Alatrofloxacin
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| Systematic (IUPAC) name | |
|---|---|
| 7-[(1R,5S)-6-{[(2S)-1-{[(2S)- 2-aminopropanoyl]amino}-1-oxopropan-2-yl]amino}- 3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)- 6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid |
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| Clinical data | |
| AHFS/Drugs.com | Micromedex Detailed Consumer Information |
| MedlinePlus | a605016 |
| Pregnancy cat. | C(US) |
| Legal status | Withdrawn |
| Routes | Intravenous |
| Pharmacokinetic data | |
| Bioavailability | N/A |
| Protein binding | 76% (trovafloxacin) |
| Metabolism | Quickly hydrolyzed to trovafloxacin |
| Half-life | 9 to 12 hours (trovafloxacin) |
| Excretion | Fecal and renal (trovafloxacin) |
| Identifiers | |
| CAS number | 157182-32-6 |
| ATC code | None |
| PubChem | CID 5489474 |
| ChemSpider | 21106252 |
| UNII | 7QVV6I50DT |
| ChEMBL | CHEMBL1201197 |
| Chemical data | |
| Formula | C26H25F3N6O5 |
| Mol. mass | 558.509 g/mol |
| SMILES | eMolecules & PubChem |
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Alatrofloxacin (Trovan IV) is a fluoroquinolone antibiotic developed by Pfizer, delivered as a mesylate salt.[1] It is the parental prodrug of trovafloxacin (Trovan) meant for intravenous administration. Trovafloxacin is a broad-spectrum antibiotic introduced in 1998 that encountered criticism for its Nigerian trials and adverse clinical reactions.[2][3]
Trovafloxacin and alatrofloxacin were both withdrawn from the U.S. market in 2001.
[edit] See also
[edit] References
- ^ "PubChem CID 5489474". http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5489474.
- ^ Hall IH, Schwab UE, Ward ES, Ives TJ (2003). "Effects of alatrofloxacin, the parental prodrug of trovafloxacin, on phagocytic, anti-inflammatory and immunomodulation events of human THP-1 monocytes". Biomed. Pharmacother. 57 (8): 359–65. doi:10.1016/S0753-3322(03)00054-4. PMID 14568230.
- ^ Lenzer J (2006). "Secret report surfaces showing that Pfizer was at fault in Nigerian drug tests". BMJ 332 (7552): 1233. doi:10.1136/bmj.332.7552.1233-a. PMC 1471980. PMID 16735322. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1471980.
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