Structural Formula Vector Image
Title: Tazobactam
CAS Registry Number: 89786-04-9
CAS Name: (2S,3S,5R)-3-Methyl-7-oxo-3-(1H-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide
Additional Names: 2b-[(1,2,3-triazol-1-yl)methyl]-2a-methylpenam-3a-carboxylic acid 1,1-dioxide
Manufacturers' Codes: YTR-830H; CL-298741
Molecular Formula: C10H12N4O5S
Molecular Weight: 300.29
Percent Composition: C 40.00%, H 4.03%, N 18.66%, O 26.64%, S 10.68%
Literature References: b-Lactamase inhibitor. Prepn: R. G. Micetich et al., EP 97446; eidem, US 4562073 (1984, 1985 both to Taiho); R. G. Micetich et al., J. Med. Chem. 30, 1469 (1987). Degradation in solution: T. Marunaka et al., Chem. Pharm. Bull. 36, 4478 (1988); in solid state: E. Matsushima et al., ibid. 4593. b-Lactamase inhibiting activity in comparison with clavulanic acid and sulbactam, q.q.v., vs aerobes: M. R. Jacobs et al., Antimicrob. Agents Chemother. 29, 980 (1986); vs anaerobes: P. C. Appelbaum et al., ibid. 30, 789. HPLC determn in biological materials: T. Marunaka et al., J. Chromatogr. 431, 87 (1988). Clinical trial in combination with piperacillin, q.v.: I. M. Gould et al., Drugs Exp. Clin. Res. 17, 187 (1991).
Derivative Type: Sodium salt
CAS Registry Number: 89785-84-2
Manufacturers' Codes: YTR-830; CL-307579
Molecular Formula: C10H11N4NaO5S
Molecular Weight: 322.27
Percent Composition: C 37.27%, H 3.44%, N 17.39%, Na 7.13%, O 24.82%, S 9.95%
Properties: Amorphous solid, mp >170° (dec).
Melting point: mp >170° (dec)
Derivative Type: Combination of sodium salt with piperacillin sodium
Trademarks: Tazocilline (Wyeth); Tazocin (Wyeth); Zosyn (Wyeth)
Therap-Cat: In combination with b-lactam antibiotics as antibacterial.
Keywords: Antibacterial Adjuncts; ?Lactamase Inhibitors.

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