Panipenem
Title: Panipenem
CAS Registry Number: 87726-17-8
CAS Name: (5R,6S)-6-[(1R)-1-Hydroxyethyl]-3-[[(3S)-1-(1-iminoethyl)-3-pyrrolidinyl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Additional Names: (5R,6S)-6-[(R)-1-hydroxyethyl]-2-[(S)-1-acetimidoylpyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylic acid; (+)-(5R,6S)-3-[[(S)-1-acetimidoyl-3-pyrrolidinyl]thio]-6-[(R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Manufacturers' Codes: CS-533; RS-533
Molecular Formula: C15H21N3O4S
Molecular Weight: 339.41
Percent Composition: C 53.08%, H 6.24%, N 12.38%, O 18.86%, S 9.45%
Literature References: Carbapenem antibiotic. Prepn: T. Miyadera et al., J. Antibiot. 36, 1034 (1983). Manufacturing process: A. Yoshida, K. Oda, EP 587436 (1994 to Sankyo). Antibacterial spectrum in vitro: H. C. Neu et al., Antimicrob. Agents Chemother. 30, 828 (1986). Series of articles on pharmacology and clinical efficacy in combination with betamipron, q.v: Chemotherapy (Tokyo) 39 Suppl 3, 1-813 (1991). Toxicology: K. Kimura et al., ibid. 140.
Properties: Prepd as the hemihydrate; colorless fine prisms, mp 198-200° (dec). uv max (water): 298 nm (e 10400). Approx LD50 in male, female mice (mg/kg): 1700-2200, 1300-1700 i.v. (Kimura).
Melting point: mp 198-200° (dec)
Absorption maximum: uv max (water): 298 nm (e 10400)
Toxicity data: Approx LD50 in male, female mice (mg/kg): 1700-2200, 1300-1700 i.v. (Kimura)
 
Derivative Type: Mixture with betamipron
CAS Registry Number: 138240-65-0
Manufacturers' Codes: CS-976
Trademarks: Carbenin (Sankyo)
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Carbapenems.

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