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Identification
NameSumatriptan
Accession NumberDB00669  (APRD00379)
TypeSmall Molecule
GroupsApproved, Investigational
Description

A serotonin agonist that acts selectively at 5HT1 receptors. It is used in the treatment of migraine disorders. A transdermal patch version of sumatriptan is currently in phase I trials in the U.S. under the code name NP101 (NuPathe).

Structure
Thumb
Synonyms
(3-[2-(dimethylamino)Ethyl]-1H-indol-5-yl)-N-methylmethanesulfonamide
1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
3-(2-(dimethylamino)Ethyl)-N-methyl-1H-indole-5-methanesulfonamide
3-[2-(dimethylamino)Ethyl]-N-methylindole-5-methanesulfonamide
Imigran
Imitrex
NP101
Sumatran
Sumatriptan
Sumatriptán
Sumatriptan Succinate
Sumatriptanum
Sumax
triptan
External Identifiers
  • GR 43175 A
  • GR 43175 C
  • GR 43175 X
  • SN 308
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Act Sumatriptantablet100 mgoralActavis Pharma Company2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Act Sumatriptantablet50 mgoralActavis Pharma Company2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Act Sumatriptantablet25 mgoralActavis Pharma Company2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Alsumainjection, solution6 mg/.5mLsubcutaneousUs World Meds, Llc2010-10-15Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Ava-sumatriptantablet50 mgoralAvanstra Inc2011-09-192014-08-21Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ava-sumatriptantablet100 mgoralAvanstra Inc2011-09-192014-08-21Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Dom-sumatriptantablet100 mgoralDominion Pharmacal2005-09-29Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Dom-sumatriptantablet50 mgoralDominion Pharmacal2005-09-29Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Dom-sumatriptantablet25 mgoralDominion Pharmacal2005-09-29Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrextablet, film coated50 mg/1oralRebel Distributors Corp2003-12-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexinjection6 mg/.5mLsubcutaneousGlaxo Smith Kline Llc1993-02-23Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexinjection6 mg/.5mLsubcutaneousPhysicians Total Care, Inc.1995-01-26Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated100 mg/1oralGlaxo Smith Kline Llc2003-12-19Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated50 mg/1oralGlaxo Smith Kline Llc2003-12-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated25 mg/1oralGlaxo Smith Kline Llc2003-12-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexspray5 mg/1nasalGlaxo Smith Kline Llc1997-10-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated100 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-03-28Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexspray20 mg/1nasalGlaxo Smith Kline Llc1997-09-18Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated50 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-03-28Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexinjection6 mg/.5mLsubcutaneousGlaxo Smith Kline Llc1997-01-23Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexinjection6 mg/.5mLsubcutaneousGlaxo Smith Kline Llc1997-01-27Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrextablet, film coated100 mg/1oralPhysicians Total Care, Inc.2004-07-14Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrexinjection4 mg/.5mLsubcutaneousGlaxo Smith Kline Llc2006-04-06Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Imitrex - Tab 50mgtablet50 mgoralGlaxo Canada Inc1995-12-311998-07-30Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Df - Tab 100mgtablet100 mgoralGlaxosmithkline Inc1997-02-11Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Df - Tab 25mgtablet25 mgoralGlaxosmithkline Inc1999-12-232009-01-19Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Df - Tab 50mgtablet50 mgoralGlaxosmithkline Inc1998-02-11Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Inj 12mg/mlliquid12 mgsubcutaneousGlaxo Canada Inc1992-12-312000-08-02Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Injection 12mg/mlliquid12 mgsubcutaneousGlaxosmithkline Inc1999-08-30Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Nasal Sprayspray20 mgnasalGlaxosmithkline Inc1997-02-19Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Nasal Sprayspray5 mgnasalGlaxosmithkline Inc1997-02-19Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Imitrex Tab 100mgtablet100 mgoralGlaxo Canada Inc1992-12-311998-07-30Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Mylan-sumatriptantablet50 mgoralMylan Pharmaceuticals Ulc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Mylan-sumatriptantablet25 mgoralMylan Pharmaceuticals Ulc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Mylan-sumatriptantablet100 mgoralMylan Pharmaceuticals Ulc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ntp-sumatriptan DFtablet25 mgoralTeva Canada LimitedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ntp-sumatriptan DFtablet100 mgoralTeva Canada LimitedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ntp-sumatriptan DFtablet50 mgoralTeva Canada LimitedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Nu-sumatriptantablet100 mgoralNu Pharm IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Nu-sumatriptantablet50 mgoralNu Pharm IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Nu-sumatriptantablet25 mgoralNu Pharm IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PHL-sumatriptantablet50 mgoralPharmel Inc2005-09-27Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PHL-sumatriptantablet25 mgoralPharmel Inc2005-09-27Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PHL-sumatriptantablet100 mgoralPharmel Inc2005-09-27Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PMS-sumatriptantablet100 mgoralPharmascience Inc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PMS-sumatriptantablet50 mgoralPharmascience Inc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
PMS-sumatriptantablet25 mgoralPharmascience Inc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Q-sumatriptantablet25 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Q-sumatriptantablet100 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Q-sumatriptantablet50 mgoralQd Pharmaceuticals UlcNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ratio-sumatriptantablet100 mgoralRatiopharm Inc Division Of Teva Canada Limited2005-12-062010-08-02Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Ratio-sumatriptantablet50 mgoralRatiopharm Inc Division Of Teva Canada Limited2005-12-062010-08-02Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Riva-sumatriptantablet100 mgoralLaboratoire Riva Inc2005-09-152013-07-31Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Riva-sumatriptantablet50 mgoralLaboratoire Riva Inc2005-09-152013-07-31Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Riva-sumatriptantablet25 mgoralLaboratoire Riva IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sandoz Sumatriptantablet100 mgoralSandoz Canada Incorporated2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sandoz Sumatriptantablet50 mgoralSandoz Canada Incorporated2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sdz-sumatriptantablet100 mgoralSandoz Canada IncorporatedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sdz-sumatriptantablet50 mgoralSandoz Canada IncorporatedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptanspray20 mg/100uLnasalSandoz Inc2008-09-11Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet25 mgoralSanis Health Inc2010-04-052014-08-01Canada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet100 mgoralSanis Health Inc2010-04-05Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet50 mgoralSanis Health Inc2010-04-05Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptanspray20 mg/100uLnasalPhysicians Total Care, Inc.2009-07-23Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mgoralPro Doc Limitee2009-06-15Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet50 mgoralPro Doc Limitee2009-06-15Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet100 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet50 mgoralCobalt Pharmaceuticals CompanyNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptanspray5 mg/100uLnasalSandoz Inc2008-09-11Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan DFtablet100 mgoralSivem Pharmaceuticals Ulc2012-06-10Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptan DFtablet50 mgoralSivem Pharmaceuticals Ulc2012-06-10Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptan DFtablet25 mgoralSivem Pharmaceuticals UlcNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptan Injectionsolution12 mgsubcutaneousTeva Canada LimitedNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptan Injection, USPsolution6 mgsubcutaneousMylan Pharmaceuticals UlcNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptan Succinatetablet, film coated50 mg/1oralDispensing Solutions Inc.2009-03-03Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution6 mg/.5mLsubcutaneousSandoz Inc2008-09-09Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution6 mg/.5mLsubcutaneousSandoz Inc2008-09-09Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution6 mg/.5mLsubcutaneousSandoz Inc2012-01-12Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralPhysicians Total Care, Inc.2009-04-16Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution4 mg/.5mLsubcutaneousSandoz Inc2012-01-12Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated100 mg/1oralPhysicians Total Care, Inc.2009-01-20Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution4 mg/.5mLsubcutaneousSandoz Inc2012-01-12Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated100 mg/1oralStat Rx USA2008-07-01Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated100 mg/1oralDispensing Solutions Inc.2009-03-03Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumavel Doseproinjection6 mg/.5mLsubcutaneousEndo Pharmaceuticals2015-06-08Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumavel Doseproinjection6 mg/.5mLsubcutaneousZogenix, Inc.2009-07-15Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumavel Doseproinjection4 mg/.5mLsubcutaneousEndo Pharmaceuticals2015-06-08Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumavel Doseproinjection4 mg/.5mLsubcutaneousZogenix, Inc.2013-12-04Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Taro-sumatriptansolution6 mgsubcutaneousTaro Pharmaceuticals Inc2011-06-06Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Teva-sumatriptantablet100 mgoralTeva Canada Limited2005-09-30Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Teva-sumatriptan DFtablet25 mgoralTeva Canada Limited2006-10-30Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Teva-sumatriptan DFtablet100 mgoralTeva Canada Limited2006-10-30Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Teva-sumatriptan DFtablet50 mgoralTeva Canada Limited2006-10-30Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Zecuitypatch, extended release, electrically controlled6.5 mg/4htransdermalNu Pathe Inc.2015-08-25Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-sumatriptanspray20 mgnasalApotex IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Apo-sumatriptanspray5 mgnasalApotex IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Apo-sumatriptantablet25 mgoralApotex IncNot applicableNot applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Apo-sumatriptantablet100 mgoralApotex Inc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Apo-sumatriptantablet50 mgoralApotex Inc2005-08-24Not applicableCanada 5f16b84899037e23705f146ff57e3794121879cb055f0954756d94bc690476b4
Sumatriptantablet25 mg/1oralAurobindo Pharma Limited2009-08-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptaninjection6 mg/.5mLsubcutaneousWest Ward Pharmaceuticals Corp2013-09-16Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralUnit Dose Services2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralActavis Pharma, Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralRanbaxy Pharmaceuticals Inc.2009-02-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralREMEDYREPACK INC.2012-03-05Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralActavis Pharma, Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralPhysicians Total Care, Inc.2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralRanbaxy Pharmaceuticals Inc.2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralGreenstone LLC2009-08-172015-12-31Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralActavis Pharma, Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralDIRECT RX2015-01-01Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet, film coated100 mg/1oralNorthstar Rx LLC2011-01-03Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralRanbaxy Pharmaceuticals Inc.2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralGreenstone LLC2009-08-172015-11-30Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralREMEDYREPACK INC.2014-08-01Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet, film coated50 mg/1oralNorthstar Rx LLC2011-01-03Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralProficient Rx LP2009-02-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptaninjection6 mg/.5mLsubcutaneousAGILA SPECIALTIES PRIVATE LIMITED2014-04-15Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet, film coated25 mg/1oralNorthstar Rx LLC2011-01-03Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralProficient Rx LP2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet25 mg/1oralPreferred Pharmaceuticals, Inc.2012-06-04Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet100 mg/1oralAurobindo Pharma Limited2009-08-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralPreferred Pharmaceuticals, Inc.2013-10-24Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptaninjection, solution6 mg/.5mLsubcutaneousSagent Pharmaceuticals2011-01-01Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptaninjection, solution6 mg/.5mLsubcutaneousAuro Medics Pharma Llc2013-04-23Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralAurobindo Pharma Limited2009-08-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralPreferred Pharmaceuticals, Inc.2015-03-26Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptantablet50 mg/1oralUnit Dose Services2009-08-13Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousDr. Reddy's Laboratories Limited2014-02-24Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralProficient Rx LP2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralLake Erie Medical DBA Quality Care Products LLC2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralPreferred Pharmaceuticals, Inc2011-06-08Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralSun Pharmaceutical Industries Limited2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralDr. Reddy's Laboratories Limited2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralRebel Distributors Corp2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, coated25 mg/1oralAmerican Health Packaging2013-07-052016-01-05Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated25 mg/1oralSun Pharmaceutical Industries Limited2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralPreferred Pharmaceuticals, Inc2011-06-08Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralRebel Distributors Corp2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousSun Pharma Global FZE2011-06-22Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralDispensing Solutions, Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralH.J. Harkins Company, Inc.2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralMedsource Pharmaceuticals2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection, solution6 mg/.5mLsubcutaneousTeva Parenteral Medicines, Inc.2009-02-06Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralLake Erie Medical DBA Quality Care Products LLC2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated25 mg/1oralCarilion Materials Management2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, coated25 mg/1oralRebel Distributors Corp2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated100 mg/1oralMylan Pharmaceuticals Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated25 mg/1oralLake Erie Medical DBA Quality Care Products LLC2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralMed Vantx, Inc.2010-09-22Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralREMEDYREPACK INC.2013-12-05Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousJHP Pharmaceuticals LLC2009-08-06Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated50 mg/1oralMylan Pharmaceuticals Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousWockhardt Limited2009-02-06Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralProficient Rx LP2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralUnit Dose Services2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralSTAT Rx USA LLC2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, coated100 mg/1oralAmerican Health Packaging2013-07-052016-01-05Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralDr. Reddy's Laboratories Limited2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousWockhardt USA LLC.2009-02-06Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet25 mg/1oralProficient Rx LP2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralLake Erie Medical DBA Quality Care Products LLC2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated25 mg/1oralMylan Pharmaceuticals Inc.2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralSTAT Rx USA LLC2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, film coated100 mg/1oralSun Pharmaceutical Industries Limited2009-08-10Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet, coated50 mg/1oralAmerican Health Packaging2013-07-052016-01-05Us 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet50 mg/1oralDr. Reddy's Laboratories Limited2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinatetablet100 mg/1oralRebel Distributors Corp2009-11-17Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Sumatriptan Succinateinjection6 mg/.5mLsubcutaneousFresenius Kabi USA, LLC2011-04-12Not applicableUs 0a2ef1ad1c84951dc1392a8bbe1f3cb241c91ed59e44ad8268635315440d978c
Over the Counter ProductsNot Available
International Brands
NameCompany
AdraconInti
AltaxaAlapis Pharma
ApigraneAdvanced Pharmaceutical
Boots Pharmacy Migraine ReliefBoots
CinieZentiva
FrimigOrion
IllumentPliva
ImigenMylan
ImigranGlaxoSmithKline
Imigran miteGlaxoSmithKline
Imigran RadisGlaxoSmithKline
ImigraneGlaxoSmithKline
Imitrex OralGlaxoSmithKline
MigralginGMP
MigraneitorDriburg
NazdavDr. Reddy's
SapphirexHemofarm
SumatranRowex
SumaxLibbs
SuminatSun
YoushuSimcere
Brand mixtures
NameLabellerIngredients
TreximetGlaxo Smith Kline Llc
Salts
Name/CASStructureProperties
Sumatriptan Succinate
ThumbNot applicableDBSALT001003
Categories
UNII8R78F6L9VO
CAS number103628-46-2
WeightAverage: 295.4
Monoisotopic: 295.135447621
Chemical FormulaC14H21N3O2S
InChI KeyInChIKey=KQKPFRSPSRPDEB-UHFFFAOYSA-N
InChI
InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3
IUPAC Name
1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide
SMILES
CNS(=O)(=O)CC1=CC2=C(NC=C2CCN(C)C)C=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring subsituted at the 3-position by an ethanamine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassTryptamines and derivatives
Direct ParentTryptamines and derivatives
Alternative Parents
Substituents
  • Tryptamine
  • Indole
  • Aralkylamine
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • Sulfonyl
  • Sulfonic acid derivative
  • Sulfonamide
  • Pyrrole
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationFor the treatment of migraine attacks with or without aura.
PharmacodynamicsSumatriptan, an antimigraine drug, is a selective agonist of vascular serotonin ((5-hydroxytryptamine; 5-HT) type 1-like receptors, likely the 5-HT1D and 5-HT1B subtypes. It has no significant affinity (as measured using standard radioligand binding assays) or pharmacological activity at 5-HT2, 5-HT3 receptor subtypes or at alpha1-, alpha2-, or beta-adrenergic; dopamine1; dopamine2; muscarinic; or benzodiazepine receptors.
Mechanism of actionThe 5-HT1B and 5-HT1D receptors function as autoreceptors, which inhibit the firing of serotonin neurons and a reduction in the synthesis and release of serotonin upon activation. After sumatriptan binds to these receptors, adenylate cyclase activity is inhibited via regulatory G proteins, incrases intracellular calcium, and affects other intracellular events. This results in vasoconstriction and inhibtion of sensory nociceptive (trigeminal) nerve firing and vasoactive neuropeptide release.
AbsorptionApproximately 15%
Volume of distribution
  • 2.7 L/kg [subcutaneous dosing]
Protein binding14%-21%
Metabolism

Hepatic. In vitro studies with human microsomes suggest that sumatriptan is metabolized by monoamine oxidase (MAO), predominantly the A isoenzyme.

Route of eliminationOnly 3% of the dose is excreted in the urine as unchanged sumatriptan; 42% of the dose is excreted as the major metabolite, the indole acetic acid analogue of sumatriptan.
Half life2.5 hours
Clearance
  • 1200 mL/min [Following a 6-mg SC injection]
ToxicitySymptoms of overdose include convulsions, tremor, paralysis, inactivity, ptosis, erythema of the extremities, abnormal respiration, cyanosis, ataxia, mydriasis, salivation, and lacrimation.
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated Effects
Interacting Gene/EnzymeSNP RS IDAllele nameDefining changeEffectReference(s)
Guanine nucleotide-binding protein G(I)/G(S)/G(T) subunit beta-3
Gene symbol: GNB3
UniProt: P16520
rs5443 Not AvailableT AlleleBetter response to drug treatment17361120
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9626
Caco-2 permeable-0.8957
P-glycoprotein substrateSubstrate0.5914
P-glycoprotein inhibitor INon-inhibitor0.8782
P-glycoprotein inhibitor IINon-inhibitor0.9081
Renal organic cation transporterNon-inhibitor0.7344
CYP450 2C9 substrateNon-substrate0.8014
CYP450 2D6 substrateNon-substrate0.5913
CYP450 3A4 substrateSubstrate0.6029
CYP450 1A2 substrateNon-inhibitor0.5603
CYP450 2C9 inhibitorNon-inhibitor0.7898
CYP450 2D6 inhibitorNon-inhibitor0.7422
CYP450 2C19 inhibitorNon-inhibitor0.7428
CYP450 3A4 inhibitorNon-inhibitor0.8309
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6974
Ames testNon AMES toxic0.649
CarcinogenicityNon-carcinogens0.8134
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5404 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5668
hERG inhibition (predictor II)Non-inhibitor0.7046
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Glaxosmithkline
  • King pharmaceuticals inc
  • App pharmaceuticals llc
  • Bedford laboratories div ben venue laboratories inc
  • Bedford laboratories
  • Jhp pharmaceuticals llc
  • Par pharmaceutical inc
  • Sagent strides llc
  • Sandoz canada inc
  • Teva parenteral medicines inc
  • Wockhardt ltd
  • Zogenix inc
  • Aurobindo pharma ltd
  • Dr reddys laboratories inc
  • Mylan pharmaceuticals inc
  • Orchid healthcare
  • Ranbaxy laboratories ltd
  • Roxane laboratories inc
  • Sandoz inc
  • Sun pharmaceutical industries ltd
  • Teva pharmaceuticals usa inc
  • Watson laboratories inc
Packagers
Dosage forms
FormRouteStrength
Injectionsubcutaneous4 mg/.5mL
Spraynasal20 mg/1
Spraynasal5 mg/1
Tablet, film coatedoral100 mg/1
Tablet, film coatedoral25 mg/1
Tablet, film coatedoral50 mg/1
Tabletoral100 mg
Tabletoral50 mg
Liquidsubcutaneous12 mg
Spraynasal20 mg
Spraynasal5 mg
Tabletoral25 mg
Injectionsubcutaneous6 mg/.5mL
Spraynasal20 mg/100uL
Spraynasal5 mg/100uL
Tabletoral100 mg/1
Tabletoral25 mg/1
Tabletoral50 mg/1
Solutionsubcutaneous12 mg
Injection, solutionsubcutaneous4 mg/.5mL
Injection, solutionsubcutaneous6 mg/.5mL
Tablet, coatedoral100 mg/1
Tablet, coatedoral25 mg/1
Tablet, coatedoral50 mg/1
Solutionsubcutaneous6 mg
Tablet, film coatedoral
Patch, extended release, electrically controlledtransdermal6.5 mg/4h
Prices
Unit descriptionCostUnit
Imitrex 4 mg/0.5 ml syringe kit229.02USD kit
Imitrex 6 mg/0.5 ml syringe kit229.02USD kit
Imitrex STATdose Refill 1 Ea = 2 unit Refill Box217.16USD box
Imitrex 4 mg/0.5 ml kit refill216.92USD kit
Imitrex 6 mg/0.5 ml kit refill216.92USD kit
SUMAtriptan Succinate Refill 6 mg/0.5ml Kit Box191.84USD box
Sumatriptan 6 mg/0.5 ml refill184.46USD each
Sumatriptan 4 mg/0.5 ml refill184.44USD each
Imitrex 6 mg/0.5 ml vial106.84USD vial
Imitrex 6 mg/0.5ml Solution 0.5ml Vial98.93USD vial
Imitrex 5 mg/act Solution Nasal Inhaler55.49USD inhaler
Imitrex 20 mg nasal spray45.73USD each
Imitrex 5 mg nasal spray45.73USD each
Imitrex 20 mg/act Solution Nasal Inhaler43.44USD inhaler
Sumatriptan 20 mg nasal spray38.89USD each
Sumatriptan 5 mg nasal spray38.89USD each
Imitrex 25 mg tablet32.45USD tablet
Imitrex 100 mg tablet30.16USD tablet
Imitrex 50 mg tablet30.16USD tablet
Sumatriptan Succinate 25 mg tablet28.14USD tablet
Sumatriptan succ 25 mg tablet27.06USD tablet
Sumatriptan Succinate 100 mg tablet26.15USD tablet
Sumatriptan Succinate 50 mg tablet26.15USD tablet
Sumatriptan succ 100 mg tablet25.14USD tablet
Sumatriptan succ 50 mg tablet25.14USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
CountryPatent NumberApprovedExpires (estimated)
Canada20983022001-10-162011-12-10
Canada24690192005-09-132022-12-04
United States57055201994-12-102011-12-10
United States61359791997-03-212017-03-21
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point169-171 °CNot Available
water solubility21.4 mg/mlNot Available
logP0.93ADLARD,M ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.127 mg/mLALOGPS
logP1.17ALOGPS
logP0.74ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)11.24ChemAxon
pKa (Strongest Basic)9.54ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area65.2 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity82.08 m3·mol-1ChemAxon
Polarizability32.31 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
MSMass Spectrum (Electron Ionization)splash10-zg30000000-93cc7dc7e521f98aa292View in MoNA
References
Synthesis Reference

Rajeev Mathur, T. Kumar, Sunilendu Roy, Rajiv Malik, “Taste masked sumatriptan tablets and processes for their preparation.” U.S. Patent US20060233875, issued October 19, 2006.

US20060233875
General References
  1. Nikai T, Basbaum AI, Ahn AH: Profound reduction of somatic and visceral pain in mice by intrathecal administration of the anti-migraine drug, sumatriptan. Pain. 2008 Oct 31;139(3):533-40. Epub 2008 Aug 23. Pubmed
External Links
ATC CodesN02CC01
AHFS Codes
  • 28:32.28
PDB EntriesNot Available
FDA labelDownload (142 KB)
MSDSDownload (49.9 KB)
Interactions
Drug Interactions
Drug
AcepromazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Acepromazine.
AcetophenazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Acetophenazine.
AmisulprideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Amisulpride.
AripiprazoleThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Aripiprazole.
BenzquinamideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Benzquinamide.
CabergolineCabergoline may increase the vasoconstricting activities of Sumatriptan.
CarphenazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Carphenazine.
ChlormezanoneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Chlormezanone.
ChlorpromazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Chlorpromazine.
ChlorprothixeneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Chlorprothixene.
ClozapineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Clozapine.
DapoxetineThe risk or severity of adverse effects can be increased when Dapoxetine is combined with Sumatriptan.
DroperidolThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Droperidol.
DroxidopaSumatriptan may increase the hypertensive activities of Droxidopa.
FencamfamineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Fencamfamine.
FlupentixolThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Flupentixol.
FluphenazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Fluphenazine.
FluspirileneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Fluspirilene.
FluvoxamineThe risk or severity of adverse effects can be increased when Fluvoxamine is combined with Sumatriptan.
GranisetronGranisetron may increase the serotonergic activities of Sumatriptan.
HaloperidolThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Haloperidol.
LoxapineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Loxapine.
MesoridazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Mesoridazine.
MethotrimeprazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Methotrimeprazine.
MetoclopramideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Metoclopramide.
MolindoneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Molindone.
OlanzapineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Olanzapine.
OndansetronThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Ondansetron.
PaliperidoneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Paliperidone.
PerphenazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Perphenazine.
PhenelzineThe metabolism of Sumatriptan can be decreased when combined with Phenelzine.
PimozideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Pimozide.
PiperacetazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Piperacetazine.
ProchlorperazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Prochlorperazine.
PromazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Promazine.
QuetiapineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Quetiapine.
RemoxiprideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Remoxipride.
ReserpineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Reserpine.
RisperidoneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Risperidone.
SertindoleThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Sertindole.
SulpirideThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Sulpiride.
ThioridazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Thioridazine.
ThiothixeneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Thiothixene.
TramadolThe risk or severity of adverse effects can be increased when Tramadol is combined with Sumatriptan.
TranylcypromineThe metabolism of Sumatriptan can be decreased when combined with Tranylcypromine.
TrifluoperazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Trifluoperazine.
TriflupromazineThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Triflupromazine.
ZiprasidoneThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Ziprasidone.
ZuclopenthixolThe risk or severity of adverse effects can be increased when Sumatriptan is combined with Zuclopenthixol.
Food InteractionsNot Available

Targets

1. 5-hydroxytryptamine receptor 1D

Kind: Protein

Organism: Human

Pharmacological action: yes

Actions: agonist

Components

Name UniProt ID Details
5-hydroxytryptamine receptor 1D P28221 Details

References:

  1. Koran LM, Pallanti S, Quercioli L: Sumatriptan, 5-HT receptors and obsessive-compulsive disorder. Eur Neuropsychopharmacol. 2001 Apr;11(2):169-72. Pubmed
  2. Baxter LR Jr: Brain mediation of Anolis social dominance displays. III. Differential forebrain 3H-sumatriptan binding in dominant vs. submissive males. Brain Behav Evol. 2001 Apr;57(4):202-13. Pubmed
  3. Razzaque Z, Pickard JD, Ma QP, Shaw D, Morrison K, Wang T, Longmore J: 5-HT1B-receptors and vascular reactivity in human isolated blood vessels: assessment of the potential craniovascular selectivity of sumatriptan. Br J Clin Pharmacol. 2002 Mar;53(3):266-74. Pubmed
  4. Akin D, Gurdal H: Involvement of 5-HT1B and 5-HT1D receptors in sumatriptan mediated vasocontractile response in rabbit common carotid artery. Br J Pharmacol. 2002 May;136(2):177-82. Pubmed
  5. Zohar J, Kennedy JL, Hollander E, Koran LM: Serotonin-1D hypothesis of obsessive-compulsive disorder: an update. J Clin Psychiatry. 2004;65 Suppl 14:18-21. Pubmed
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
  7. Mitsikostas DD, Sanchez del Rio M, Moskowitz MA, Waeber C: Both 5-HT1B and 5-HT1F receptors modulate c-fos expression within rat trigeminal nucleus caudalis. Eur J Pharmacol. 1999 Mar 26;369(3):271-7. Pubmed
  8. Cohen ML, Schenck KW, Hemrick-Luecke SH: 5-Hydroxytryptamine(1A) receptor activation enhances norepinephrine release from nerves in the rabbit saphenous vein. J Pharmacol Exp Ther. 1999 Sep;290(3):1195-201. Pubmed
  9. Roy A, Brand NJ, Yacoub MH: Expression of 5-hydroxytryptamine receptor subtype messenger RNA in interstitial cells from human heart valves. J Heart Valve Dis. 2000 Mar;9(2):256-60; discussion 260-1. Pubmed
  10. Nikai T, Basbaum AI, Ahn AH: Profound reduction of somatic and visceral pain in mice by intrathecal administration of the anti-migraine drug, sumatriptan. Pain. 2008 Oct 31;139(3):533-40. Epub 2008 Aug 23. Pubmed
  11. Mitsikostas DD, Sanchez del Rio M, Waeber C: 5-Hydroxytryptamine(1B/1D) and 5-hydroxytryptamine1F receptors inhibit capsaicin-induced c-fos immunoreactivity within mouse trigeminal nucleus caudalis. Cephalalgia. 2002 Jun;22(5):384-94. Pubmed

2. 5-hydroxytryptamine receptor 1B

Kind: Protein

Organism: Human

Pharmacological action: yes

Actions: agonist

Components

Name UniProt ID Details
5-hydroxytryptamine receptor 1B P28222 Details

References:

  1. Dupuis DS, Perez M, Halazy S, Colpaert FC, Pauwels PJ: Magnitude of 5-HT1B and 5-HT1A receptor activation in guinea-pig and rat brain: evidence from sumatriptan dimer-mediated [35S]GTPgammaS binding responses. Brain Res Mol Brain Res. 1999 Apr 6;67(1):107-23. Pubmed
  2. Mitsikostas DD, Sanchez del Rio M, Moskowitz MA, Waeber C: Both 5-HT1B and 5-HT1F receptors modulate c-fos expression within rat trigeminal nucleus caudalis. Eur J Pharmacol. 1999 Mar 26;369(3):271-7. Pubmed
  3. Cohen ML, Schenck KW, Hemrick-Luecke SH: 5-Hydroxytryptamine(1A) receptor activation enhances norepinephrine release from nerves in the rabbit saphenous vein. J Pharmacol Exp Ther. 1999 Sep;290(3):1195-201. Pubmed
  4. Cohen Z, Bouchelet I, Olivier A, Villemure JG, Ball R, Stanimirovic DB, Hamel E: Multiple microvascular and astroglial 5-hydroxytryptamine receptor subtypes in human brain: molecular and pharmacologic characterization. J Cereb Blood Flow Metab. 1999 Aug;19(8):908-17. Pubmed
  5. Granas C, Larhammar D: Identification of an amino acid residue important for binding of methiothepin and sumatriptan to the human 5-HT receptor. Eur J Pharmacol. 1999 Sep 10;380(2-3):171-81. Pubmed
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
  7. Razzaque Z, Pickard JD, Ma QP, Shaw D, Morrison K, Wang T, Longmore J: 5-HT1B-receptors and vascular reactivity in human isolated blood vessels: assessment of the potential craniovascular selectivity of sumatriptan. Br J Clin Pharmacol. 2002 Mar;53(3):266-74. Pubmed
  8. Akin D, Gurdal H: Involvement of 5-HT1B and 5-HT1D receptors in sumatriptan mediated vasocontractile response in rabbit common carotid artery. Br J Pharmacol. 2002 May;136(2):177-82. Pubmed
  9. Roy A, Brand NJ, Yacoub MH: Expression of 5-hydroxytryptamine receptor subtype messenger RNA in interstitial cells from human heart valves. J Heart Valve Dis. 2000 Mar;9(2):256-60; discussion 260-1. Pubmed
  10. Nikai T, Basbaum AI, Ahn AH: Profound reduction of somatic and visceral pain in mice by intrathecal administration of the anti-migraine drug, sumatriptan. Pain. 2008 Oct 31;139(3):533-40. Epub 2008 Aug 23. Pubmed
  11. Mitsikostas DD, Sanchez del Rio M, Waeber C: 5-Hydroxytryptamine(1B/1D) and 5-hydroxytryptamine1F receptors inhibit capsaicin-induced c-fos immunoreactivity within mouse trigeminal nucleus caudalis. Cephalalgia. 2002 Jun;22(5):384-94. Pubmed

3. 5-hydroxytryptamine receptor 1F

Kind: Protein

Organism: Human

Pharmacological action: yes

Actions: agonist

Components

Name UniProt ID Details
5-hydroxytryptamine receptor 1F P30939 Details

References:

  1. Razzaque Z, Heald MA, Pickard JD, Maskell L, Beer MS, Hill RG, Longmore J: Vasoconstriction in human isolated middle meningeal arteries: determining the contribution of 5-HT1B- and 5-HT1F-receptor activation. Br J Clin Pharmacol. 1999 Jan;47(1):75-82. Pubmed
  2. Pauwels PJ, John GW: Present and future of 5-HT receptor agonists as antimigraine drugs. Clin Neuropharmacol. 1999 May-Jun;22(3):123-36. Pubmed
  3. Cohen ML, Schenck K: Contractile responses to sumatriptan and ergotamine in the rabbit saphenous vein: effect of selective 5-HT receptor agonists and PGF. Br J Pharmacol. 2000 Oct;131(3):562-8. Pubmed
  4. Janssen P, Tack J, Sifrim D, Meulemans AL, Lefebvre RA: Influence of 5-HT1 receptor agonists on feline stomach relaxation. Eur J Pharmacol. 2004 May 25;492(2-3):259-67. Pubmed
  5. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed
  6. Mitsikostas DD, Sanchez del Rio M, Moskowitz MA, Waeber C: Both 5-HT1B and 5-HT1F receptors modulate c-fos expression within rat trigeminal nucleus caudalis. Eur J Pharmacol. 1999 Mar 26;369(3):271-7. Pubmed
  7. Nikai T, Basbaum AI, Ahn AH: Profound reduction of somatic and visceral pain in mice by intrathecal administration of the anti-migraine drug, sumatriptan. Pain. 2008 Oct 31;139(3):533-40. Epub 2008 Aug 23. Pubmed
  8. Mitsikostas DD, Sanchez del Rio M, Waeber C: 5-Hydroxytryptamine(1B/1D) and 5-hydroxytryptamine1F receptors inhibit capsaicin-induced c-fos immunoreactivity within mouse trigeminal nucleus caudalis. Cephalalgia. 2002 Jun;22(5):384-94. Pubmed

4. 5-hydroxytryptamine receptor 1A

Kind: Protein

Organism: Human

Pharmacological action: yes

Actions: agonist

Components

Name UniProt ID Details
5-hydroxytryptamine receptor 1A P08908 Details

References:

  1. Johnson DE, Rollema H, Schmidt AW, McHarg AD: Serotonergic effects and extracellular brain levels of eletriptan, zolmitriptan and sumatriptan in rat brain. Eur J Pharmacol. 2001 Aug 17;425(3):203-10. Pubmed

Enzymes

1. Amine oxidase [flavin-containing] A

Kind: Protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Amine oxidase [flavin-containing] A P21397 Details

References:

  1. Fox AW: Subcutaneous sumatriptan pharmacokinetics: delimiting the monoamine oxidase inhibitor effect. Headache. 2010 Feb;50(2):249-55. Epub 2009 Nov 17. Pubmed
  2. Fuseau E, Petricoul O, Moore KH, Barrow A, Ibbotson T: Clinical pharmacokinetics of intranasal sumatriptan. Clin Pharmacokinet. 2002;41(11):801-11. Pubmed

Transporters

1. Solute carrier organic anion transporter family member 1A2

Kind: Protein

Organism: Human

Pharmacological action: unknown

Actions: inducer

Components

Name UniProt ID Details
Solute carrier organic anion transporter family member 1A2 P46721 Details

References:

  1. Lu R, Kanai N, Bao Y, Wolkoff AW, Schuster VL: Regulation of renal oatp mRNA expression by testosterone. Am J Physiol. 1996 Feb;270(2 Pt 2):F332-7. Pubmed

2. Multidrug resistance protein 1

Kind: Protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Multidrug resistance protein 1 P08183 Details

References:

  1. Mahar Doan KM, Humphreys JE, Webster LO, Wring SA, Shampine LJ, Serabjit-Singh CJ, Adkison KK, Polli JW: Passive permeability and P-glycoprotein-mediated efflux differentiate central nervous system (CNS) and non-CNS marketed drugs. J Pharmacol Exp Ther. 2002 Dec;303(3):1029-37. Pubmed

3. ATP-binding cassette sub-family G member 2

Kind: Protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
ATP-binding cassette sub-family G member 2 Q9UNQ0 Details

References:

  1. Janvilisri T, Venter H, Shahi S, Reuter G, Balakrishnan L, van Veen HW: Sterol transport by the human breast cancer resistance protein (ABCG2) expressed in Lactococcus lactis. J Biol Chem. 2003 Jun 6;278(23):20645-51. Epub 2003 Mar 28. Pubmed

4. Solute carrier organic anion transporter family member 1B1

Kind: Protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Solute carrier organic anion transporter family member 1B1 Q9Y6L6 Details

References:

  1. Suzuki H, Sugiyama Y: Transport of drugs across the hepatic sinusoidal membrane: sinusoidal drug influx and efflux in the liver. Semin Liver Dis. 2000;20(3):251-63. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:11