trovafloxacin

Trade name: trovan

Small moleculeapproved

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

Phase 1
0
Phase 2
2
Phase 3
0
Phase 4
0

Earliest trial started Aug 1, 2004 (NCT00083941)

Timeline

1990s

  1. Dec 18, 1997

    Pfizer — Earliest FDA Approval

  2. Dec 18, 1997

    Pfizer — NDA Secondary Org

  3. Dec 18, 1997

    Pfizer — NDA Organization

2000s

  1. Jan 1, 2004

    Earliest Phase 2 Sponsor(trial)

Indications

Mechanism of action

Combination products

Approval history

  • approvedDec 18, 1997

Chemistry & pharmacology

Loading structure…

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

Black box warning

Sources

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 IDPhaseStart dateSponsor(s)
NCT01194960Phase 2Aug 1, 2010MedSource, New York University, Oxford BioMedica
NCT00083941Phase 2Aug 1, 2004Columbia University, ORION Clinical Services, Oxford BioMedica
Showing 2 of 2 trials
Page 1 / 1

Organizations

Research & Development (5)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Oxford BioMedicaFor profit2212004
Columbia UniversityAcademic/Hospital1012004
MedSourceFor profit1012010
New York UniversityAcademic/Hospital1012010
ORION Clinical ServicesFor profit1012004
5 organizations
Page 1 / 1

Marketing (2)

OrganizationOrg typeRelationshipDate
PfizerFor profitNDA2Dec 18, 1997
PfizerFor profitNDADec 18, 1997