Alatrofloxacin: Difference between revisions
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| image = Alatrofloxacin.svg |
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| ChemSpiderID = 2343243 |
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| InChI = 1/C26H25F3N6O5/c1-10(30)24(37)31-11(2)25(38)32-20-14-7-34(8-15(14)20)23-18(29)6-13-21(36)16(26(39)40)9-35(22(13)33-23)19-4-3-12(27)5-17(19)28/h3-6,9-11,14-15,20H,7-8,30H2,1-2H3,(H,31,37)(H,32,38)(H,39,40)/t10-,11-,14-,15+,20?/m0/s1 |
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| smiles = Fc1ccc(c(F)c1)N/3c2nc(c(F)cc2C(=O)C(\C(=O)O)=C\3)N5C[C@@H]4C(NC(=O)[C@@H](NC(=O)[C@@H](N)C)C)[C@@H]4C5 |
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| InChIKey = UUZPPAMZDFLUHD-LZGARRQBBY |
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| CAS_number = 157182-32-6 |
| CAS_number = 157182-32-6 |
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| CAS_supplemental = {{CAS|157605-25-9}} ([[mesylate]]) |
| CAS_supplemental = {{CAS|157605-25-9}} ([[mesylate]]) |
Revision as of 14:48, 19 December 2009
Clinical data | |
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Routes of administration | Intravenous |
ATC code |
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Legal status | |
Legal status |
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Pharmacokinetic data | |
Bioavailability | N/A |
Protein binding | 76% (trovafloxacin) |
Metabolism | Quickly hydrolyzed to trovafloxacin |
Elimination half-life | 9 to 12 hours (trovafloxacin) |
Excretion | Fecal and renal (trovafloxacin) |
Identifiers | |
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CAS Number | |
PubChem CID | |
ChemSpider | |
Chemical and physical data | |
Formula | C26H25F3N6O5 |
Molar mass | 558.509 g/mol g·mol−1 |
3D model (JSmol) | |
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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 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Trovafloxacin and alatrofloxacin were both withdrawn from the U.S. market in 2001.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
- ^ "PubChem 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.
{{cite journal}}
: CS1 maint: multiple names: authors list (link) - ^ 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.