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Alatrofloxacin
Systematic (IUPAC) name
7-[(1R,5S)-6-{[(2S)-1-{[(2 S)-
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
Identifiers
CAS number 157182-32-6 157605-25-9 (mesylate)
ATC code none
PubChem 5489474
ChemSpider 2343243
Chemical data
Formula C 26H25F3N6O5  
Mol. mass 558.509 g/mol
SMILES eMolecules & PubChem
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)
Therapeutic considerations
Pregnancy cat. C(US)
Legal status Withdrawn
Routes Intravenous

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 which 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Trovafloxacin and alatrofloxacin were both withdrawn from the U.S. market in 2001.

See also

References

  1. ^ "PubChem CID 5489474". http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=5489474.  
  2. ^ 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.  
  3. ^ 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. PMID 16735322.  
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