gatifloxacin
Trade name: Zymar
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
Earliest trial started Oct 1, 2003 (NCT00651586)
Timeline
2000s
2010s
- May 18, 2010
AbbVie — Marketing Organization
- May 18, 2010
AbbVie — NDA Secondary Org
- Aug 19, 2011
Apotex — Marketing Organization
- Aug 28, 2013
Lupin — Marketing Organization
- Apr 9, 2014
Hi-Tech Pharmacal — Marketing Organization
- Sep 3, 2014
Hi Tech Pharmaceuticals — Marketing Organization
- Sep 3, 2014
Akorn, Inc. — Marketing Organization
- Sep 3, 2014
Hikma — Marketing Organization
- Jul 11, 2016
Sandoz — Marketing Organization
- Jul 11, 2016
Novartis — Marketing Organization
- Jun 8, 2018
Rising Pharmaceuticals — Marketing Organization
- Jun 8, 2018
Mylan — Marketing Organization
2020s
- Nov 3, 2021
Torrent Pharmaceuticals Limited — Marketing Organization
- Nov 3, 2021
Caplin Point Laboratories — Marketing Organization
Indications
Studied for
- Cataract · Phase 4
- Cataract Extraction · Phase 1
- Corneal Ulcer · Phase 2
- Drug Resistance, Bacterial · Phase 4
- Eye Infections · Phase 4
- General Surgery · Phase 4
- Healthy Volunteers · Phase 4
- Infections · Phase 4
- Inflammation · Phase 3
- Injections · Phase 4
- Keratitis · Phase 3
- Macula Lutea · Phase 4
- Tuberculosis · Phase 3
- Typhoid Fever · Phase 4
- Vitreous Body · Phase 4
Mechanism of action
- Topoisomerase IVINHIBITOR
Topoisomerase IV inhibitor
- DNA gyraseINHIBITOR
DNA gyrase inhibitor
Approval history
- approvedMar 28, 2003
Chemistry & pharmacology
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
- WikipediaGatifloxacin ↗
- NCATS81485Y3A9A ↗
- ChEMBLCHEMBL31 ↗
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 ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT03696342 | Phase 3 | Oct 1, 2018 | Laboratorios Sophia S.A de C.V. |
| NCT03578276 | Phase 4 | Jun 22, 2018 | Carolina Eyecare Physicians, LLC, Harrow Health, Science in Vision |
| NCT02717871 | Phase 3 | Mar 1, 2016 | University of Geneva |
| NCT02980523 | Phase 2 | Mar 1, 2015 | Laboratorios Sophia S.A de C.V. |
| NCT01928693 | Phase 2 | Jul 1, 2013 | Bausch & Lomb, Cornea Consultants Of Nashville, SCRI Development Innovations |
| NCT02196740 | N/A | Jun 1, 2013 | Sun Yat-Sen University |
| NCT01421693 | Phase 4 | Sep 1, 2011 | Civil Hospital, Nepal, Patan Academy of Health Sciences, Patan Hospital, Nepal, University of Oxford |
| NCT01330355 | Phase 3 | May 1, 2011 | Bausch Health Companies, Bausch & Lomb |
| NCT00892918 | N/A | Jun 1, 2009 | Tel Aviv University |
| NCT00874887 | Phase 4 | Mar 1, 2009 | Allergan |
| NCT00905762 | Phase 1 | Mar 1, 2009 | Bausch & Lomb |
| NCT00824070 | Phase 1 | Feb 1, 2009 | Bausch & Lomb, Ophthalmic Consultants of Long Island |
| NCT01218737 | Phase 3 | Jan 1, 2009 | Allergan, University of Sao Paulo |
| NCT00410891 | Phase 4 | Jul 1, 2008 | Stanford University |
| NCT00703313 | Phase 4 | May 1, 2008 | Santen Inc. |
| NCT00518089 | Phase 3 | Feb 1, 2008 | Allergan |
| NCT00509873 | Phase 3 | Aug 1, 2007 | Allergan |
| NCT00464438 | Phase 4 | Jun 1, 2007 | Allergan |
| NCT00466570 | N/A | Apr 1, 2007 | Stanford University |
| NCT00433225 | Phase 4 | Feb 7, 2007 | Innovative Medical Research of South Florida, Inc, Ophthalmic Consultants of Long Island |
Organizations
Research & Development (31)
Marketing (20)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| AbbVie | For profit | MKTG | May 18, 2010 |
| AbbVie | For profit | NDA2 | May 18, 2010 |
| Akorn, Inc. | For profit | MKTG | Sep 3, 2014 |
| Allergan | For profit | NDA2 | Mar 28, 2003 |
| Allergan | For profit | NDA | Mar 28, 2003 |
| Apotex | For profit | MKTG | Aug 19, 2011 |
| Caplin Point Laboratories | For profit | MKTG | Nov 3, 2021 |
| GlaxoSmithKline | For profit | NDA2 | Mar 28, 2003 |
| Hi Tech Pharmaceuticals | For profit | MKTG | Sep 3, 2014 |
| Hi-Tech Pharmacal | For profit | MKTG | Apr 9, 2014 |
| Hikma | For profit | MKTG | Sep 3, 2014 |
| Lupin | For profit | MKTG | Aug 28, 2013 |
| Lupin | For profit | SYN | Aug 28, 2013 |
| Mylan | For profit | MKTG | Jun 8, 2018 |
| Mylan | For profit | SYN | Jun 8, 2018 |
| Novartis | For profit | MKTG | Jul 11, 2016 |
| Rising Pharmaceuticals | For profit | MKTG | Jun 8, 2018 |
| Sandoz | For profit | MKTG | Jul 11, 2016 |
| Sandoz | For profit | SYN | Jul 11, 2016 |
| Torrent Pharmaceuticals Limited | For profit | MKTG | Nov 3, 2021 |