Moxalactam
Title: Moxalactam
CAS Registry Number: 64952-97-2
CAS Name: (6R,7R)-7-[[(2R)-Carboxy(4-hydroxyphenyl)acetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: N-[(6R,7R)-2-carboxy-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-oxa-1-azabicyclo[4.2.0]oct-2-en-7-yl]-2-(p-hydroxyphenyl)malonamic acid; 7b-[2-carboxy-2-(4-hydroxyphenyl)acetamido]-7a-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-1-oxa-1-dethia-3-cephem-4-carboxylic acid; lamoxactam; latamoxef
Molecular Formula: C20H20N6O9S
Molecular Weight: 520.47
Percent Composition: C 46.15%, H 3.87%, N 16.15%, O 27.67%, S 6.16%
Literature References: Oxa-substituted third generation cephalosporin antibiotic (oxacephalosporin). Prepn: M. Narisada, W. Nagata, DE 2713370; eidem, US 4138486 (1977, 1979 both to Shionogi); M. Narisada et al., J. Med. Chem. 22, 757 (1979). Laboratory evaluation: T. Yoshida et al., Antimicrob. Agents Chemother. 17, 302 (1980). Mechanism of action study: Y. Komatsu, T. Nishikawa, ibid. 316. Pharmacokinetics: R. Wise et al., ibid. 18, 369 (1980). Comparative in vitro activity: T. O. Kurtz et al., ibid. 645. Series of articles on pharmacology, teratology, toxicity studies: Chemotherapy (Tokyo) 28, Suppl. 7, 1002-1235 (1980). Clinical evaluation in neonates and infants: U. B. Schaad et al., J. Pediatr. 98, 129 (1981). Review: Rev. Infect. Dis. 4, Suppl., S489-S726 (1982).
Properties: Colorless powder, mp 117-122° (dec). [a]D25 -15.3 ±2.6° (c = 0.216 in methanol). uv max (methanol): 276 nm (e 10200).
Melting point: mp 117-122° (dec)
Optical Rotation: [a]D25 -15.3 ±2.6° (c = 0.216 in methanol)
Absorption maximum: uv max (methanol): 276 nm (e 10200)
 
Derivative Type: Disodium salt
CAS Registry Number: 64953-12-4
Manufacturers' Codes: LY-12735; S-6059
Trademarks: Festamoxin (Shionogi); Moxalactam (Lilly); Moxam (Lilly); Shiomarin (Shionogi)
Molecular Formula: C20H18N6Na2O9S
Molecular Weight: 564.44
Percent Composition: C 42.56%, H 3.21%, N 14.89%, Na 8.15%, O 25.51%, S 5.68%
Properties: [a]D22 -45° (water). uv max (water): 270 nm (e 12000).
Optical Rotation: [a]D22 -45° (water)
Absorption maximum: uv max (water): 270 nm (e 12000)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Oxacephems.

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