04-05Us
Ciprofloxacininjection10 mg/mLintravenousRebel Distributors Corp2006-08-282016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPd Rx Pharmaceuticals, Inc.2009-10-102016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousClaris Lifesciences Inc.2012-10-232016-04-05Us
Ciprofloxacintablet250 mg/1oralLake Erie Medical DBA Quality Care Products LLC2012-02-292016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralMylan Pharmaceuticals Inc.2004-06-092016-04-23Us
Ciprofloxacintablet, film coated250 mg/1oralBlenheim Pharmacal, Inc.2015-04-302016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralWest Ward Pharmaceuticals Corp2004-06-092016-04-23Us
Ciprofloxacintablet500 mg/1oralBlenheim Pharmacal, Inc.2012-06-272016-04-05Us
Ciprofloxacintablet750 mg/1oralRising Pharmaceuticals, Inc.2004-09-102016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalProficient Rx LP2008-03-202016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralAurolife Pharma LLC2009-08-012016-04-05Us
Ciprofloxacintablet500 mg/1oralREMEDYREPACK INC.2015-04-162016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralH.J. Harkins Company, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralREMEDYREPACK INC.2013-03-142016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralMc Kesson Packaging Services A Business Unit Of Mc Kesson Corporation2012-11-202016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralDr. Reddy's Laboratories Limited2004-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralPreferred Pharmaceuticals, Inc.2015-01-292016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralA S Medication Solutions Llc2004-06-092016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralAmerican Health Packaging2013-07-082016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralHikma Pharmaceutical2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPd Rx Pharmaceuticals, Inc.2011-05-242016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousClaris Lifesciences Inc.2008-08-042016-04-05Us
Ciprofloxacintablet500 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralWest Ward Pharmaceuticals Corp2004-06-092016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2011-02-152016-04-05Us
Ciprofloxacintablet500 mg/1oralRising Pharmaceuticals, Inc.2004-09-102016-04-05Us
Ciprofloxacintablet250 mg/1oralProficient Rx LP2004-09-102016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralAurolife Pharma LLC2009-08-012016-04-05Us
Ciprofloxacintablet250 mg/1oralREMEDYREPACK INC.2014-11-182016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralH.J. Harkins Company, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralMed Vantx, Inc.2007-04-262016-04-05Us
Ciprofloxacintablet500 mg/1oralNorthwind Pharmaceuticals2014-06-012016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralbryant ranch prepack2004-06-092016-04-05Us
Ciprofloxacintablet, film coated100 mg/1oralDr. Reddy's Laboratories Limited2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPreferred Pharmaceuticals, Inc.2014-11-122016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralA S Medication Solutions Llc2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralAmerican Health Packaging2013-07-082016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalClinical Solutions Wholesale2005-01-212016-04-05Us
Ciprofloxacintablet250 mg/1oralAidarex Pharmaceuticals LLC2004-09-102016-04-05Us
Ciprofloxacintablet250 mg/1oralRebel Distributors Corp2003-08-192016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralKAISER FOUNDATION HOSPITALS2015-10-292016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralWest ward Pharmaceutical Corp2004-06-092016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralMajor Pharmaceuticals2014-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralRising Pharmaceuticals, Inc.2004-09-102016-04-05Us
Ciprofloxacintablet500 mg/1oralProficient Rx LP2004-09-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralApotheca Inc.2004-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralSt Marys Medical Park Pharmacy2014-01-162016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalH.J. Harkins Company, Inc.2005-01-212016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralAurobindo Pharma Limited2007-04-262016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralMylan Institutional Inc.2011-04-112016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralbryant ranch prepack2004-06-092016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalPhysicians Total Care, Inc.2004-08-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPreferred Pharmaceuticals, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet500 mg/1oralState of Florida DOH Central Pharmacy2014-11-012016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralAmerican Health Packaging2013-07-082016-04-05Us
Ciprofloxacintablet250 mg/1oralClinical Solutions Wholesale2004-09-102016-04-05Us
Ciprofloxacintablet750 mg/1oralAidarex Pharmaceuticals LLC2004-09-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralRebel Distributors Corp.2004-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralPd Rx Pharmaceuticals, Inc.2004-09-102016-04-05Us
Ciprofloxacininjection, solution, concentrate10 mg/mLintravenousClaris Lifesciences Inc.2009-09-172016-04-05Us
Ciprofloxacintablet250 mg/1oralREMEDYREPACK INC.2011-05-232016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralGen Source Rx2007-04-262016-03-29Us
Ciprofloxacintablet, film coated500 mg/1oralAurobindo Pharma Limited2007-04-262016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralUnit Dose Services2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralbryant ranch prepack2004-06-092016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralPhysicians Total Care, Inc.2004-03-172016-04-05Us
Ciprofloxacintablet500 mg/1oralPreferred Pharmaceuticals, Inc.2011-06-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Ciprofloxacintablet250 mg/1oralRed Pharm Drug Inc.2004-09-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralClinical Solutions Wholesale2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralCardinal Health2012-06-292016-04-05Us
Ciprofloxacintablet500 mg/1oralAidarex Pharmaceuticals LLC2004-09-102016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmicAkorn Inc.2009-07-242016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPd Rx Pharmaceuticals, Inc.2004-06-092016-04-05Us
Ciprofloxacininjection, solution, concentrate10 mg/mLintravenousClaris Lifesciences Inc.2009-09-172016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralKAISER FOUNDATION HOSPITALS2010-02-262016-04-23Us
Ciprofloxacininjection, solution2 mg/mLintravenousPfizer Labs, Division of Pfizer Inc2009-09-112016-04-23Us
Ciprofloxacininjection2 mg/mLintravenousSandoz Inc2008-03-242016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalPACK Pharmaceuticals, LLC2010-09-152016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalProficient Rx LP2004-08-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralHHS/Program Support Center/Supply Service Center2011-12-222016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralApotex Corp2008-03-132016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalLake Erie Medical DBA Quality Care Products LLC2008-03-202016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralCardinal Health2004-06-092016-04-05Us
Ciprofloxacintablet500 mg/1oralLife Line Home Care Services, Inc.2012-02-062016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousSagent Pharmaceuticals2008-03-242016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralNorth Star Rx Llc2007-04-262016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousClaris Lifesciences Inc.2008-08-042016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralIVAX Pharmaceuticals, Inc.2004-06-092016-04-23Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousPfizer Labs, Division of Pfizer Inc2009-09-112016-04-23Us
Ciprofloxacininjection2 mg/mLintravenousSandoz Inc2008-03-242016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalPACK Pharmaceuticals, LLC2008-03-202016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralBlenheim Pharmacal, Inc.2015-02-272016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralHHS/Program Support Center/Supply Service Center2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralApotex Corp2005-04-192016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmicREMEDYREPACK INC.2013-12-172016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralAurobindo Pharma Limited2007-04-262016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalUnit Dose Services2005-01-212016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralRanbaxy Pharmaceuticals Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralPhysicians Total Care, Inc.2003-08-192016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralPreferred Pharmaceuticals, Inc.2011-06-142016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralRed Pharm Drug Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralBlu Pharmaceuticals, LLC2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralNorth Star Rx Llc2007-04-262016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralAv Kare, Inc.2014-06-162016-04-05Us
Ciprofloxacininjection, solution2 mg/mLintravenousClaris Lifesciences Inc.2008-08-042016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalMedsource Pharmaceuticals2005-01-212016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralIVAX Pharmaceuticals, Inc.2004-06-092016-04-23Us
Ciprofloxacintablet, film coated250 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacininjection, solution, concentrate10 mg/mLintravenousPfizer Labs, Division of Pfizer Inc2009-09-112016-04-23Us
Ciprofloxacininjection, solution, concentrate400 mg/40mLintravenousHospira, Inc.2006-08-282016-04-23Us
Ciprofloxacintablet, film coated750 mg/1oralActavis Pharma, Inc.2004-06-092016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/1topicalDIRECT RX2014-01-012016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralHHS/Program Support Center/Supply Service Center2004-06-092016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralApotex Corp2005-04-192016-04-05Us
Ciprofloxacinsolution/ drops3.5 mg/mLtopicalREMEDYREPACK INC.2013-04-232016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralReady Meds2004-06-092016-04-05Us
Ciprofloxacintablet250 mg/1oralUnit Dose Services2004-09-102016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralRanbaxy Pharmaceuticals Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralPhysicians Total Care, Inc.2003-09-122016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralLegacy Pharmaceutical Packaging2011-04-122016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralAphena Pharma Solutions New Jersey, Llc2009-08-012016-04-05Us
Ciprofloxacintablet, film coated500 mg/1oralRed Pharm Drug Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralPd Rx Pharmaceuticals, Inc.2004-06-092016-04-05Us
Ciprofloxacintablet, film coated750 mg/1oralCarlsbad Technology, Inc.2009-10-102016-04-05Us
Ciprofloxacintablet, film coated250 mg/1oralCardinal Health2004-08-192016-04-05Us
Ciprofloxacinsolution/ drops3 mg/mLophthalmic; topicalPreferred Pharmaceuticals, Inc.2012-01-122016-04-05Us
Ciprofloxacin Hydrochloridetablet250 mg/1oralREMEDYREPACK INC.2011-07-292016-04-05Us
Ciprofloxacin Hydrochloridetablet, coated500 mg/1oralTestpak Holding Company2009-12-032016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2011-06-082016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralRed Pharm Drug Inc.2011-04-042016-04-05Us
Ciprofloxacin Hydrochloridetablet250 mg/1oralREMEDYREPACK INC.2011-05-052016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralMed Vantx, Inc.2004-06-092016-04-05Us
Ciprofloxacin Hydrochloridetablet750 mg/1oralCardinal Health2009-10-092016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2011-12-122016-04-05Us
Ciprofloxacin Hydrochloridetablet, film coated500 mg/1oralREMEDYREPACK INC.2011-04-202016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralKAISER FOUNDATION HOSPITALS2011-06-232016-04-23Us
Ciprofloxacin Hydrochloridetablet250 mg/1oralCardinal Health2009-10-092016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralCardinal Health2009-10-092016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2010-11-222016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2011-12-072016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2010-10-182016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralBlenheim Pharmacal, Inc.2010-05-172016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralApothecary Shop Wholesale Inc.2011-07-012016-04-05Us
Ciprofloxacin Hydrochloridetablet, film coated500 mg/1oralREMEDYREPACK INC.2011-03-152016-04-05Us
Ciprofloxacin Hydrochloridetablet250 mg/1oralREMEDYREPACK INC.2010-10-112016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Ciprofloxacin Hydrochloridetablet500 mg/1oralREMEDYREPACK INC.2011-08-042016-04-05Us
Over the Counter ProductsNot Available
International Brands
NameCompany
BacquinorNot Available
BaycipNot Available
CifloxNot Available
CifloxinNot Available
CiprinolNot Available
CiprobayNot Available
CiprocinolNot Available
CiprodarNot Available
CiproxanNot Available
CiproxinNot Available
FlociprinNot Available
ProquinNot Available
Brand mixtures
NameLabellerIngredients
CiproBayer Health Care Pharmaceuticals Inc.
Cipro HCAlcon Laboratories, Inc.
Cipro HC Otic SuspensionAlcon Canada Inc
CiprodexRebel Distributors Corp
CiprofloxacinMylan Pharmaceuticals Inc.
Ciprofloxacin Extended-releasePar Pharmaceutical, Inc.
Salts
Name/CASStructureProperties
Ciprofloxacin Hydrochloride
93107-08-5
Thumb
  • InChI Key: DIOIOSKKIYDRIQ-UHFFFAOYSA-N
  • Monoisotopic Mass: 367.109897401
  • Average Mass: 367.802
DBSALT000293
Categories
UNII5E8K9I0O4U
CAS number85721-33-1
WeightAverage: 331.3415
Monoisotopic: 331.133219662
Chemical FormulaC17H18FN3O3
InChI KeyInChIKey=MYSWGUAQZAJSOK-UHFFFAOYSA-N
InChI
InChI=1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)
IUPAC Name
1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid
SMILES
OC(=O)C1=CN(C2CC2)C2=CC(N3CCNCC3)=C(F)C=C2C1=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as quinoline carboxylic acids. These are quinolines in which the quinoline ring system is substituted by a carboxyl group at one or more positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassQuinoline carboxylic acids
Direct ParentQuinoline carboxylic acids
Alternative Parents
Substituents
  • Quinoline-3-carboxylic acid
  • N-arylpiperazine
  • Fluoroquinolone
  • Dihydroquinolone
  • Aminoquinoline
  • Dihydroquinoline
  • Pyridine carboxylic acid or derivatives
  • Pyridine carboxylic acid
  • Dialkylarylamine
  • Fluorobenzene
  • Benzenoid
  • Pyridine
  • Piperazine
  • 1,4-diazinane
  • Aryl halide
  • Aryl fluoride
  • Heteroaromatic compound
  • Vinylogous amide
  • Tertiary amine
  • Azacycle
  • Secondary amine
  • Monocarboxylic acid or derivatives
  • Secondary aliphatic amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of the following infections caused by susceptible organisms: urinary tract infections, acute uncomplicated cystitis, chronic bacterial prostatitis, lower respiratory tract infections, acute sinusitis, skin and skin structure infections, bone and joint infections, complicated intra-abdominal infections (used in combination with metronidazole), infectious diarrhea, typhoid fever (enteric fever), uncomplicated cervical and urethral gonorrhea, and inhalational anthrax (post-exposure).
PharmacodynamicsCiprofloxacin is a broad-spectrum antiinfective agent of the fluoroquinolone class. Ciprofloxacin has in vitro activity against a wide range of gram-negative and gram-positive microorganisms. The mechanism of action of quinolones, including ciprofloxacin, is different from that of other antimicrobial agents such as beta-lactams, macrolides, tetracyclines, or aminoglycosides; therefore, organisms resistant to these drugs may be susceptible to ciprofloxacin. There is no known cross-resistance between ciprofloxacin and other classes of antimicrobials. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian.
Mechanism of actionThe bactericidal action of ciprofloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, strand supercoiling repair, and recombination.
Related Articles
AbsorptionRapidly and well absorbed from the gastrointestinal tract after oral administration. The absolute bioavailability is approximately 70% with no substantial loss by first pass metabolism.
Volume of distributionNot Available
Protein binding20 to 40%
Metabolism

Hepatic. Four metabolites have been identified in human urine which together account for approximately 15% of an oral dose. The metabolites have antimicrobial activity, but are less active than unchanged ciprofloxacin.

Route of eliminationApproximately 40 to 50% of an orally administered dose is excreted in the urine as unchanged drug.
Half life4 hours
Clearance
  • Renal cl=300 mL/min
ToxicityThe major adverse effect seen with use of is gastrointestinal irritation, common with many antibiotics.
Affected organisms
  • Enteric bacteria and other eubacteria
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal AbsorptionNot AvailableNot Available
Blood Brain BarrierNot AvailableNot Available
Caco-2 permeableNot AvailableNot Available
P-glycoprotein substrateNot AvailableNot Available
P-glycoprotein inhibitor INot AvailableNot Available
P-glycoprotein inhibitor IINot AvailableNot Available
Renal organic cation transporterNot AvailableNot Available
CYP450 2C9 substrateNot AvailableNot Available
CYP450 2D6 substrateNot AvailableNot Available
CYP450 3A4 substrateNot AvailableNot Available
CYP450 1A2 substrateNot AvailableNot Available
CYP450 2C9 inhibitorNot AvailableNot Available
CYP450 2D6 inhibitorNot AvailableNot Available
CYP450 2C19 inhibitorNot AvailableNot Available
CYP450 3A4 inhibitorNot AvailableNot Available
CYP450 inhibitory promiscuityNot AvailableNot Available
Ames testNot AvailableNot Available
CarcinogenicityNot AvailableNot Available
BiodegradationNot AvailableNot Available
Rat acute toxicityNot AvailableNot applicable
hERG inhibition (predictor I)Not AvailableNot Available
hERG inhibition (predictor II)Not AvailableNot Available
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Bayer healthcare pharmaceuticals inc
  • Bayer pharmaceuticals corp
  • App pharmaceuticals llc
  • Bedford laboratories
  • Claris lifesciences ltd
  • Hospira inc
  • Teva parenteral medicines inc
  • West ward pharmaceutical corp
  • Hikma farmaceutica (portugal) sa
  • Acs dobfar info sa
  • Baxter healthcare corp
  • Bedford laboratories div ben venue laboratories inc
  • Alcon inc
  • Akorn inc
  • Bausch and lomb pharmaceuticals inc
  • Fdc ltd
  • Hitech pharmacal corp
  • Nexus pharmaceuticals inc
  • Novex pharma
  • Pharmaforce inc
  • Wraser pharmaceuticals llc
  • Depomed inc
  • Apotex inc
  • Aurobindo pharma ltd
  • Barr laboratories inc
  • Carlsbad technology inc
  • Dr reddys laboratories ltd
  • Hikma pharmaceuticals
  • Ivax pharmaceuticals inc sub teva pharmaceuticals usa
  • Mylan pharmaceuticals inc
  • Nostrum laboratories inc
  • Pliva inc
  • Ranbaxy pharmaceuticals inc
  • Sandoz inc
  • Taro pharmaceuticals usa inc
  • Teva pharmaceuticals usa inc
  • Unique pharmaceutical laboratories
  • Watson laboratories inc
  • Allergan inc
Packagers
Dosage forms
FormRouteStrength
Solutionophthalmic0.3 %
Ointmentophthalmic0.3 %
Ointmentophthalmic3.33 mg/g
Kit
Solution, concentrateintravenous2 mg/mL
Tabletoral250 mg
Tabletoral500 mg
Tabletoral750 mg
Suspensionauricular (otic)
Liquidintravenous10 mg
Suspensionoral10 g
Tabletoral100 mg
Tablet (extended-release)oral1000 mg
Tablet (extended-release)oral500 mg
Suspensionotic
Suspension/ dropsauricular (otic)
Injectionintravenous10 mg/mL
Injectionintravenous2 mg/mL
Injection, solutionintravenous2 mg/mL
Injection, solution, concentrateintravenous10 mg/mL
Injection, solution, concentrateintravenous200 mg/20mL
Injection, solution, concentrateintravenous400 mg/40mL
Solution/ dropsophthalmic3 mg/mL
Solution/ dropsophthalmic3.5 mg/mL
Solution/ dropsophthalmic; topical3 mg/mL
Solution/ dropstopical3.5 mg/1
Solution/ dropstopical3.5 mg/mL
Tabletoral250 mg/1
Tabletoral750 mg/1
Tablet, coatedoral500 mg/1
Tablet, film coatedoral100 mg/1
Tablet, film coatedoral250 mg/1
Tablet, film coatedoral500 mg/1
Tablet, film coatedoral750 mg/1
Tablet, film coated, extended releaseoral
Solutionophthalmic3.5 mg/mL
Tabletoral500 mg/1
Solutionintravenous0.2 %
Solutionintravenous10 mg
Solutionintravenous2 mg
Solutionintravenous2.0 mg
Solution/ dropsauricular (otic).5 mg/.25mL
Suspensionintratympanic6 mg/mL
Tablet, film coated, extended releaseoral500 mg/1
Prices
Unit descriptionCostUnit
Cipro 400 mg Solution 40ml Vial259.99USD vial
Floxin Otic 0.3% Solution 10ml Bottle142.91USD bottle
Cipro 500 mg/5ml(10%) Suspension 100ml Bottle136.75USD bottle
Cipro HC 0.2-1% Suspension 10ml Bottle131.54USD bottle
Cipro 250 mg/5ml(5%) Suspension 100ml Bottle116.8USD bottle
Ocuflox 0.3% Solution 10ml Bottle106.09USD bottle
Ciprofloxacin HCl 0.3% Solution 10ml Bottle98.22USD bottle
Ciloxan 0.3% Ointment 3.5 gm Tube87.49USD tube
Floxin Otic 0.3% Solution 5ml Bottle86.49USD bottle
Ciloxan 0.3% Solution 5ml Bottle68.33USD bottle
Ocuflox 0.3% Solution 5ml Bottle57.32USD bottle
Ciprofloxacin HCl 0.3% Solution 5ml Bottle49.2USD bottle
ProQuin XR 3 500 mg 24 Hour tablet Disp Pack39.99USD disp
Ciprofloxacin HCl 0.3% Solution 2.5ml Bottle26.03USD bottle
Ciloxan 0.3% eye drops13.33USD ml
Ciprofloxacin 0.3% eye drop12.96USD ml
Cipro hc otic suspension12.65USD ml
Proquin xr 500 mg tablet12.18USD tablet
Cipro xr 1000 mg tablet11.91USD tablet
Ciprofloxacin-Ciproflox HCl 1000 mg 24 Hour tablet11.6USD tablet
Ocuflox 0.3% eye drops11.35USD ml
ProQuin XR 500 mg 24 Hour tablet11.18USD tablet
Ciprofloxacin er 1000 mg tablet11.16USD tablet
Cipro XR 500 mg 24 Hour tablet10.88USD tablet
Cipro XR 1000 mg 24 Hour tablet10.75USD tablet
Cipro xr 500 mg tablet10.46USD tablet
Ciprofloxacin-Ciproflox HCl 500 mg 24 Hour tablet10.19USD tablet
Ciprofloxacin er 500 mg tablet9.8USD tablet
Floxin 400 mg tablet9.55USD tablet
Cetraxal 0.2% ear solution7.14USD each
Floxin 200 mg tablet6.6USD tablet
Cipro 750 mg tablet6.26USD tablet
Cipro 500 mg tablet6.08USD tablet
Ciprofloxacin hcl 750 mg tablet5.65USD tablet
Floxin 300 mg tablet5.61USD tablet
Ciprofloxacin hcl 500 mg tablet5.59USD tablet
Cipro 250 mg tablet5.2USD tablet
Ciprofloxacin hcl 250 mg tablet4.59USD tablet
Floxin otic singles4.28USD each
Ciprofloxacin hcl 100 mg tablet4.17USD tablet
Ciloxan 0.3 % Solution2.18USD ml
Ciprofloxacin hcl powder1.29USD g
Apo-Ciproflox 0.3 % Solution1.18USD ml
Pms-Ciprofloxacin 0.3 % Solution1.18USD ml
Cipro i.v. 10 mg/ml vial0.72USD ml
Cipro i.v. 200 mg/100 ml d5w0.16USD ml
Ciprofloxacin 200 mg/20 ml vial0.13USD ml
Ciprofloxacn-d5w 200 mg/100 ml0.03USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
CA1330946 No1994-07-262011-07-26Canada
CA2414271 No2005-09-272021-06-13Canada
US5286754 No1994-02-152011-02-15Us
US5972389 No1996-09-192016-09-19Us
US6284804 No2000-08-102020-08-10Us
US6340475 No1996-09-192016-09-19Us
US6359016 No2000-08-102020-08-10Us
US6488962 No2000-06-202020-06-20Us
US6635280 No1996-09-192016-09-19Us
US7709022 Yes2001-12-232021-12-23Us
US8187632 Yes2001-12-232021-12-23Us
US8318817 No2010-04-272030-04-27Us
US8846650 No2005-06-042025-06-04Us
US9149486 No2002-09-132022-09-13Us
US9205048 No2009-04-212029-04-21Us
US9220796 No2015-07-012035-07-01Us
US9233068 No2009-12-112029-12-11Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point255-257 °CNot Available
water solubility3E+004 mg/L (at 20 °C)NOWARA,A ET AL. (1997)
logP0.28TAKACS-NOVAK,K ET AL. (1992)
pKa6.09TORNIANEN,K ET AL. (1996)
Predicted Properties
PropertyValueSource
Water Solubility1.35 mg/mLALOGPS
logP-0.57ALOGPS
logP-0.81ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)5.76ChemAxon
pKa (Strongest Basic)8.68ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area72.88 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity87.94 m3·mol-1ChemAxon
Polarizability33.12 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

DrugSyn.org

US4670444
General References
  1. Drusano GL, Standiford HC, Plaisance K, Forrest A, Leslie J, Caldwell J: Absolute oral bioavailability of ciprofloxacin. Antimicrob Agents Chemother. 1986 Sep;30(3):444-6. [PubMed:3777908 ]
  2. Hilliard JJ, Krause HM, Bernstein JI, Fernandez JA, Nguyen V, Ohemeng KA, Barrett JF: A comparison of active site binding of 4-quinolones and novel flavone gyrase inhibitors to DNA gyrase. Adv Exp Med Biol. 1995;390:59-69. [PubMed:8718602 ]
  3. Spivey JM, Cummings DM, Pierson NR: Failure of prostatitis treatment secondary to probable ciprofloxacin-sucralfate drug interaction. Pharmacotherapy. 1996 Mar-Apr;16(2):314-6. [PubMed:8820479 ]
  4. Brouwers JR: Drug interactions with quinolone antibacterials. Drug Saf. 1992 Jul-Aug;7(4):268-81. [PubMed:1524699 ]
External Links
ATC CodesJ01MA02J01RA10J01RA11J01RA12S01AE03S02AA15S03AA07
AHFS Codes
  • 08:12.18
  • 52:04.04
PDB EntriesNot Available
FDA labelDownload (120 KB)
MSDSDownload (73.9 KB)
Interactions
Drug Interactions
Drug
AgomelatineThe serum concentration of Agomelatine can be increased when it is combined with Ciprofloxacin.
Aluminum hydroxideAluminum hydroxide can cause a decrease in the absorption of Ciprofloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.
AripiprazoleThe serum concentration of Aripiprazole can be increased when it is combined with Ciprofloxacin.
Azilsartan medoxomilAzilsartan medoxomil may increase the arrhythmogenic activities of Ciprofloxacin.
BenazeprilBenazepril may increase the arrhythmogenic activities of Ciprofloxacin.
BendamustineThe serum concentration of Bendamustine can be increased when it is combined with Ciprofloxacin.
BortezomibThe metabolism of Bortezomib can be decreased when combined with Ciprofloxacin.
Calcium carbonateCalcium carbonate can cause a decrease in the absorption of Ciprofloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.
CandesartanCandesartan may increase the arrhythmogenic activities of Ciprofloxacin.
CaptoprilCaptopril may increase the arrhythmogenic activities of Ciprofloxacin.
CarbamazepineThe serum concentration of Carbamazepine can be increased when it is combined with Ciprofloxacin.
CilazaprilCilazapril may increase the arrhythmogenic activities of Ciprofloxacin.
CitalopramCiprofloxacin may increase the QTc-prolonging activities of Citalopram.
ClozapineCiprofloxacin may increase the QTc-prolonging activities of Clozapine.
DicoumarolCiprofloxacin may increase the anticoagulant activities of Dicoumarol.
DidanosineThe serum concentration of Didanosine can be decreased when it is combined with Ciprofloxacin.
DofetilideCiprofloxacin may increase the QTc-prolonging activities of Dofetilide.
DuloxetineThe serum concentration of Duloxetine can be increased when it is combined with Ciprofloxacin.
EnalaprilEnalapril may increase the arrhythmogenic activities of Ciprofloxacin.
EnalaprilatEnalaprilat may increase the arrhythmogenic activities of Ciprofloxacin.
EprosartanEprosartan may increase the arrhythmogenic activities of Ciprofloxacin.
ErlotinibThe serum concentration of Erlotinib can be increased when it is combined with Ciprofloxacin.
FlibanserinThe serum concentration of Flibanserin can be increased when it is combined with Ciprofloxacin.
FludrocortisoneThe risk or severity of adverse effects can be increased when Fludrocortisone is combined with Ciprofloxacin.
FluvoxamineThe metabolism of Fluvoxamine can be decreased when combined with Ciprofloxacin.
FosinoprilFosinopril may increase the arrhythmogenic activities of Ciprofloxacin.
FosphenytoinFosphenytoin may increase the QTc-prolonging activities of Ciprofloxacin.
GoserelinGoserelin may increase the QTc-prolonging activities of Ciprofloxacin.
HydrocodoneThe serum concentration of Hydrocodone can be increased when it is combined with Ciprofloxacin.
InfliximabInfliximab may increase the neuroexcitatory activities of Ciprofloxacin.
Insulin HumanCiprofloxacin may increase the hypoglycemic activities of Insulin Regular.
IrbesartanIrbesartan may increase the arrhythmogenic activities of Ciprofloxacin.
Iron DextranThe serum concentration of Ciprofloxacin can be decreased when it is combined with Iron Dextran.
IvabradineIvabradine may increase the QTc-prolonging activities of Ciprofloxacin.
LanthanumThe serum concentration of Ciprofloxacin can be decreased when it is combined with Lanthanum.
LeuprolideLeuprolide may increase the QTc-prolonging activities of Ciprofloxacin.
LevothyroxineThe serum concentration of Levothyroxine can be decreased when it is combined with Ciprofloxacin.
LiothyronineThe serum concentration of Liothyronine can be decreased when it is combined with Ciprofloxacin.
LiotrixThe serum concentration of Liotrix can be decreased when it is combined with Ciprofloxacin.
LisinoprilLisinopril may increase the arrhythmogenic activities of Ciprofloxacin.
LomitapideThe serum concentration of Lomitapide can be increased when it is combined with Ciprofloxacin.
LosartanLosartan may increase the arrhythmogenic activities of Ciprofloxacin.
LumacaftorThe serum concentration of Ciprofloxacin can be decreased when it is combined with Lumacaftor.
Magnesium oxideMagnesium oxide can cause a decrease in the absorption of Ciprofloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.
Magnesium SulfateThe serum concentration of Ciprofloxacin can be decreased when it is combined with Magnesium Sulfate.
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Ciprofloxacin.
MifepristoneMifepristone may increase the QTc-prolonging activities of Ciprofloxacin.
MoexiprilMoexipril may increase the arrhythmogenic activities of Ciprofloxacin.
Mycophenolic acidThe serum concentration of Mycophenolic acid can be decreased when it is combined with Ciprofloxacin.
NimodipineThe serum concentration of Nimodipine can be increased when it is combined with Ciprofloxacin.
OctreotideOctreotide may increase the QTc-prolonging activities of Ciprofloxacin.
OlmesartanOlmesartan may increase the arrhythmogenic activities of Ciprofloxacin.
PentoxifyllineThe serum concentration of Pentoxifylline can be increased when it is combined with Ciprofloxacin.
PerindoprilPerindopril may increase the arrhythmogenic activities of Ciprofloxacin.
PhenytoinThe therapeutic efficacy of Phenytoin can be decreased when used in combination with Ciprofloxacin.
PimozideThe serum concentration of Pimozide can be increased when it is combined with Ciprofloxacin.
PirfenidoneThe serum concentration of Pirfenidone can be increased when it is combined with Ciprofloxacin.
PomalidomideThe serum concentration of Pomalidomide can be increased when it is combined with Ciprofloxacin.
PorfimerCiprofloxacin may increase the photosensitizing activities of Porfimer.
ProbenecidThe serum concentration of Ciprofloxacin can be increased when it is combined with Probenecid.
QuinaprilThe serum concentration of Ciprofloxacin can be decreased when it is combined with Quinapril.
RamiprilRamipril may increase the arrhythmogenic activities of Ciprofloxacin.
RanolazineThe serum concentration of Ciprofloxacin can be increased when it is combined with Ranolazine.
RasagilineThe serum concentration of Rasagiline can be increased when it is combined with Ciprofloxacin.
RoflumilastThe serum concentration of Roflumilast can be increased when it is combined with Ciprofloxacin.
RopiniroleThe serum concentration of Ropinirole can be increased when it is combined with Ciprofloxacin.
RopivacaineThe serum concentration of Ropivacaine can be increased when it is combined with Ciprofloxacin.
SaquinavirThe serum concentration of Ciprofloxacin can be increased when it is combined with Saquinavir.
SevelamerSevelamer can cause a decrease in the absorption of Ciprofloxacin resulting in a reduced serum concentration and potentially a decrease in efficacy.
Sodium picosulfateThe therapeutic efficacy of Sodium picosulfate can be decreased when used in combination with Ciprofloxacin.
SpironolactoneSpironolactone may increase the arrhythmogenic activities of Ciprofloxacin.
Strontium ranelateThe serum concentration of Ciprofloxacin can be decreased when it is combined with Strontium ranelate.
SucralfateThe serum concentration of Ciprofloxacin can be decreased when it is combined with Sucralfate.
TasimelteonThe serum concentration of Tasimelteon can be increased when it is combined with Ciprofloxacin.
TelmisartanTelmisartan may increase the arrhythmogenic activities of Ciprofloxacin.
TeriflunomideThe serum concentration of Ciprofloxacin can be increased when it is combined with Teriflunomide.
TesmilifeneThe serum concentration of Ciprofloxacin can be decreased when it is combined with Tesmilifene.
TheophyllineThe metabolism of Theophylline can be decreased when combined with Ciprofloxacin.
Thyroid, porcineThe serum concentration of Thyroid extract can be decreased when it is combined with Ciprofloxacin.
TizanidineThe serum concentration of Tizanidine can be increased when it is combined with Ciprofloxacin.
TrandolaprilTrandolapril may increase the arrhythmogenic activities of Ciprofloxacin.
ValsartanValsartan may increase the arrhythmogenic activities of Ciprofloxacin.
VareniclineThe serum concentration of Varenicline can be increased when it is combined with Ciprofloxacin.
VerapamilThe serum concentration of Ciprofloxacin can be increased when it is combined with Verapamil.
VerteporfinCiprofloxacin may increase the photosensitizing activities of Verteporfin.
Food Interactions
  • Avoid excessive quantities of coffee or tea (Caffeine).
  • Avoid milk, calcium containing dairy products, iron, magnesium, zinc, antacids, or aluminum salts 2 hours before or 6 hours after using antacids while on this medication.
  • Take with a full glass of water.
  • Take without regard to meals.

Targets

Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
yes
Actions
inhibitor
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
Topoisomerase IV is essential for chromosome segregation. It relaxes supercoiled DNA. Performs the decatenation events required during the replication of a circular DNA molecule.
Gene Name:
parC
Uniprot ID:
P43702
Molecular Weight:
83366.24 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Chaudhry U, Ray K, Bala M, Saluja D: Mutation patterns in gyrA and parC genes of ciprofloxacin resistant isolates of Neisseria gonorrhoeae from India. Sex Transm Infect. 2002 Dec;78(6):440-4. [PubMed:12473806 ]
  4. Lee JK, Lee YS, Park YK, Kim BS: Mutations in the gyrA and parC genes in ciprofloxacin-resistant clinical isolates of Acinetobacter baumannii in Korea. Microbiol Immunol. 2005;49(7):647-53. [PubMed:16034208 ]
  5. Leavis HL, Willems RJ, Top J, Bonten MJ: High-level ciprofloxacin resistance from point mutations in gyrA and parC confined to global hospital-adapted clonal lineage CC17 of Enterococcus faecium. J Clin Microbiol. 2006 Mar;44(3):1059-64. [PubMed:16517894 ]
  6. Drlica K, Zhao X: DNA gyrase, topoisomerase IV, and the 4-quinolones. Microbiol Mol Biol Rev. 1997 Sep;61(3):377-92. [PubMed:9293187 ]
Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
yes
Actions
inhibitor
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
DNA gyrase negatively supercoils closed circular double-stranded DNA in an ATP-dependent manner and also catalyzes the interconversion of other topological isomers of double-stranded DNA rings, including catenanes and knotted rings.
Gene Name:
gyrA
Uniprot ID:
P43700
Molecular Weight:
97817.145 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Chaudhry U, Ray K, Bala M, Saluja D: Mutation patterns in gyrA and parC genes of ciprofloxacin resistant isolates of Neisseria gonorrhoeae from India. Sex Transm Infect. 2002 Dec;78(6):440-4. [PubMed:12473806 ]
  4. Abdelbaqi K, Menard A, Prouzet-Mauleon V, Bringaud F, Lehours P, Megraud F: Nucleotide sequence of the gyrA gene of Arcobacter species and characterization of human ciprofloxacin-resistant clinical isolates. FEMS Immunol Med Microbiol. 2007 Apr;49(3):337-45. [PubMed:17378897 ]
  5. Taylor DE, Chau AS: Cloning and nucleotide sequence of the gyrA gene from Campylobacter fetus subsp. fetus ATCC 27374 and characterization of ciprofloxacin-resistant laboratory and clinical isolates. Antimicrob Agents Chemother. 1997 Mar;41(3):665-71. [PubMed:9056011 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Ubiquitin binding
Specific Function:
Control of topological states of DNA by transient breakage and subsequent rejoining of DNA strands. Topoisomerase II makes double-strand breaks. Essential during mitosis and meiosis for proper segregation of daughter chromosomes. May play a role in regulating the period length of ARNTL/BMAL1 transcriptional oscillation (By similarity).
Gene Name:
TOP2A
Uniprot ID:
P11388
Molecular Weight:
174383.88 Da
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Robinson MJ, Martin BA, Gootz TD, McGuirk PR, Osheroff N: Effects of novel fluoroquinolones on the catalytic activities of eukaryotic topoisomerase II: Influence of the C-8 fluorine group. Antimicrob Agents Chemother. 1992 Apr;36(4):751-6. [PubMed:1323952 ]
  3. Hussy P, Maass G, Tummler B, Grosse F, Schomburg U: Effect of 4-quinolones and novobiocin on calf thymus DNA polymerase alpha primase complex, topoisomerases I and II, and growth of mammalian lymphoblasts. Antimicrob Agents Chemother. 1986 Jun;29(6):1073-8. [PubMed:3015015 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Voltage-gated potassium channel activity involved in ventricular cardiac muscle cell action potential repolarization
Specific Function:
Pore-forming (alpha) subunit of voltage-gated inwardly rectifying potassium channel. Channel properties are modulated by cAMP and subunit assembly. Mediates the rapidly activating component of the delayed rectifying potassium current in heart (IKr). Isoforms USO have no channel activity by themself, but modulates channel characteristics by forming heterotetramers with other isoforms which are r...
Gene Name:
KCNH2
Uniprot ID:
Q12809
Molecular Weight:
126653.52 Da
References
  1. Keseru GM: Prediction of hERG potassium channel affinity by traditional and hologram qSAR methods. Bioorg Med Chem Lett. 2003 Aug 18;13(16):2773-5. [PubMed:12873512 ]
Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
unknown
General Function:
Identical protein binding
Specific Function:
DNA gyrase negatively supercoils closed circular double-stranded DNA in an ATP-dependent manner and also catalyzes the interconversion of other topological isomers of double-stranded DNA rings, including catenanes and knotted rings.
Gene Name:
gyrA
Uniprot ID:
P0AES4
Molecular Weight:
96962.63 Da
References
  1. Hubschwerlen C, Specklin JL, Baeschlin DK, Borer Y, Haefeli S, Sigwalt C, Schroeder S, Locher HH: Structure-activity relationship in the oxazolidinone-quinolone hybrid series: influence of the central spacer on the antibacterial activity and the mode of action. Bioorg Med Chem Lett. 2003 Dec 1;13(23):4229-33. [PubMed:14623007 ]
Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
unknown
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
Topoisomerase IV is essential for chromosome segregation. It relaxes supercoiled DNA. Performs the decatenation events required during the replication of a circular DNA molecule.
Gene Name:
parC
Uniprot ID:
P0C1U9
Molecular Weight:
91040.465 Da
References
  1. Wiles JA, Song Y, Wang Q, Lucien E, Hashimoto A, Cheng J, Marlor CW, Ou Y, Podos SD, Thanassi JA, Thoma CL, Deshpande M, Pucci MJ, Bradbury BJ: Biological evaluation of isothiazoloquinolones containing aromatic heterocycles at the 7-position: In vitro activity of a series of potent antibacterial agents that are effective against methicillin-resistant Staphylococcus aureus. Bioorg Med Chem Lett. 2006 Mar 1;16(5):1277-81. Epub 2005 Dec 7. [PubMed:16337789 ]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
unknown
General Function:
Magnesium ion binding
Specific Function:
Topoisomerase IV is essential for chromosome segregation. It relaxes supercoiled DNA. Performs the decatenation events required during the replication of a circular DNA molecule.
Gene Name:
parE
Uniprot ID:
Q59192
Molecular Weight:
73006.17 Da
References
  1. Butler MM, Lamarr WA, Foster KA, Barnes MH, Skow DJ, Lyden PT, Kustigian LM, Zhi C, Brown NC, Wright GE, Bowlin TL: Antibacterial activity and mechanism of action of a novel anilinouracil-fluoroquinolone hybrid compound. Antimicrob Agents Chemother. 2007 Jan;51(1):119-27. Epub 2006 Oct 30. [PubMed:17074800 ]
Kind
Protein
Organism
Bacillus subtilis (strain 168)
Pharmacological action
unknown
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
DNA gyrase negatively supercoils closed circular double-stranded DNA in an ATP-dependent manner and also catalyzes the interconversion of other topological isomers of double-stranded DNA rings, including catenanes and knotted rings.
Gene Name:
gyrA
Uniprot ID:
P05653
Molecular Weight:
92098.19 Da
References
  1. Butler MM, Lamarr WA, Foster KA, Barnes MH, Skow DJ, Lyden PT, Kustigian LM, Zhi C, Brown NC, Wright GE, Bowlin TL: Antibacterial activity and mechanism of action of a novel anilinouracil-fluoroquinolone hybrid compound. Antimicrob Agents Chemother. 2007 Jan;51(1):119-27. Epub 2006 Oct 30. [PubMed:17074800 ]
Kind
Protein
Organism
Escherichia coli
Pharmacological action
unknown
General Function:
Drug transmembrane transporter activity
Specific Function:
Multidrug efflux pump that functions probably as a Na(+)/drug antiporter.
Gene Name:
mdtK
Uniprot ID:
C3T8E2
Molecular Weight:
49446.52 Da
References
  1. Long F, Rouquette-Loughlin C, Shafer WM, Yu EW: Functional cloning and characterization of the multidrug efflux pumps NorM from Neisseria gonorrhoeae and YdhE from Escherichia coli. Antimicrob Agents Chemother. 2008 Sep;52(9):3052-60. doi: 10.1128/AAC.00475-08. Epub 2008 Jun 30. [PubMed:18591276 ]
Kind
Protein
Organism
Mycobacterium tuberculosis
Pharmacological action
unknown
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
Not Available
Gene Name:
Not Available
Uniprot ID:
B4YQT9
Molecular Weight:
17024.015 Da
References
  1. Karkare S, Chung TT, Collin F, Mitchenall LA, McKay AR, Greive SJ, Meyer JJ, Lall N, Maxwell A: The naphthoquinone diospyrin is an inhibitor of DNA gyrase with a novel mechanism of action. J Biol Chem. 2013 Feb 15;288(7):5149-56. doi: 10.1074/jbc.M112.419069. Epub 2012 Dec 28. [PubMed:23275348 ]
Kind
Protein
Organism
Staphylococcus aureus
Pharmacological action
unknown
General Function:
Dna topoisomerase type ii (atp-hydrolyzing) activity
Specific Function:
DNA gyrase negatively supercoils closed circular double-stranded DNA in an ATP-dependent manner and also catalyzes the interconversion of other topological isomers of double-stranded DNA rings, including catenanes and knotted rings.
Gene Name:
gyrA
Uniprot ID:
P20831
Molecular Weight:
99620.34 Da
References
  1. Surivet JP, Zumbrunn C, Rueedi G, Hubschwerlen C, Bur D, Bruyere T, Locher H, Ritz D, Keck W, Seiler P, Kohl C, Gauvin JC, Mirre A, Kaegi V, Dos Santos M, Gaertner M, Delers J, Enderlin-Paput M, Boehme M: Design, synthesis, and characterization of novel tetrahydropyran-based bacterial topoisomerase inhibitors with potent anti-gram-positive activity. J Med Chem. 2013 Sep 26;56(18):7396-415. doi: 10.1021/jm400963y. Epub 2013 Sep 11. [PubMed:23968485 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N...
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular Weight:
58293.76 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  2. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular Weight:
57342.67 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  2. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxygen binding
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A5
Uniprot ID:
P20815
Molecular Weight:
57108.065 Da
References
  1. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxygen binding
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A7
Uniprot ID:
P24462
Molecular Weight:
57525.03 Da
References
  1. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Wang E, Lew K, Barecki M, Casciano CN, Clement RP, Johnson WW: Quantitative distinctions of active site molecular recognition by P-glycoprotein and cytochrome P450 3A4. Chem Res Toxicol. 2001 Dec;14(12):1596-603. [PubMed:11743742 ]
  2. Yamaguchi H, Yano I, Saito H, Inui K: Effect of cisplatin-induced acute renal failure on bioavailability and intestinal secretion of quinolone antibacterial drugs in rats. Pharm Res. 2004 Feb;21(2):330-8. [PubMed:15032316 ]
Comments
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Drug created on June 13, 2005 07:24 / Updated on May 01, 2016 03:12