Structural Formula Vector Image
Title: Rifalazil
CAS Registry Number: 129791-92-0
CAS Name: 1¢,4-Didehydro-1-deoxy-1,4-dihydro-3¢-hydroxy-5¢-[4-(2-methylpropyl)-1-piperazinyl]-1-oxorifamycin VIII
Additional Names: (2S,16Z,18E,20S,21S,22R,23R,24R,25S,26R,27S,28E)-5,12,21,23,25-pentahydroxy-10-(4-isobutyl-1-piperazinyl)-27-methoxy-2,4,16,20,22,24,26-heptamethyl-2,7-(epoxypentadeca[1,11,13]trienimino)-6H-benzofuro[4,5-a]phenoxazine-1(2H),6,15-trione 25-acetate; 3¢-hydroxy-5¢-(4-isobutyl-1-piperazinyl)benzoxazinorifamycin
Manufacturers' Codes: KRM-1648
Molecular Formula: C51H64N4O13
Molecular Weight: 941.07
Percent Composition: C 65.09%, H 6.85%, N 5.95%, O 22.10%
Literature References: Semisynthetic derivative of rifamycin S, q.v. Prepn: T. Yamane et al., EP 366914; eidem, US 4983602 (1990, 1991 both to Kanegafuchi); eidem, Chem. Pharm. Bull. 41, 148 (1993). Antimycobacterial efficacy in comparison with rifampin, q.v.: T. Yamamoto et al., Antimicrob. Agents Chemother. 40, 426 (1996). Pharmacokinetics: K. Hosoe et al., ibid. 2749. HPLC determn in biological fluids: eidem, J. Chromatogr. B 653, 177 (1994). Review of pharmacology and clinical studies: D. M. Rothstein et al., Expert Opin. Invest. Drugs 12, 255-271 (2003).
Properties: Crystals from chloroform-hexane, mp 195-200° (dec).
Melting point: mp 195-200° (dec)
Therap-Cat: Antibacterial (tuberculostatic).
Keywords: Antibacterial (Tuberculostatic).

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