Tigemonam
Structural Formula Vector Image
Title: Tigemonam
CAS Registry Number: 102507-71-1
CAS Name: [[(Z)-[1-(2-Amino-4-thiazolyl)-2-[[(3S)-2,2-dimethyl-4-oxo-1-(sulfooxy)-3-azetidinyl]amino]-2-oxoethylidene]amino]oxy]acetic acid
Additional Names: [[[(Z)-(2-amino-4-thiazolyl)[[(3S)-1-hydroxy-2,2-dimethyl-4-oxo-3-azetidinyl]carbamoyl]methylene]amino]oxy]acetic acid hydrogen sulfate (ester)
Molecular Formula: C12H15N5O9S2
Molecular Weight: 437.41
Percent Composition: C 32.95%, H 3.46%, N 16.01%, O 32.92%, S 14.66%
Literature References: Orally active synthetic monosulfactam, structurally similar to the monobactam aztreonam. Prepn: C. Yoshida et al., J. Antibiot. 38, 1536 (1985); W. A. Slusarchyk et al., BE 904121; W. A. Slusarchyk, W. H. Koster, US 4638061 (1986, 1987 both to Squibb). Antibacterial spectrum and b-lactamase stability in vitro: S. K. Tanaka et al., Antimicrob. Agents Chemother. 31, 219 (1987); N.-X. Chin, H. C. Neu, ibid. 32, 84 (1988). Antibacterial activity and pharmacokinetics in animals: J. M. Clark et al., ibid. 31, 226 (1987).
 
Derivative Type: Disodium salt
Manufacturers' Codes: SQ-30213
Molecular Formula: C12H13N5Na2O9S2
Molecular Weight: 481.37
Percent Composition: C 29.94%, H 2.72%, N 14.55%, Na 9.55%, O 29.91%, S 13.32%
Properties: mp 140-145° (dec).
Melting point: mp 140-145° (dec)
 
Derivative Type: Dicholine salt
CAS Registry Number: 102916-21-2
Manufacturers' Codes: SQ-30836
Trademarks: Tigemen (BMS)
Molecular Formula: C22H41N2O11S2
Molecular Weight: 573.70
Percent Composition: C 46.06%, H 7.20%, N 4.88%, O 30.68%, S 11.18%
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Monobactams.
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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