Title: Meropenem
CAS Registry Number: 96036-03-2
CAS Name: (4
R,5
S,6
S)-3-[[(3
S,5
S)-5-[(Dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-6-[(1
R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
Synonyms: (1
R,5
S,6
S)-2-[(3
S,5
S)-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.