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Identification
NameClotrimazole
Accession NumberDB00257  (APRD00244)
TypeSmall Molecule
GroupsApproved, Vet Approved
Description

An imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. [PubChem]

Structure
Thumb
Synonyms
1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole
1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole
1-(O-Chloro-alpha,alpha-diphenylbenzyl)imidazole
1-(o-Chloro-α,α-diphenylbenzyl)imidazole
1-(o-Chlorotrityl)imidazole
1-(α-(2-Chlorophenyl)benzhydryl)imidazole
Clotrimazole
Lotrimin (tn)
Mycelex (tn)
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Clotrimazolecream10 mg/gtopicalTaro Pharmaceuticals U.S.A., Inc.1993-08-31Not applicableUs
Clotrimazolelozenge10 mg/1oral; topicalRoxane Laboratories, Inc2004-07-29Not applicableUs
Clotrimazolesolution10 mg/mLtopicalTaro Pharmaceuticals U.S.A., Inc.1996-07-29Not applicableUs
Clotrimazolecream10 mg/gtopicalLake Erie Medical DBA Quality Care Products LLC2010-08-04Not applicableUs
Clotrimazolecream10 mg/gtopicalSTAT Rx USA LLC1993-08-31Not applicableUs
Clotrimazolecream10 mg/gtopicalGlenmark Pharmaceuticals Inc., Usa2010-08-04Not applicableUs
Clotrimazolelozenge10 mg/1oralPaddock Laboratories, LLC2005-12-01Not applicableUs
Clotrimazolelozenge10 mg/1oral; topicalCardinal Health2004-07-29Not applicableUs
Clotrimazolecream10 mg/gtopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2008-09-02Not applicableUs
Clotrimazolelozenge10 mg/1oralPhysicians Total Care, Inc.2009-07-23Not applicableUs
Clotrimazolesolution10 mg/mLtopicalTeva Pharmaceuticals USA Inc1996-07-10Not applicableUs
Clotrimazolelozenge10 mg/1oralREMEDYREPACK INC.2013-03-25Not applicableUs
Clotrimazolelozenge10 mg/1oral; topicalRoxane Laboratories, Inc2004-07-29Not applicableUs
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Alevazolointment10 mg/gtopicalCapital Pharmaceutical, Llc2014-09-01Not applicableUs
Anti-fungalcream10 mg/gtopicalMPM Medical, Inc.2002-10-14Not applicableUs
Antifungalcream1 g/100gtopicalGalentic Pharma (India) Priva Te Limited2013-08-07Not applicableUs
Antifungalcream1 g/100gtopicalSafeway2008-11-20Not applicableUs
Antifungal Creamcream10 mg/gtopicalRite Aid2011-04-15Not applicableUs
Antifungal Footcream1 g/100gtopicalHy Vee Inc2015-11-28Not applicableUs
Aptrimazole 1.0% Antifungal Creamcream1 g/100gtopicalA P J Laboratories Limited2013-04-27Not applicableUs
Aspiera Anti-fungalointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2012-05-31Not applicableUs
Athlete S Foot Afaccream.01 g/gtopicalNatureplex, LLC2008-01-22Not applicableUs
Athletes Foot Antifungal Antifungalcream350 mg/35gtopicalPersonal Care Products, Inc.2013-07-10Not applicableUs
Atopalm Clotrimazole Antifungalcream1 g/100gtopicalNeo Pharm Co., Ltd.2011-03-16Not applicableUs
Best Choice Clotrimazolecream10 mg/gtopicalValu Merchandisers Company1993-08-31Not applicableUs
Blossom Pharmaceuticals Antifungalcream1 g/100gtopicalBlossom Pharmaceticals2014-05-09Not applicableUs
Budpak Antifungal Clotrimazolecream.01 g/gtopicalBudpak Inc.2012-12-17Not applicableUs
Canesten 1% Topical Creamcream1 %topicalBayer Inc Consumer Care1995-12-31Not applicableCanada
Canesten 1% Topical Solutionsolution1 %topicalBayer Inc Consumer Care1995-12-312000-08-04Canada
Canesten 100mg Vaginal Insertssuppository100 mgvaginalBayer Inc Consumer Care1995-12-311997-08-01Canada
Canesten 2% Vaginal Creamcream2 %topical; vaginalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Canesten 200 Mg Vaginal Insertssuppository200 mgvaginalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Canesten Comfortab 1vaginal tablet500 mgvaginalBayer Inc Consumer Care1995-12-31Not applicableCanada
Canesten Comfortab 3vaginal tablet200 mgvaginalBayer Inc Consumer Care1995-12-31Not applicableCanada
Canesten Cream 1cream10 %vaginalBayer Inc Consumer Care1997-06-11Not applicableCanada
Canesten Cream 3cream2 %vaginalBayer Inc Consumer Care1995-12-31Not applicableCanada
Canesten Cream 6cream1 %vaginalBayer Inc Consumer Care1995-12-31Not applicableCanada
Canesten Crm 1% Topcream1 %topicalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Canesten Crm 1% Vagcream1 %vaginalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Canesten External Creamcream1 %topical; vaginalBayer Inc Consumer Care2010-03-10Not applicableCanada
Canesten External Cream Refillcream1 %topicalBayer Inc Consumer Care2000-06-02Not applicableCanada
Canesten Liq 1%liquid1 %topicalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Canesten Vaginal Inserts 100mgsuppository100 mgvaginalMiles Canada Inc. Consumer Health Care Division1994-12-311996-09-09Canada
Careall Clotrimazolecream1 g/gtopicalNew World Imports, Inc2016-03-21Not applicableUs
Careone Clotrimazolecream10 mg/gtopicalAmerican Sales Company1993-08-31Not applicableUs
Clotrimaderm Cream 1%cream1 %topicalTaro Pharmaceuticals Inc1988-12-31Not applicableCanada
Clotrimaderm External Creamcream1 %topicalTaro Pharmaceuticals IncNot applicableNot applicableCanada
Clotrimaderm Topical Solution 1% USPliquid10 mgtopicalTaro Pharmaceuticals IncNot applicableNot applicableCanada
Clotrimaderm Vag Cream 1%cream1 %vaginalTaro Pharmaceuticals Inc1989-12-31Not applicableCanada
Clotrimaderm Vag Cream 2%cream2 %vaginalTaro Pharmaceuticals Inc1989-12-31Not applicableCanada
Clotrimazoil Antifungalsolution10 mg/mLtopicalPEDIFIX, INC.2013-06-19Not applicableUs
Clotrimazolecream1 g/100gvaginalPreferred Pharmaceuticals, Inc.2013-08-05Not applicableUs
Clotrimazolecream1 g/100gtopicalPerrigo New York Inc2011-06-03Not applicableUs
Clotrimazolecream1 g/100gvaginalActavis Pharma, Inc.2003-08-12Not applicableUs
Clotrimazolecream1 g/100gtopicalNeo Pharm Co., Ltd.2010-09-02Not applicableUs
Clotrimazolecream1 g/100gtopicalKinray Inc.2012-01-11Not applicableUs
Clotrimazolecream1 g/100gtopicalRebel Distributors Corp2011-06-03Not applicableUs
Clotrimazolecream1 g/100gtopicalGeritrex Corp2014-07-29Not applicableUs
Clotrimazolecream1 g/100gtopicalProficient Rx LP2011-06-03Not applicableUs
Clotrimazolecream1 g/100gvaginalPreferred Pharmaceuticals, Inc.2013-08-06Not applicableUs
Clotrimazolecream10 mg/gtopicalMc Kesson1993-07-19Not applicableUs
Clotrimazolecream1 g/100gtopicalDiscount Drug Mart, Inc.2015-11-09Not applicableUs
Clotrimazolecream2 g/100gvaginalTaro Pharmaceuticals U.S.A., Inc.2000-04-12Not applicableUs
Clotrimazolecream1 g/100gtopicalProficient Rx LP1995-06-01Not applicableUs
Clotrimazolecream10 mg/gtopicalPreferred Pharmaceuticals, Inc.2013-08-06Not applicableUs
Clotrimazolecream50 mg/gtopicalRebel Distributors Corp.1993-07-16Not applicableUs
Clotrimazoleliquid1 mg/mLtopicalWalgreens2015-11-01Not applicableUs
Clotrimazolecream1 g/100gtopicalH.J. Harkins Company, Inc.1995-06-01Not applicableUs
Clotrimazolesolution1 g/mLtopicalTaro Pharmaceuticals U.S.A., Inc.1996-05-01Not applicableUs
Clotrimazolecream1 g/100gvaginalREMEDYREPACK INC.2015-04-02Not applicableUs
Clotrimazolecream1 g/100gtopicalTrifecta Pharmaceuticals Usa Llc2015-03-10Not applicableUs
Clotrimazolecream1 g/100gtopicalChain Drug Consortium, LLC2013-10-09Not applicableUs
Clotrimazolecream1 g/100gtopicalRebel Distributors Corp1995-06-01Not applicableUs
Clotrimazolecream1 g/100gvaginalTaro Pharmaceuticals U.S.A., Inc.1995-12-04Not applicableUs
Clotrimazolecream10 mg/gtopicalCardinal Health1993-08-31Not applicableUs
Clotrimazolecream10 mg/gtopicalChain Drug Consortium, LLC2003-09-11Not applicableUs
Clotrimazolecream1 g/100gtopicalTaro Pharmaceuticals U.S.A., Inc.1995-06-01Not applicableUs
Clotrimazolecream1 g/100gtopicalPromex, LLC2013-12-04Not applicableUs
Clotrimazolesolution1 g/mLtopicalTaro Pharmaceuticals, Inc.1996-05-01Not applicableUs
Clotrimazolecream1 g/100gtopicalTaro Pharmaceuticals, Inc.1995-06-01Not applicableUs
Clotrimazoleliquid10 mg/mLtopicalPedifix2014-05-05Not applicableUs
Clotrimazolecream1 g/100gtopicalKareway Product, Inc.2011-08-11Not applicableUs
Clotrimazolecream1 g/100gvaginalWalgreen Company1998-09-01Not applicableUs
Clotrimazolecream10 mg/gtopicalLif Elabs, A Division Of Atico International Usa, Inc.2010-11-01Not applicableUs
Clotrimazolecream10 mg/gtopicalPhysicians Total Care, Inc.2003-08-07Not applicableUs
Clotrimazolecream1 g/100gvaginalChain Drug Marketing Association Inc.2014-10-15Not applicableUs
Clotrimazolecream1 g/100gtopicalNavarro Discount Pharmacies, LLC2012-08-01Not applicableUs
Clotrimazole 1% Athletes Footcream10 mg/gtopicalCVS Pharmacy1993-08-31Not applicableUs
Clotrimazole 7cream1 g/100gvaginalRite Aid1996-11-22Not applicableUs
Clotrimazole Antifungalcream10 mg/gtopicalChain Drug Marketing Association Inc.2007-08-29Not applicableUs
Clotrimazole Antifungalcream10 mg/gtopicalArmy and Air Force Exchange Service2006-02-03Not applicableUs
Clotrimazole Athletes Footcream10 mg/gtopicalKAISER FOUNDATION HOSPITALS1993-08-31Not applicableUs
Clotrimazole Athletes Footcream10 mg/gtopicalWal Mart Stores, Inc.1993-08-31Not applicableUs
Clotrimazole Cream USP 1%cream1 %topicalTaro Pharmaceuticals Inc1996-12-31Not applicableCanada
Clotrimazole External Creamcream1 %topicalTaro Pharmaceuticals IncNot applicableNot applicableCanada
Clotrimazole Jock Itchcream10 mg/gtopicalWal Mart Stores, Inc.1993-08-31Not applicableUs
Clotrimazole Vaginal Cream USP 1%cream1 %vaginalTaro Pharmaceuticals Inc2005-04-29Not applicableCanada
Clotrimazole Vaginal Cream USP 2%cream2 %vaginalTaro Pharmaceuticals Inc1996-12-31Not applicableCanada
Cvs Antifungal Ringwormcream1 g/100gtopicalCVS Pharmacy1995-06-01Not applicableUs
Cvs Pharmacy Clotrimazole 3cream2 g/100gvaginalCVS Pharmacy2000-04-12Not applicableUs
Cvs Pharmacy Itch Relief Antifungalcream10 mg/gtopicalCVS Pharmacy1993-08-31Not applicableUs
Cvshealth Antifungalsolution1 mg/mLtopicalCVS Pharmacy2015-11-10Not applicableUs
Dermatin Antifungalcream.01 g/gtopicalMelaleuca, Inc.2011-12-19Not applicableUs
Dr Sheffield Athletes Footcream10 mg/gtopicalFaria Limited dba Sheffield Pharmaceuticals2004-10-04Not applicableUs
Dynarex Antifungalcream1 g/100gtopicalDynarex Corporation2010-05-18Not applicableUs
Equaline Clotrimazole Antifungalcream1 g/100gtopicalSupervalu Inc2011-09-29Not applicableUs
Exchange Select Atheletes Footcream1 g/100gtopicalArmy & Air Force Exchange Service2016-04-07Not applicableUs
Family Care Clotrimazole Antifungalcream1 g/100gtopicalUNITED EXCHANGE CORP.2012-05-01Not applicableUs
Family Wellness Antifungalcream10 mg/gtopicalFamily Dollar2014-01-21Not applicableUs
Family Wellness Antifungalcream1 g/100gtopicalFamily Dollar2012-04-01Not applicableUs
Family Wellness Antifungalcream10 mg/gtopicalFamily Dollar2014-01-20Not applicableUs
Femmesilcream1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-11-30Not applicableUs
First Aid Research Antifungal .5ozcream10 mg/gtopicalFirst Aid Research Corp.2014-10-14Not applicableUs
First Aid Research Antifungal Cream 1ozcream10 mg/gtopicalFirst Aid Research Corp.2014-10-14Not applicableUs
Foot Care Clotrimazolecream10 mg/gtopicalRite Aid2010-03-12Not applicableUs
Footlogixaerosol, spray1 mL/100mLtopicalKVG Group Inc2010-09-01Not applicableUs
Footlogix Intensive Care Diabetic Formulaaerosol, foam1 g/100gtopicalKVG Group Inc2012-06-15Not applicableUs
Fortiniasolution1 g/100mLtopicalThe Podiatree Company2014-10-01Not applicableUs
Fungazoil Advancedliquid10 mg/mLtopicalPedifix2014-06-15Not applicableUs
Fungicure Intensiveliquid10 mg/mLtopicalAlva Amco Pharmacal Companies, Inc.2008-06-05Not applicableUs
Fungicure Liquid Gelgel10 mg/gtopicalAlva Amco Pharmacal Companies, Inc.2015-12-31Not applicableUs
Fungicure Manicure Pedicureliquid10 mg/mLtopicalAlva Amco Pharmacal Companies, Inc.2002-07-15Not applicableUs
Fungicure Pumpsprayliquid10 mg/mLtopicalAlva Amco Pharmacal Companies, Inc.2002-03-01Not applicableUs
Fungistat Maxliquid10 mg/mLtopicalBio Medical & Pharmaceutical Manufacturing Corporation2016-04-14Not applicableUs
Fungistat Maxliquid10 mg/mLtopicalBio Medical & Pharmaceutical Manufacturing Corporation2016-04-12Not applicableUs
Gehwol Fusskraft Nail and Skin Protectionspray4 mg/mLtopicalEduard Gerlach Gmb H2009-06-18Not applicableUs
Gehwol Med Footpowder1 g/100gtopicalEduard Gerlach Gmb H2008-12-04Not applicableUs
Gehwol Nail Protection Penliquid10 mg/mLtopicalEduard Gerlach Gmb H2008-03-07Not applicableUs
Gerlasan Handcream6 mg/mLtopicalEduard Gerlach Gmb H2008-12-04Not applicableUs
Good Neighbor Pharmacy Clotrimazolecream10 mg/gtopicalAmerisource Bergen1993-08-31Not applicableUs
Good Neighbor Pharmacy Clotrimazole 3cream2 g/100gvaginalAmerisource Bergen2000-04-12Not applicableUs
Good Sense Athletes Foot Antifungalcream1 g/100gtopicalL. Perrigo Company2006-04-09Not applicableUs
Gyne-lotrimin 3cream2 g/100gvaginalMSD Consumer Care, Inc.2002-01-01Not applicableUs
Gyne-lotrimin 7cream1 g/100gvaginalMSD Consumer Care, Inc.2002-01-01Not applicableUs
Heb Antifungalcream10 mg/gtopicalH E B1993-08-31Not applicableUs
Hua Tuo Xian Gaoointment1 mg/100gtopicalSHANGHAI SONGHUA PHARMACEUTICAL CO LTD2011-04-28Not applicableUs
Jideshenggel1 g/100gtopicalNantong Jidesheng Biology Health Care Products Co., Ltd.2010-10-23Not applicableUs
Jideshenggel1 g/100gtopicalUPC Medical Supplies, Inc.2010-10-23Not applicableUs
Jock Itchcream1 g/100gtopicalWalgreen Company2014-06-15Not applicableUs
Jock Itchcream1 g/100gtopicalRite Aid Corporation2005-08-07Not applicableUs
Jock Itch Antifungalcream420 mg/42gtopicalPersonal Care Products, Inc.2013-07-10Not applicableUs
Kerasal Foot and Toecream1 g/100gtopicalMOBERG PHARMA NORTH AMERICA LLC2015-01-01Not applicableUs
Kleer-plex Fungistat Athlete Foot Cureliquid10 mg/mLtopicalBio Medical & Pharmaceutical Manufacturing Corporation2015-09-26Not applicableUs
Kleer-plex Fungistat Fungus Cureliquid10 mg/mLtopicalBio Medical & Pharmaceutical Manufacturing Corporation2015-09-29Not applicableUs
Kroger Athletes Footcream10 mg/gtopicalKroger Company1993-08-31Not applicableUs
Kroger Jock Itchcream10 mg/gtopicalKroger Company1993-08-31Not applicableUs
Lakesiacream1 g/100gtopicalOpmx Llc2015-07-02Not applicableUs
Leader Clotrimazole Anti-fungalcream1 g/100gtopicalCardinal Health2013-05-31Not applicableUs
Live Better Antifungalcream10 mg/gtopicalThe Great Atlantic & Pacific Tea Company1993-08-31Not applicableUs
Lotrimincream10 mg/gtopicalBayer Health Care Llc2009-01-02Not applicableUs
Lotrimincream10 mg/gtopicalBayer Health Care Llc2002-02-01Not applicableUs
Lotrimin Antifungalcream10 mg/gtopicalBayer Health Care Llc2002-02-01Not applicableUs
Lucky Supersoft Athletes Footcream1 g/100gtopicalDelta Brands, Inc2015-01-31Not applicableUs
Major Clotrimazolecream10 mg/gtopicalCentral Texas Community Health Centers2004-10-04Not applicableUs
Major Clotrimazolecream10 mg/gtopicalClinical Solutions Wholesale2004-10-04Not applicableUs
Major Clotrimazolecream10 mg/gtopicalREMEDYREPACK INC.2015-04-02Not applicableUs
Major Clotrimazolecream10 mg/gtopicalMajor Pharmaceuticals2004-10-04Not applicableUs
Makesensecream1 g/100gtopicalCherry Hill Sales Co2014-06-15Not applicableUs
Meijer Athletes Footcream10 mg/gtopicalMeijer Distribution Inc1993-08-31Not applicableUs
Meijer Clotrimazole 3cream2 g/100gvaginalMeijer Distribution Inc2000-04-12Not applicableUs
Meijer Clotrimazole Antifungalcream1 g/100gtopicalMEIJER, INC.2015-01-15Not applicableUs
Myclo Crm 10mgcream10 mgtopicalBoehringer Ingelheim (Canada) Ltd Ltee1981-12-311996-09-09Canada
Myclo Crm 50mgcream50 mgvaginalBoehringer Ingelheim (Canada) Ltd Ltee1981-12-311996-09-09Canada
Myclo Solutionliquid10 mgtopicalBoehringer Ingelheim (Canada) Ltd Ltee1981-12-311996-09-09Canada
Myclo Tab 100mgsuppository100 mgvaginalBoehringer Ingelheim (Canada) Ltd Ltee1981-12-311996-09-09Canada
Myclo-derm Cream 1%cream10 mgtopicalBoehringer Ingelheim (Canada) Ltd Ltee1994-12-312000-07-31Canada
Myclo-derm Solution 1%solution10 mgtopicalBoehringer Ingelheim (Canada) Ltd Ltee1994-12-312000-07-31Canada
Myclo-gyne Cream 1%cream10 mgtopical; vaginalBoehringer Ingelheim (Canada) Ltd Ltee1994-12-311999-08-09Canada
Myclo-gyne Insertssuppository100 mgvaginalBoehringer Ingelheim (Canada) Ltd Ltee1994-12-311999-08-09Canada
Neo-zol Cream 1%cream1 %topicalPrestige Pharma Inc1990-12-31Not applicableCanada
Neo-zol Vaginal Cream 1%cream1 %vaginalPrestige Pharma Inc1990-12-31Not applicableCanada
Neo-zol Vaginal Cream 2%cream2 %vaginalPrestige Pharma Inc1990-12-31Not applicableCanada
Occulus Skin Hydrating Topical Foam Clo-1aerosol, foam10 mg/gtopicalPrime Packaging, Inc.2015-08-01Not applicableUs
Occulus Skin Hydrating Topical Foam Clo-1 Antifungal Foamaerosol, foam10 mg/gtopicalPrime Packaging, Inc.2015-08-01Not applicableUs
Our Family Athletes Footcream10 mg/gtopicalNash Finch Company1993-08-31Not applicableUs
Pedesilcream1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2012-09-07Not applicableUs
Pedesil Maximum Strengthointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2012-09-07Not applicableUs
Pro-EX Anti Fungalcream.01 g/gtopicalNatureplex, LLC2008-01-22Not applicableUs
Protective and Moisturizing Skinoil10 mg/mLtopicalEduard Gerlach Gmb H2008-12-04Not applicableUs
Protective Nail and Skincream10 mg/mLtopicalEduard Gerlach Gmb H2008-12-04Not applicableUs
Publix Athletic Footcream10 mg/gtopicalPublix Super Markets Inc1993-08-31Not applicableUs
Quality Choice Clotrimazolecream10 mg/gtopicalChain Drug Marketing Association2015-01-19Not applicableUs
Rexall Athletes Footcream1 g/100gtopicalDolgencorp LLC2015-05-13Not applicableUs
Rexall Jock Itchcream10 mg/gtopicalDolgencorp, LLC2015-06-22Not applicableUs
Rite Aid Antifungal Ringwormcream1 g/100gtopicalRite Aid Corporation1995-06-01Not applicableUs
Scheinpharm Clotrimazole 1%cream1 %topicalSchein Pharmaceutical Canada Inc.1997-07-082004-07-26Canada
Shopko Athletes Footcream10 mg/gtopicalShopko Stores Operating Co., LLC1993-08-31Not applicableUs
Shoprite Antifungalcream10 mg/gtopicalWakefern Food Corporation1993-08-31Not applicableUs
Signature Care Antifungalcream10 mg/gtopicalBetter Living Brands Llc2015-08-26Not applicableUs
Signature Care Athletes Footcream1 g/100gtopicalSafeway2015-10-16Not applicableUs
Smart Sense Athletes Foot Antifungalcream1 g/100gtopicalKmart Corporation2010-11-19Not applicableUs
Soundbody Clotrimazole Antifungalcream10 mg/gtopicalUNITED EXCHANGE CORP.2014-02-26Not applicableUs
Sunmark Antifungalcream10 mg/gtopicalMc Kesson1993-08-31Not applicableUs
Sunmark Clotrimazole 3cream2 g/100gvaginalMc Kesson2000-04-12Not applicableUs
Terrasil Anti-fungal Treatmentointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2012-01-26Not applicableUs
Terrasil Anti-fungal Treatment Maxointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2012-09-07Not applicableUs
Terrasil Foot and Nail Anti-fungalcream1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-06-26Not applicableUs
Terrasil Foot and Nail Anti-fungal Maximum Strengthointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-06-27Not applicableUs
Terrasil Jock-itch Treatment Maxointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-05-12Not applicableUs
Terrasil Rapid-clear Anti-fungalkitAidance Skincare & Topical Solutions, LLC2014-04-18Not applicableUs
Terrasil Ringworm Treatment Maxointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-05-12Not applicableUs
Terrasil Tinea Treatment Maxointment1 g/100gtopicalAidance Skincare & Topical Solutions, LLC2014-05-12Not applicableUs
Theraplus Pluscream1 g/100gtopicalZhejiang Jingwei Pharmaceutical Co., Ltd.2013-03-01Not applicableUs
Topcare Antifungalcream10 mg/gtopicalTopco Associates LLC1993-08-31Not applicableUs
Topcare Clotrimazole 3cream2 g/100gvaginalTopco Associates LLC2000-04-12Not applicableUs
Up and Up Jock Itch Reliefcream1 g/100gtopicalTarget Corporation2013-09-17Not applicableUs
Upandup Clotrimazolecream10 mg/gtopicalTarget Corporation1993-08-31Not applicableUs
Walgreens Clotrimazolecream1 g/100gtopicalWalgreen Co2011-04-14Not applicableUs
Walgreens Clotrimazole 3cream2 g/100gvaginalWalgreen Company2000-04-12Not applicableUs
Walgreens Clotrimazole Antifungalcream1 g/100gtopicalWalgreen Company2015-05-18Not applicableUs
Walgreens Jock Itchcream10 mg/gtopicalWalgreen Company1993-08-31Not applicableUs
Western Family Athletes Footcream10 mg/gtopicalWestern Family Foods Inc1993-08-31Not applicableUs
Winco Antifungalcream10 mg/gtopicalWin Co Foods, Llc2015-02-10Not applicableUs
Zapotol Clotrimazolecream10 mg/100gtopicalZapotol Corp.2012-08-07Not applicableUs
Unapproved/Other Products Not Available
International Brands
NameCompany
CanestenBayer
CanifugDr. August Wolff
ClotrimadermTaro
EmpecidBayer
FemCareNot Available
FungicipCipla
Gyne-LotriminSchering-Plough
MycelexBayer
Myclo-DermNot Available
Myclo-GyneNot Available
Brand mixtures
NameLabellerIngredients
Betamethasone ClotrimazoleStat Rx USA
Canesoral Combi-pakBayer Inc Consumer Care
Canesten 1 Vaginal Tablet Combi-pakBayer Inc Consumer Care
Canesten 3 Vaginal Tablet Combi-pakBayer Inc Consumer Care
Canesten Combi-pak 1 Day TherapyMiles Canada Inc. Consumer Health Care Division
Canesten Combi-pak Comfortab 1Bayer Inc Consumer Care
Canesten Combi-pak Comfortab 3Bayer Inc Consumer Care
Canesten Combi-pak Cream 1Bayer Inc Consumer Care
Clotrimaderm-fluconazole Combi-packTaro Pharmaceuticals Inc
Clotrimazole and Betamethasone DipropionateE. Fougera & Co. a division of Fougera Pharmaceuticals Inc.
Clotrimazole-fluconazole Combi-packTaro Pharmaceuticals Inc
Lotriderm CreamMerck Canada Inc
LotrisoneMerck Sharp & Dohme Corp.
PMS-clotrimazole-betamethasonePharmascience Inc
SaltsNot Available
Categories
UNIIG07GZ97H65
CAS number23593-75-1
WeightAverage: 344.837
Monoisotopic: 344.108026261
Chemical FormulaC22H17ClN2
InChI KeyInChIKey=VNFPBHJOKIVQEB-UHFFFAOYSA-N
InChI
InChI=1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H
IUPAC Name
1-[(2-chlorophenyl)diphenylmethyl]-1H-imidazole
SMILES
ClC1=CC=CC=C1C(N1C=CN=C1)(C1=CC=CC=C1)C1=CC=CC=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentChlorobenzenes
Alternative Parents
Substituents
  • Chlorobenzene
  • N-substituted imidazole
  • Aryl halide
  • Aryl chloride
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Pharmacology
IndicationFor the local treatment of oropharyngeal candidiasis and vaginal yeast infections, also used in fungal infections of the skin such as ringworm, athlete's foot, and jock itch.
PharmacodynamicsClotrimazole, an imidazole derivative with a broad spectrum of antimycotic activity, inhibits biosynthesis of the sterol ergostol, an important component of fungal cell membranes. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. Betamethasone and clotrimazole are used together to treat cutaneous tinea infections. In studies in fungal cultures, the minimum fungicidal concentration of clotrimazole caused leakage of intracellular phosphorous compounds into the ambient medium with concomitant breakdown of cellular nucleic acids, and accelerated potassium etflux. Both of these events began rapidly and extensively after addition of the drug to the cultures. The primary action of clotrimazole is against dividing and growing organisms.
Mechanism of actionClotrimazole interacts with yeast 14-α demethylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the membrane. In this way, clotrimazole inhibits ergosterol synthesis, resulting in increased cellular permeability. Clotrimazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms and the uptake of purine, impair triglyceride and/or phospholipid biosynthesis, and inhibit the movement of calcium and potassium ions across the cell membrane by blocking the ion transport pathway known as the Gardos channel.
Related Articles
AbsorptionPoorly and erratically absorbed orally, minimal vaginal or topical absorption.
Volume of distributionNot Available
Protein binding90%
Metabolism

Hepatic (metabolized to inactive metabolites)

Route of eliminationNot Available
Half life2 hours
ClearanceNot Available
ToxicitySymptoms of overdose include erythema, stinging, blistering, peeling, edema, pruritus, urticaria, burning, and general irritation of the skin, and cramps.
Affected organisms
  • Yeast and other fungi
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9725
Blood Brain Barrier+0.9837
Caco-2 permeable+0.6858
P-glycoprotein substrateNon-substrate0.7185
P-glycoprotein inhibitor INon-inhibitor0.6612
P-glycoprotein inhibitor IINon-inhibitor0.7884
Renal organic cation transporterNon-inhibitor0.5854
CYP450 2C9 substrateNon-substrate0.7898
CYP450 2D6 substrateNon-substrate0.9149
CYP450 3A4 substrateNon-substrate0.6262
CYP450 1A2 substrateInhibitor0.9106
CYP450 2C9 inhibitorInhibitor0.8948
CYP450 2D6 inhibitorInhibitor0.8932
CYP450 2C19 inhibitorInhibitor0.8994
CYP450 3A4 inhibitorInhibitor0.8478
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9799
Ames testNon AMES toxic0.7428
CarcinogenicityNon-carcinogens0.9018
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.7194 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9659
hERG inhibition (predictor II)Inhibitor0.6779
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Schering plough healthcare products inc
  • Bayer pharmaceuticals corp
  • Glenmark pharmaceuticals inc usa
  • Nycomed us inc
  • Taro pharmaceuticals usa inc
  • Actavis mid atlantic llc
  • Taro pharmaceuticals inc
  • Schering corp sub schering plough corp
  • Teva pharmaceuticals usa inc
  • Bayer healthcare pharmaceuticals inc
  • Teva pharmaceuticals usa
  • Paddock laboratories inc
  • Roxane laboratories inc
Packagers
Dosage forms
FormRouteStrength
Ointmenttopical10 mg/g
Creamtopical350 mg/35g
Creamtopical.01 g/g
Capsule; creamoral; topical; vaginal
Solutiontopical1 %
Creamtopical; vaginal2 %
Suppositoryvaginal200 mg
Suppository; creamtopical; vaginal
Vaginal tablet; creamtopical; vaginal
Creamtopical; vaginal
Vaginal tabletvaginal500 mg
Vaginal tabletvaginal200 mg
Creamvaginal10 %
Creamvaginal2 %
Creamvaginal1 %
Creamtopical; vaginal1 %
Creamtopical1 %
Liquidtopical1 %
Suppositoryvaginal100 mg
Creamtopical1 g/g
Creamtopical10 mg/g
Creamtopical50 mg/g
Creamvaginal1 g/100g
Liquidtopical1 mg/mL
Lozengeoral10 mg/1
Lozengeoral; topical10 mg/1
Solutiontopical1 g/mL
Solutiontopical10 mg/mL
Lotiontopical
Kit; capsule; creamoral; topical
Solutiontopical1 mg/mL
Aerosol, spraytopical1 mL/100mL
Aerosol, foamtopical1 g/100g
Solutiontopical1 g/100mL
Geltopical10 mg/g
Spraytopical4 mg/mL
Powdertopical1 g/100g
Creamtopical6 mg/mL
Ointmenttopical1 mg/100g
Geltopical1 g/100g
Creamtopical420 mg/42g
Liquidtopical10 mg/mL
Creamtopical
Creamvaginal50 mg
Liquidtopical10 mg
Creamtopical10 mg
Solutiontopical10 mg
Creamtopical; vaginal10 mg
Aerosol, foamtopical10 mg/g
Oiltopical10 mg/mL
Creamtopical10 mg/mL
Ointmenttopical1 g/100g
Kit
Creamtopical1 g/100g
Creamvaginal2 g/100g
Creamtopical10 mg/100g
Prices
Unit descriptionCostUnit
Clotrimazole 70 10 mg Troche Bottle117.04USD bottle
Clotrimazole 1% Cream 45 gm Tube49.99USD tube
Clotrimazole 1% Cream 30 gm Tube35.99USD tube
Clotrimazole 1% Solution 30ml Bottle24.99USD bottle
Clotrimazole 1% Cream 15 gm Tube17.99USD tube
Clotrimazole 1% Solution 10ml Bottle17.99USD bottle
Clotrimazole powder5.2USD g
Mycelex 10 mg troche1.85USD troche
Clotrimazole 10 mg troche1.61USD troche
Mycelex-7 100 mg vaginal tablet1.33USD tablet
Lotrimin 1% cream1.28USD g
Gyne-lotrimin insert1.03USD insert
Mycelex 1% cream0.9USD g
Clotrimazole insert0.86USD insert
Lotrimin ultra 1% cream0.68USD g
Clotrimazole 1% cream0.53USD g
Clotrimazole 3 2% cream0.5USD g
Ra clotrimazole 3 cream0.46USD g
Ra athlete's 1% foot cream0.37USD g
Desenex 1% cream0.33USD g
CVS Pharmacy clotrimazole 1% cream0.32USD g
Antifungal 1% cream0.27USD g
Sm antifungal 1% cream0.25USD g
Ra clotrimazole af cream0.24USD g
Clotrim 1% vaginal cream0.18USD g
Lotrimin af 2% spray powder0.05USD g
Lotrimin af 2% liquid spray0.04USD g
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point154-156Buechel, K.H., et al; South African Patent 69/0039; January 3, 1969; assigned to Farben- Buechel, K.H., Regel, E. and Plempel, M.; US. Patent 3,660,577; May 2,1972; and U.S. fabriken Bayer AG, Germany. Patent 3,705,172; Dec. 5,1972; both assigned to Farbenfabriken Bayer A.G. (Germany).
water solubility29.84 mg/mLNot Available
logP6.1Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00147 mg/mLALOGPS
logP5.48ALOGPS
logP5.84ChemAxon
logS-5.4ALOGPS
pKa (Strongest Basic)6.62ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.82 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity103.76 m3·mol-1ChemAxon
Polarizability36.25 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-004i-0090000000-9ac001e37a55e61bc916View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-004i-0290000000-6285150b307e50af52c7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-016u-0690000000-5814802384fae84ca3dfView in MoNA
MSMass Spectrum (Electron Ionization)splash10-004i-1490000000-442fa75d6a2d80321e36View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
Synthesis Reference

Buechel, K.H., et al; South African Patent 69/0039; January 3, 1969; assigned to Farben- Buechel, K.H., Regel, E. and Plempel, M.; US. Patent 3,660,577; May 2,1972; and U.S. fabriken Bayer AG, Germany.
Patent 3,705,172; Dec. 5,1972; both assigned to Farbenfabriken Bayer A.G. (Germany).

US3705172
General ReferencesNot Available
External Links
ATC CodesA01AB18D01AC01G01AF02
AHFS Codes
  • 84:04.08.08
PDB EntriesNot Available
FDA labelDownload (139 KB)
MSDSDownload (73.8 KB)
Interactions
Drug Interactions
Drug
AmodiaquineThe serum concentration of Amodiaquine can be increased when it is combined with Clotrimazole.
AripiprazoleThe serum concentration of Aripiprazole can be increased when it is combined with Clotrimazole.
DofetilideThe serum concentration of Dofetilide can be increased when it is combined with Clotrimazole.
FlibanserinThe serum concentration of Flibanserin can be increased when it is combined with Clotrimazole.
HydrocodoneThe serum concentration of Hydrocodone can be increased when it is combined with Clotrimazole.
LomitapideThe serum concentration of Lomitapide can be increased when it is combined with Clotrimazole.
NimodipineThe serum concentration of Nimodipine can be increased when it is combined with Clotrimazole.
PimozideThe serum concentration of Pimozide can be increased when it is combined with Clotrimazole.
SirolimusThe serum concentration of Sirolimus can be increased when it is combined with Clotrimazole.
TacrolimusThe serum concentration of Tacrolimus can be increased when it is combined with Clotrimazole.
TizanidineThe serum concentration of Tizanidine can be increased when it is combined with Clotrimazole.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Yeast
Pharmacological action
yes
Actions
antagonistinhibitor
General Function:
Sterol 14-demethylase activity
Specific Function:
Catalyzes C14-demethylation of lanosterol which is critical for ergosterol biosynthesis. It transforms lanosterol into 4,4'-dimethyl cholesta-8,14,24-triene-3-beta-ol.
Gene Name:
ERG11
Uniprot ID:
P10613
Molecular Weight:
60674.965 Da
References
  1. Warrilow AG, Martel CM, Parker JE, Melo N, Lamb DC, Nes WD, Kelly DE, Kelly SL: Azole binding properties of Candida albicans sterol 14-alpha demethylase (CaCYP51). Antimicrob Agents Chemother. 2010 Oct;54(10):4235-45. doi: 10.1128/AAC.00587-10. Epub 2010 Jul 12. [PubMed:20625155 ]
  2. Gachotte D, Pierson CA, Lees ND, Barbuch R, Koegel C, Bard M: A yeast sterol auxotroph (erg25) is rescued by addition of azole antifungals and reduced levels of heme. Proc Natl Acad Sci U S A. 1997 Oct 14;94(21):11173-8. [PubMed:9326581 ]
  3. Henry KW, Nickels JT, Edlind TD: Upregulation of ERG genes in Candida species by azoles and other sterol biosynthesis inhibitors. Antimicrob Agents Chemother. 2000 Oct;44(10):2693-700. [PubMed:10991846 ]
  4. Lorenz RT, Parks LW: Physiological effects of fenpropimorph on wild-type Saccharomyces cerevisiae and fenpropimorph-resistant mutants. Antimicrob Agents Chemother. 1991 Aug;35(8):1532-7. [PubMed:1929324 ]
  5. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
inhibitor
General Function:
Protein phosphatase binding
Specific Function:
Forms a voltage-independent potassium channel that is activated by intracellular calcium (PubMed:26148990). Activation is followed by membrane hyperpolarization which promotes calcium influx. Required for maximal calcium influx and proliferation during the reactivation of naive T-cells. The channel is blocked by clotrimazole and charybdotoxin but is insensitive to apamin (PubMed:17157250, PubMe...
Gene Name:
KCNN4
Uniprot ID:
O15554
Molecular Weight:
47695.12 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. Brugnara C, Gee B, Armsby CC, Kurth S, Sakamoto M, Rifai N, Alper SL, Platt OS: Therapy with oral clotrimazole induces inhibition of the Gardos channel and reduction of erythrocyte dehydration in patients with sickle cell disease. J Clin Invest. 1996 Mar 1;97(5):1227-34. [PubMed:8636434 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid 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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme...
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular Weight:
55824.275 Da
References
  1. Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
  2. 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitorinducer
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. Bjornsson TD, Callaghan JT, Einolf HJ, Fischer V, Gan L, Grimm S, Kao J, King SP, Miwa G, Ni L, Kumar G, McLeod J, Obach SR, Roberts S, Roe A, Shah A, Snikeris F, Sullivan JT, Tweedie D, Vega JM, Walsh J, Wrighton SA: The conduct of in vitro and in vivo drug-drug interaction studies: a PhRMA perspective. J Clin Pharmacol. 2003 May;43(5):443-69. [PubMed:12751267 ]
  2. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  3. 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitorinducer
General Function:
Steroid 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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:
CYP2B6
Uniprot ID:
P20813
Molecular Weight:
56277.81 Da
References
  1. Walsky RL, Astuccio AV, Obach RS: Evaluation of 227 drugs for in vitro inhibition of cytochrome P450 2B6. J Clin Pharmacol. 2006 Dec;46(12):1426-38. [PubMed:17101742 ]
  2. 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, nad(p)h as one donor, and incorporation of one atom of oxygen
Specific Function:
Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:
CYP11A1
Uniprot ID:
P05108
Molecular Weight:
60101.87 Da
References
  1. Mason JI, Murry BA, Olcott M, Sheets JJ: Imidazole antimycotics: inhibitors of steroid aromatase. Biochem Pharmacol. 1985 Apr 1;34(7):1087-92. [PubMed:3921030 ]
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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular Weight:
55768.94 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid 11-beta-monooxygenase activity
Specific Function:
Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:
CYP11B1
Uniprot ID:
P15538
Molecular Weight:
57572.44 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxygen binding
Specific Function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular Weight:
57882.48 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Exhibits a high coumarin 7-hydroxylase activity. Can act in the hydroxylation of the anti-cancer drugs cyclophosphamide and ifosphamide. Competent in the metabolic activation of aflatoxin B1. Constitutes the major nicotine C-oxidase. Acts as a 1,4-cineole 2-exo-monooxygenase. Possesses low phenacetin O-deethylation activity.
Gene Name:
CYP2A6
Uniprot ID:
P11509
Molecular Weight:
56501.005 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular Weight:
55930.545 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid 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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenyto...
Gene Name:
CYP2C9
Uniprot ID:
P11712
Molecular Weight:
55627.365 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:
CYP2E1
Uniprot ID:
P05181
Molecular Weight:
56848.42 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
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. 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 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Organic anion transmembrane transporter activity
Specific Function:
May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes (By similarity).
Gene Name:
ABCC3
Uniprot ID:
O15438
Molecular Weight:
169341.14 Da
References
  1. Teng S, Jekerle V, Piquette-Miller M: Induction of ABCC3 (MRP3) by pregnane X receptor activators. Drug Metab Dispos. 2003 Nov;31(11):1296-9. [PubMed:14570758 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitorinducer
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. Geick A, Eichelbaum M, Burk O: Nuclear receptor response elements mediate induction of intestinal MDR1 by rifampin. J Biol Chem. 2001 May 4;276(18):14581-7. Epub 2001 Jan 31. [PubMed:11297522 ]
  2. Schuetz EG, Beck WT, Schuetz JD: Modulators and substrates of P-glycoprotein and cytochrome P4503A coordinately up-regulate these proteins in human colon carcinoma cells. Mol Pharmacol. 1996 Feb;49(2):311-8. [PubMed:8632764 ]
  3. Ekins S, Kim RB, Leake BF, Dantzig AH, Schuetz EG, Lan LB, Yasuda K, Shepard RL, Winter MA, Schuetz JD, Wikel JH, Wrighton SA: Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein. Mol Pharmacol. 2002 May;61(5):964-73. [PubMed:11961113 ]
  4. Schwab D, Fischer H, Tabatabaei A, Poli S, Huwyler J: Comparison of in vitro P-glycoprotein screening assays: recommendations for their use in drug discovery. J Med Chem. 2003 Apr 24;46(9):1716-25. [PubMed:12699389 ]
  5. Bain LJ, LeBlanc GA: Interaction of structurally diverse pesticides with the human MDR1 gene product P-glycoprotein. Toxicol Appl Pharmacol. 1996 Nov;141(1):288-98. [PubMed:8917702 ]
  6. Yasuda K, Lan LB, Sanglard D, Furuya K, Schuetz JD, Schuetz EG: Interaction of cytochrome P450 3A inhibitors with P-glycoprotein. J Pharmacol Exp Ther. 2002 Oct;303(1):323-32. [PubMed:12235267 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inducer
General Function:
Organic anion transmembrane transporter activity
Specific Function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter.
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular Weight:
174205.64 Da
References
  1. Kauffmann HM, Pfannschmidt S, Zoller H, Benz A, Vorderstemann B, Webster JI, Schrenk D: Influence of redox-active compounds and PXR-activators on human MRP1 and MRP2 gene expression. Toxicology. 2002 Feb 28;171(2-3):137-46. [PubMed:11836020 ]
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Drug created on June 13, 2005 07:24 / Updated on April 09, 2014 12:21