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sulfamethoxazole

Trade name: gantanol

Small moleculeapproved

Approved

Jul 1, 1965

Sulfamethoxazole is a synthetic antibacterial drug,which is used in combination with trimethoprim (Bactrim, Septra) for the treatment or prevention of infections that are proven or strongly suspected to be caused by bacteria. Sulfamethoxazole acts by inhibiting folic acid synthesis via enzyme called dihydropteroate synthase. — NCATS

Clinical trial activity

141 trials · 218 clinical orgs · 48 marketing orgs

Phase 1
13
Phase 2
69
Phase 3
48
Phase 4
31

Earliest trial started Jun 1, 1993 (NCT00002524)

Timeline

1960s

  1. Jun 1, 1961

    Roche — First NDA Organization

  2. Jun 1, 1961

    Roche — NDA Organization

  3. Jul 1, 1965

    Earliest FDA Approval

  4. Jul 1, 1965

    Roche — Marketing Organization

1970s

  1. Jul 30, 1973

    Monarch Pharmaceuticals — Marketing Organization

  2. Jul 30, 1973

    Sun Pharmaceuticals — NDA Secondary Org

  3. Jul 30, 1973

    Monarch Pharmaceuticals — NDA Secondary Org

  4. Mar 23, 1978

    Rising Pharmaceuticals — Marketing Organization

1980s

  1. May 19, 1981

    Teva — Marketing Organization

  2. May 19, 1981

    Teva — NDA Secondary Org

  3. Jun 23, 1981

    Sun Pharmaceuticals — Marketing Organization

  4. May 19, 1982

    Fosun — Marketing Organization

  5. May 19, 1982

    Fosun — NDA Secondary Org

  6. Jan 7, 1983

    Pharmaceutical Associates — Marketing Organization

  7. Jan 7, 1983

    Pharmaceutical Associates — NDA Secondary Org

  8. May 9, 1983

    Watson Pharmaceuticals — Marketing Organization

  9. May 9, 1983

    Watson Pharmaceuticals — NDA Secondary Org

  10. Jul 25, 1983

    Barr Laboratories — Marketing Organization

  11. Nov 14, 1984

    Mutual Pharmaceutical — Marketing Organization

  12. Feb 15, 1985

    Novel Anti-Infective Technologies, LLC — Marketing Organization

  13. Jun 24, 1985

    Superpharm — Marketing Organization

  14. Sep 10, 1985

    Pliva — Marketing Organization

  15. Sep 19, 1985

    Heritage Pharma — Marketing Organization

  16. Oct 29, 1985

    Ani Pharmaceuticals — Marketing Organization

  17. Nov 13, 1986

    AiPing Pharm Inc — Marketing Organization

  18. Apr 30, 1987

    West-Ward Pharmaceutical — Marketing Organization

  19. Apr 30, 1987

    Hikma — Marketing Organization

  20. May 23, 1988

    Naska Pharmacal — Marketing Organization

1990s

  1. Aug 30, 1991

    Roxane Laboratories — Marketing Organization

  2. Aug 30, 1991

    Boehringer Ingelheim — Marketing Organization

  3. Sep 11, 1992

    Hospira — Marketing Organization

  4. Jan 1, 1993

    Earliest Phase 2 Sponsor(trial)

  5. Jan 1, 1997

    Earliest Phase 3 Sponsor(trial)

  6. Dec 29, 1997

    Hi Tech Pharmaceuticals — Marketing Organization

  7. Dec 29, 1997

    Akorn, Inc. — Marketing Organization

  8. Jan 1, 1999

    Earliest Phase 1 Sponsor(trial)

2000s

  1. Jun 26, 2001

    Able Laboratories — Marketing Organization

  2. Jun 26, 2001

    Able Laboratories — NDA Secondary Org

  3. Jan 27, 2005

    Amneal Pharmaceuticals — Marketing Organization

  4. Oct 7, 2005

    VistaPharm, Inc. — Marketing Organization

  5. Nov 13, 2006

    Prasco LLC — Marketing Organization

  6. Jan 24, 2007

    Lannett Company, Inc. — Marketing Organization

  7. Jan 25, 2007

    Chartwell Pharmaceuticals — Marketing Organization

2010s

  1. Feb 16, 2010

    Aurobindo Pharma — Marketing Organization

  2. Dec 22, 2010

    Glenmark Pharmaceuticals — Marketing Organization

  3. Aug 30, 2017

    Mylan — Marketing Organization

  4. Aug 30, 2017

    PHARMOBEDIENT — Marketing Organization

  5. Jun 26, 2019

    Somerset Pharmaceuticals — Marketing Organization

  6. Jun 26, 2019

    ANDA Repository — Marketing Organization

2020s

  1. Jan 5, 2021

    Lupin — Marketing Organization

  2. Feb 8, 2022

    Novitium Pharma — Marketing Organization

Indications

Approved for

Studied for

Mechanism of action

Combination products

  • azo gantanol

    with phenazopyridine

  • septra

    with trimethoprim

    Also known as bactrim, bactrim ds, bactrim pediatric, cotrim, cotrim d.s, septra ds, septra grape, sulfamethoprim, sulfamethoprim-ds, sulfamethoxazole and trimethoprim double strength, sulfamethoxazole and trimethoprim single strength, sulfatrim, sulfatrim-ds, sulfatrim pediatric, sulfatrim-ss, trimeth/sulfa

Approval history

  • approvedJul 1, 1965

Chemistry & pharmacology

Loading structure…

SMILES

CC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NO1
Mol. weight
253.278 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Achiral Molecule
Inorganic
No
Polymer
No
Delivery
Oral, Parenteral
Availability
Prescription Only

Oral

Yes

Parenteral

Yes

Topical

No

Sources

Also known as

  • 3-(p-aminophenylsulfonamido)-5-methylisoxazole
  • 3-(p-aminophenylsulfonamido)-5-methylisoxazole
  • 3-sulfanilamido-5-methylisoxazole
  • 3-sulfanilamido-5-methylisoxazole
  • 4-amino-n-(5-methyl-3-isoxazolyl)benzenesulfonamide
  • 4-amino-n-(5-methyl-3-isoxazolyl)benzenesulfonamide
  • acetylsulfamethoxazole
  • acetylsulfamethoxazole
  • cotrimaxazole
  • cotrimoxazole
  • cotrimoxazole
  • co-trimoxazole
  • co-trimoxazole
  • gantanol
  • gantanol
  • gantanol-ds
  • gantanol-ds
  • gantanole
  • gantanol (tn)
  • gantanol (tn)
  • ro-42130
  • ro-42130
  • sinomin
  • sinomin
  • smx
  • smx
  • sulfamethalazole
  • sulfamethoxazol
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole
  • sulfamethoxazole sodium
  • sulfamethoxazole sodium
  • sulfisomezole
  • sulphamethoxazole
  • sulphamethoxazole
  • sulphamethoxazole
  • suphamethoxazole
  • urobak
  • urobak

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT06841705Phase 2Jul 15, 2025Harvard University, Takeda
NCT07202078Phase 2/Phase 3 (Phase 3)May 7, 2025Monash University
NCT07202052Phase 2/Phase 3 (Phase 3)May 6, 2025Monash University
NCT06499233Phase 4Jul 20, 2024Huazhong University of Science and Technology
NCT06336824Phase 3Jun 28, 2024Clinical Research Centre, Malaysia, Government of Malaysia
NCT05835479Phase 2Oct 31, 2023Mundipharma
NCT05696093Phase 3Oct 19, 2023Assistance Publique - Hôpitaux de Paris
NCT05925309N/AJul 1, 2023Fudan University
NCT05823467N/AJun 26, 2023University of Alberta
NCT05678621Phase 2/Phase 3 (Phase 3)Jan 31, 2023Monash University
NCT05224401Phase 3Jan 10, 2023Lund University
NCT05575427Phase 4Nov 24, 2022Mahidol University
NCT05488340Phase 2/Phase 3 (Phase 3)Jul 13, 2022Locus Biosciences, Parexel
NCT05398679Phase 4Jun 1, 2022University of Barcelona
NCT05302531Phase 1Apr 4, 2022Fresenius, Société Francophone Nutrition Clinique et Métabolisme, University of Lorraine
NCT05199324Phase 3Apr 1, 2022Changi General Hospital, Melbourne Health, Nanyang Technological University, National University of Singapore, Ng Teng Fong General Hospital, Rush University, Sengkang General Hospital, Singapore Clinical Research Institute, Singapore General Hospital, Sungkyunkwan University, University of London, University of Malaya, University of Queensland
NCT05274672Phase 4Mar 1, 2022Baylor Scott and White, Baylor University, Yeshiva University
NCT04985110Phase 2Jul 6, 2021Fatmawati General Hospital, Jakarta - Indonesia, Persahabatan General Hospital, University of Indonesia
NCT04851015Phase 3Jun 30, 2021McGill University
NCT04884490Phase 2/Phase 3 (Phase 3)May 15, 2021Bangladesh Medical University
Showing 20 of 141 trials
Page 1 / 8

Organizations

Research & Development (218)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
National Institute of Allergy and Infectious Diseases (NIAID)Government221851999
University of California, San FranciscoAcademic/Hospital7542004
Glaxo WellcomeFor profit5031999
Harvard UniversityAcademic/Hospital5442007
National Cancer Institute (NCI)Government5121993
National Institutes of Health (NIH)Government5041999
Baylor UniversityAcademic/Hospital4222007
Monash UniversityAcademic/Hospital4312020
University of WashingtonAcademic/Hospital4332002
Instituto Nacional de Ciencias Medicas y Nutricion Salvador ZubiranGovernment3312013
Jacobus PharmaceuticalFor profit3131999
Johns Hopkins UniversityAcademic/Hospital3232003
Makerere UniversityAcademic/Hospital3112007
Medical Research CouncilGovernment3122003
Northwestern UniversityAcademic/Hospital3232007
State University of New York, BuffaloAcademic/Hospital3232007
University of AlbertaAcademic/Hospital3232001
University of PittsburghAcademic/Hospital3022007
AstraZenecaFor profit2212012
Bangladesh Medical UniversityAcademic/Hospital2222020
218 organizations
Page 1 / 11

Marketing (67)

OrganizationOrg typeRelationshipDate
ANDA RepositoryFor profitMKTGJun 26, 2019
Able LaboratoriesFor profitMKTGJun 26, 2001
Able LaboratoriesFor profitNDA2Jun 26, 2001
AbraxisFor profitMKTG—
AiPing Pharm IncFor profitMKTGNov 13, 1986
Akorn, Inc.For profitMKTGDec 29, 1997
AlpharmaFor profitMKTG—
Amneal PharmaceuticalsFor profitMKTGJan 27, 2005
Ani PharmaceuticalsFor profitMKTGOct 29, 1985
Ani PharmaceuticalsFor profitSYNOct 29, 1985
Ascot PharmaceuticalsFor profitMKTG—
Athenex, Inc.For profitMKTG—
Aurobindo PharmaFor profitMKTGFeb 16, 2010
Aurobindo PharmaFor profitSYNMar 23, 1978
Barr LaboratoriesFor profitMKTGJul 25, 1983
Bedford PharmaceuticalsFor profitMKTG—
Boehringer IngelheimFor profitMKTGAug 30, 1991
Chartwell PharmaceuticalsFor profitMKTGJan 25, 2007
Chartwell PharmaceuticalsFor profitSYNJan 24, 2007
FosunFor profitMKTGMay 19, 1982
FosunFor profitNDA2May 19, 1982
Glenmark PharmaceuticalsFor profitMKTGDec 22, 2010
Glenmark PharmaceuticalsFor profitSYNDec 22, 2010
Heather PharmaFor profitNDA2—
Heather PharmaFor profitMKTG—
Heritage PharmaFor profitSYNSep 19, 1985
Heritage PharmaFor profitMKTGSep 19, 1985
Hi Tech PharmaceuticalsFor profitMKTGDec 29, 1997
HikmaFor profitMKTGApr 30, 1987
HospiraFor profitMKTGSep 11, 1992
InterpharmFor profitMKTG—
Lannett Company, Inc.For profitMKTGJan 24, 2007
LupinFor profitMKTGJan 5, 2021
LupinFor profitSYNJan 5, 2021
Monarch PharmaceuticalsFor profitMKTGJul 30, 1973
Monarch PharmaceuticalsFor profitNDA2Jul 30, 1973
Mutual PharmaceuticalFor profitMKTGNov 14, 1984
MylanFor profitMKTGAug 30, 2017
Naska PharmacalFor profitMKTGMay 23, 1988
Novel Anti-Infective Technologies, LLCFor profitMKTGFeb 15, 1985
Novitium PharmaFor profitMKTGFeb 8, 2022
PHARMOBEDIENTFor profitMKTGAug 30, 2017
Pharmaceutical AssociatesFor profitMKTGJan 7, 1983
Pharmaceutical AssociatesFor profitNDA2Jan 7, 1983
PlivaFor profitMKTGSep 10, 1985
Prasco LLCFor profitMKTGNov 13, 2006
Rising PharmaceuticalsFor profitMKTGMar 23, 1978
RocheFor profitNDAJun 1, 1961
RocheFor profitMKTGJul 1, 1965
Roxane LaboratoriesFor profitMKTGAug 30, 1991
ShionogiFor profitMKTG—
Somerset PharmaceuticalsFor profitMKTGJun 26, 2019
Somerset PharmaceuticalsFor profitSYNJun 26, 2019
Soremartec Italia S.r.l.For profitMKTG—
Sun PharmaceuticalsFor profitMKTGJun 23, 1981
Sun PharmaceuticalsFor profitSYNJul 30, 1973
Sun PharmaceuticalsFor profitNDA2Jul 30, 1973
SuperpharmFor profitMKTGJun 24, 1985
TevaFor profitMKTGMay 19, 1981
TevaFor profitSYNSep 19, 1985
TevaFor profitSYNOct 31, 1991
TevaFor profitNDA2May 19, 1981
Upsher-Smith LaboratoriesFor profitMKTG—
VistaPharm, Inc.For profitMKTGOct 7, 2005
Watson PharmaceuticalsFor profitMKTGMay 9, 1983
Watson PharmaceuticalsFor profitNDA2May 9, 1983
West-Ward PharmaceuticalFor profitMKTGApr 30, 1987