gatifloxacin

Trade name: Zymar

Small moleculeapproved

Approved

Mar 28, 2003

Gatifloxacin is a recently developed antibacterial agent differing from earlier fluoroquinolones by the presence of a methoxy group at the C-8 position. The presence of the methoxy group has conferred improved antibacterial activity against both Gram-positive and Gram-negative organisms, making gatifloxacin a broad-spectrum antimicrobial agent applicable in many clinical settings. Gatifloxacin is sold under the brand Zymar and is indicated for the treatment of bacterial conjunctivitis caused by susceptible strains of the following organisms: Aerobic Gram-Positive Bacteria: Cornyebacterium propinquum, Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus mitis, Streptococcus pneumoniae and Aerobic Gram-Negative Bacteria: Haemophilus influenza. The antibacterial action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase, which allows the untwisting required to replicate one DNA double helix into two. Notably the drug has 100 times higher affinity for bacterial DNA gyrase than for mammalian. In addition, Gatifloxacin inhibits bacterial topoisomerase IV. This enzyme is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division. The mechanism of action of fluoroquinolones including gatifloxacin is different from that of aminoglycoside, macrolide, and tetracycline antibiotics. Therefore, gatifloxacin may be active against pathogens that are resistant to these antibiotics and these antibiotics may be active against pathogens that are resistant to gatifloxacin. There is no cross-resistance between gatifloxacin and the aforementioned classes of antibiotics. Cross-resistance has been observed between systemic gatifloxacin and some other fluoroquinolones. — NCATS

Clinical trial activity

29 trials · 31 clinical orgs · 15 marketing orgs

Phase 1
3
Phase 2
11
Phase 3
7
Phase 4
10

Earliest trial started Oct 1, 2003 (NCT00651586)

Timeline

2000s

  1. Jan 1, 2003

    Allergan — Earliest Phase 2 Sponsor(trial)

  2. Mar 28, 2003

    Allergan — Earliest FDA Approval

  3. Mar 28, 2003

    Allergan — NDA Secondary Org

  4. Mar 28, 2003

    Allergan — NDA Organization

  5. Mar 28, 2003

    GlaxoSmithKline — NDA Secondary Org

  6. Jan 1, 2004

    Earliest Phase 1 Sponsor(trial)

  7. Jan 1, 2005

    Earliest Phase 3 Sponsor(trial)

2010s

  1. May 18, 2010

    AbbVie — Marketing Organization

  2. May 18, 2010

    AbbVie — NDA Secondary Org

  3. Aug 19, 2011

    Apotex — Marketing Organization

  4. Aug 28, 2013

    Lupin — Marketing Organization

  5. Apr 9, 2014

    Hi-Tech Pharmacal — Marketing Organization

  6. Sep 3, 2014

    Hi Tech Pharmaceuticals — Marketing Organization

  7. Sep 3, 2014

    Akorn, Inc. — Marketing Organization

  8. Sep 3, 2014

    Hikma — Marketing Organization

  9. Jul 11, 2016

    Sandoz — Marketing Organization

  10. Jul 11, 2016

    Novartis — Marketing Organization

  11. Jun 8, 2018

    Rising Pharmaceuticals — Marketing Organization

  12. Jun 8, 2018

    Mylan — Marketing Organization

2020s

  1. Nov 3, 2021

    Torrent Pharmaceuticals Limited — Marketing Organization

  2. Nov 3, 2021

    Caplin Point Laboratories — Marketing Organization

Indications

Mechanism of action

Approval history

  • approvedMar 28, 2003

Chemistry & pharmacology

Loading structure…

SMILES

COC1=C(N2CCNC(C)C2)C(F)=CC3=C1N(C=C(C(O)=O)C3=O)C4CC4
Mol. weight
375.3941 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No
Delivery
Oral, Parenteral, Topical
Availability
Prescription Only

Oral

Yes

Parenteral

Yes

Topical

Yes

Sources

Also known as

  • 1-cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1-cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1-cyclopropyl-1,4-dihydro-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
  • 1-cyclopropyl-6-fluoro- 8-methoxy-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3-carboxylic acid
  • 1-cyclopropyl-6-fluoro- 8-methoxy-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3-carboxylic acid
  • 3-quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-
  • am 1155
  • am-1155
  • am-1155
  • am-1155
  • bms-206584
  • bms-206584-01
  • bms-206584-01
  • cg 5501
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin
  • gatifloxacin anhydrous
  • gatifloxacin anhydrous
  • gatifloxacin anhydrous
  • gatifloxacin anhydrous
  • gatifloxacin anhydrous
  • gatifloxacine
  • gatifloxacine
  • gatifloxacine
  • gatifloxacin hydrate
  • gatifloxacino
  • gatifloxacino
  • gatifloxacinum
  • gatifloxacinum
  • gatifloxicin
  • gatifloxin
  • tequin
  • tequin
  • tequin
  • zymar
  • zymar
  • zymar
  • zymar
  • zymaxid
  • zymaxid

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT03696342Phase 3Oct 1, 2018Laboratorios Sophia S.A de C.V.
NCT03578276Phase 4Jun 22, 2018Carolina Eyecare Physicians, LLC, Harrow Health, Science in Vision
NCT02717871Phase 3Mar 1, 2016University of Geneva
NCT02980523Phase 2Mar 1, 2015Laboratorios Sophia S.A de C.V.
NCT01928693Phase 2Jul 1, 2013Bausch & Lomb, Cornea Consultants Of Nashville, SCRI Development Innovations
NCT02196740N/AJun 1, 2013Sun Yat-Sen University
NCT01421693Phase 4Sep 1, 2011Civil Hospital, Nepal, Patan Academy of Health Sciences, Patan Hospital, Nepal, University of Oxford
NCT01330355Phase 3May 1, 2011Bausch Health Companies, Bausch & Lomb
NCT00892918N/AJun 1, 2009Tel Aviv University
NCT00874887Phase 4Mar 1, 2009Allergan
NCT00905762Phase 1Mar 1, 2009Bausch & Lomb
NCT00824070Phase 1Feb 1, 2009Bausch & Lomb, Ophthalmic Consultants of Long Island
NCT01218737Phase 3Jan 1, 2009Allergan, University of Sao Paulo
NCT00410891Phase 4Jul 1, 2008Stanford University
NCT00703313Phase 4May 1, 2008Santen Inc.
NCT00518089Phase 3Feb 1, 2008Allergan
NCT00509873Phase 3Aug 1, 2007Allergan
NCT00464438Phase 4Jun 1, 2007Allergan
NCT00466570N/AApr 1, 2007Stanford University
NCT00433225Phase 4Feb 7, 2007Innovative Medical Research of South Florida, Inc, Ophthalmic Consultants of Long Island
Showing 20 of 29 trials
Page 1 / 2

Organizations

Research & Development (31)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
AllerganFor profit7532003
Bausch & LombFor profit4332009
Stanford UniversityAcademic/Hospital3322007
Innovative Medical Research of South Florida, IncFor profit2212006
Laboratorios Sophia S.A de C.V.For profit2222015
Ophthalmic Consultants of Long IslandAcademic/Hospital2022007
Bausch Health CompaniesFor profit1012011
Carolina Eyecare Physicians, LLCAcademic/Hospital1112018
Center For Excellence In Eye CareAcademic/Hospital1012006
Civil Hospital, NepalAcademic/Hospital1012011
Cornea Consultants Of NashvilleAcademic/Hospital1112013
Dean Health SystemAcademic/Hospital1112006
European CommissionGovernment1012005
Government of FranceGovernment1112005
Harrow HealthFor profit1012018
National Institute of Allergy and Infectious Diseases (NIAID)Government1112004
Ophthalmic Consultants of BostonAcademic/Hospital1112006
Patan Academy of Health SciencesAcademic/Hospital1012011
Patan Hospital, NepalAcademic/Hospital1012011
Queen's University, BelfastAcademic/Hospital1112006
31 organizations
Page 1 / 2

Marketing (20)

OrganizationOrg typeRelationshipDate
AbbVieFor profitMKTGMay 18, 2010
AbbVieFor profitNDA2May 18, 2010
Akorn, Inc.For profitMKTGSep 3, 2014
AllerganFor profitNDA2Mar 28, 2003
AllerganFor profitNDAMar 28, 2003
ApotexFor profitMKTGAug 19, 2011
Caplin Point LaboratoriesFor profitMKTGNov 3, 2021
GlaxoSmithKlineFor profitNDA2Mar 28, 2003
Hi Tech PharmaceuticalsFor profitMKTGSep 3, 2014
Hi-Tech PharmacalFor profitMKTGApr 9, 2014
HikmaFor profitMKTGSep 3, 2014
LupinFor profitMKTGAug 28, 2013
LupinFor profitSYNAug 28, 2013
MylanFor profitMKTGJun 8, 2018
MylanFor profitSYNJun 8, 2018
NovartisFor profitMKTGJul 11, 2016
Rising PharmaceuticalsFor profitMKTGJun 8, 2018
SandozFor profitMKTGJul 11, 2016
SandozFor profitSYNJul 11, 2016
Torrent Pharmaceuticals LimitedFor profitMKTGNov 3, 2021