trovafloxacin
Trade name: trovan
Approved
Dec 18, 1997
Trovafloxacin is a broad spectrum antibiotic that inhibits DNA supercoiling in various bacteria by blocking the activity of DNA gyrase and topoisomerase IV. It is not used widely due to the risk of hepatotoxicity. It tends to have better gram-positive bacterial coverage and less gram-negative coverage than the previous fluoroquinolones. Mechanism of action of fluoroquinolones including trovafloxacin is different from that of penicillins, cephalosporins, aminoglycosides, macrolides, and tetracyclines. Therefore fluoroquinolones may be active against pathogens that are resistant to these antibiotics. Trovafloxacin has in vitro activity against a wide range of gram-negative and gram-positive aerobic and anaerobic microorganisms. The bactericidal action of trovafloxacin results from inhibition of DNA gyrase and topoisomerase IV. DNA gyrase is an essential enzyme that is involved in the replication, transcription, and repair of bacterial DNA. Topoisomerase IV is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division. Trovafloxacin is used for the treatment of infections caused by susceptible strains of the designated microorganisms in uncomplicated urethral gonorrhea in males and endocervical and rectal gonorrhea in females caused by Neisseria gonorrhoeae as well as non gonoccocal urethritis and cervicitis due to Chlamydia trachomatis. Recalled from the market worldwide due to the risk of fatal liver failure. — NCATS
Clinical trial activity
2 trials · 5 clinical orgs · 1 marketing orgs
Earliest trial started Aug 1, 2004 (NCT00083941)
Timeline
Indications
Approved for
Mechanism of action
- Bacterial DNA gyraseANTAGONIST
Bacterial DNA gyrase antagonist
- Topoisomerase IVINHIBITOR
Topoisomerase IV inhibitor
- Bacterial DNA gyraseINHIBITOR
Bacterial DNA gyrase inhibitor
Combination products
trovan/zithromax compliance pak
with azithromycin
Approval history
- approvedDec 18, 1997
Chemistry & pharmacology
SMILES
N[C@@H]1[C@H]2CN(c3nc4c(cc3F)c(=O)c(C(=O)O)cn4-c3ccc(F)cc3F)C[C@@H]12- Mol. weight
- 416.36 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
Oral
Yes
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL428 ↗
- WikipediaTrovafloxacin ↗
- NCATS9F388J00UK ↗
- ChEMBLCHEMBL1200779 ↗
Also known as
- cp 99219
- cp 99,219
- cp-99219
- cp-99,219
- cp-9921927
- cp-9921927
- cp-99219-27
- cp-99219-27
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin
- trovafloxacin acid
- trovafloxacin mesilate
- trovafloxacin mesylate
- trovafloxacin mesylate
- trovafloxacin mesylate
- trovafloxacin mesylate
- trovafloxacin sulfate
- trovafloxacin sulfate
- trovan
- trovan
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT01194960 | Phase 2 | Aug 1, 2010 | MedSource, New York University, Oxford BioMedica |
| NCT00083941 | Phase 2 | Aug 1, 2004 | Columbia University, ORION Clinical Services, Oxford BioMedica |
Organizations
Research & Development (5)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Oxford BioMedica | For profit | 2 | 2 | 1 | 2004 |
| Columbia University | Academic/Hospital | 1 | 0 | 1 | 2004 |
| MedSource | For profit | 1 | 0 | 1 | 2010 |
| New York University | Academic/Hospital | 1 | 0 | 1 | 2010 |
| ORION Clinical Services | For profit | 1 | 0 | 1 | 2004 |