Sultamicillin
Structural Formula Vector Image
Title: Sultamicillin
CAS Registry Number: 76497-13-7
CAS Name: (2S,5R,6R)-6-[[(2R)-Aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid [[[(2S,5R)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methyl ester
Additional Names: 1,1-dioxopenicillanoyloxymethyl 6-(D-a-amino-a-phenylacetamido)penicillanate; 6¢-(2-amino-2-phenylacetamido)penicillanoyloxymethyl penicillanate 1,1-dioxide
Manufacturers' Codes: CP-49952; VD-1827
Molecular Formula: C25H30N4O9S2
Molecular Weight: 594.66
Percent Composition: C 50.49%, H 5.08%, N 9.42%, O 24.21%, S 10.78%
Literature References: Orally absorbed double ester of sulbactam and ampicillin, q.q.v. Prepn: E. C. Bigham, DE 3018590; eidem, US 4244951 (1980, 1981 both to Pfizer); and pharmacology: B. Baltzer et al., J. Antibiot. 33, 1183 (1980). HPLC determn and pharmacokinetics: H. J. Rogers et al., J. Antimicrob. Chemother. 11, 435 (1983). Clinical trial in pediatric otitis media: K. H. Chan et al., Pediatr. Infect. Dis. J. 12, 24 (1993). Review of antibacterial activity, pharmacokinetics and therapeutic efficacy: H. A. Friedel et al., Drugs 37, 491-522 (1989).
Properties: mp 190°.
Melting point: mp 190°
 
Derivative Type: Tosylate
CAS Registry Number: 83105-70-8
Trademarks: Bacimex (Alter); Unacid PD oral (Pfizer); Unacim (Pfizer); Unasyn (Pfizer)
Molecular Formula: C25H30N4O9S2.C7H8O3S
Molecular Weight: 766.86
Percent Composition: C 50.12%, H 4.99%, N 7.31%, O 25.04%, S 12.54%
 
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Penicillins; Antibacterial Adjuncts; ?Lactamase Inhibitors.

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