CAS No 96036-03-2 , (4R,5S,6S)-3-[(3S,
5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-6-[(1R)-1-
hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic
acid

Title: Meropenem
CAS Registry Number: 96036-03-2
CAS Name: (4R,5S,6S)-3-[[(3S,5S)-5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Synonyms: (1R,5S,6S)-2-[(3S,5S)-5-(dimethylaminocarbonyl)pyrrolidin-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid
Molecular Formula: C17H25N3O5S
Molecular Weight: 383.46
Percent Composition: C 53.25%, H 6.57%, N 10.96%, O 20.86%, S 8.36%
Literature References: Carbapenem antibiotic. Prepn: M. Sunagawa et al., EP 126587; M. Sunagawa, US 4943569 (1984, 1990 both to Sumitomo). Structure-activity study: M. Sunagawa et al., J. Antibiot. 43, 519 (1990). Crystal structure: K. Yanagi et al., Acta Crystallogr. C48, 1737 (1992). HPLC determn in serum and bronchial secretions: M. Ehrlich et al., J. Chromatogr. B 751, 357 (2001). Pharmacokinetics: R. Wise et al., Antimicrob. Agents Chemother. 34, 1515 (1990). Series of articles on antimicrobial activity, metabolism: J. Antimicrob. Chemother. 24, Suppl. A, 1-320 (1989); and clinical performance: ibid. 36, Suppl. A, 1-223 (1995). Review of clinical experience in intensive care: M. Hurst, H. M. Lamb, Drugs 59, 653-680 (2000).
 
Derivative Type: Trihydrate
CAS Registry Number: 119478-56-7
Manufacturers' Codes: ICI-194660; SM-7338
Trademarks: Meronem (AstraZeneca); Meropen (Sumitomo); Merrem (AstraZeneca)
Properties: White to pale yellow crystalline powder. Sparingly sol in water; very slightly sol in hydrated ethanol. Practically insol in acetone, ether.
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Carbapenems.