temafloxacin
Trade name: Omniflox
Approved
Feb 1, 1992
Temafloxacin (marketed by Abbott Laboratories as Omniflox) is almost completely absorbed from the gastrointestinal tract, with an absolute bioavailability of approximately 93% and is not greatly affected by food. The time to reach peak concentrations ranges between 2 and 3 hours. In addition to the broad spectrum of activity all fluoroquinolones have against gram-negative pathogens, temafloxacin has improved antimicrobial activity against gram-positive aerobic cocci, intracellular microorganisms, and anaerobes. The bactericidal action of temafloxacin results from interference with the activity of the bacterial enzymes DNA gyrase. Omniflox was approved to treat lower respiratory tract infections, genital and urinary infections like prostatitis, and skin infections in the U.S. by the Food and Drug Administration in January 1992. Severe adverse reactions, including allergic reactions and hemolytic anemia, developed in about fifty patients during the first four months of its use, leading to three patient deaths. Abbott withdrew the drug from sale in June 1992. — NCATS
Clinical trial activity
0 trials · 0 clinical orgs · 1 marketing orgs
Timeline
1990s
- Feb 1, 1992
Earliest FDA Approval
Indications
Mechanism of action
- Bacterial DNA gyraseINHIBITOR
Bacterial DNA gyrase inhibitor
The bactericidal activity of temafloxacin and other fluoroquinolones is attributed to inhibition of bacterial DNA gyrase (topoisomerase II), an enzyme that regulates supercoiling and uncoiling of DNA.
Approval history
- approvedFeb 1, 1992
Chemistry & pharmacology
SMILES
CC1CN(c2cc3c(cc2F)c(=O)c(C(=O)O)cn3-c2ccc(F)cc2F)CCN1- Mol. weight
- 417.39 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL277100 ↗
- WikipediaTemafloxacin ↗
- NCATS1WZ12GTT67 ↗
- ChEMBLCHEMBL2107495 ↗
Also known as
- 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(3-methyl-1-piperazinyl)quinoline-3-carboxylic acid, hydrochloride
- a 62254
- a 62254
- a 62254
- a 62254
- a 62254
- a-62254
- a-62254
- abbott-62254
- abbott-62254
- omnifiox
- omniflox
- omniflox
- omniflox
- teflox
- teflox
- teflox
- teflox 400
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacin
- temafloxacina
- temafloxacina
- temafloxacine
- temafloxacine
- temafloxacin hcl
- temafloxacin hcl
- temafloxacin hcl
- temafloxacin hydrochloride
- temafloxacin hydrochloride
- temafloxacin hydrochloride
- temafloxacin hydrochloride
- temafloxacinum
- temafloxacinum
Organizations
Marketing (1)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Abbott | For profit | NDA | — |