Antibiotic sulfonylaminocarbonyl activated beta-lactams

US4975538A · kind A · utility

Assignee

• The Upjohn Co. · US

Inventors

• Michael R. Barbachyn · Kalamazoo, US
• Steven J. Brickner · Ledyard, US
• Richard C. Thomas · Kalamazoo, US

Key dates

• Filing date: Aug 25, 1989
• Grant date: Dec 4, 1990
• Expiry date: Aug 25, 2009

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P31/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

This invention presents novel 2-azetidinone compounds which are useful as antibacterial agents to eradicate or control susceptible microbes of the formula ##STR1## wherein R.sub.401 and R.sub.402 are the same or different and are (a) hydrogen, (b) (C.sub.1 -C.sub.12) alkyl (c) (C.sub.2 -C.sub.8) alkenyl, (d) (C.sub.2 -C.sub.8) alkynyl, (e) (C.sub.3 -C.sub.10) cycloalkyl, (f) phenyl optionally substituted with from one to 3 substituents selected from the group consisting of halogen, hydroxy, amino, nitro, (C.sub.1 -C.sub.4) alkyl, and (C.sub.1 -C.sub.4) alkoxy, (g) benzyl optionally substituted with from one to 3 substituents selected from the group consisting of halogen, hydroxy, amino, nitro, (C.sub.1 -C.sub.4) alkyl, and (C.sub.1 -C.sub.4) alkoxy, (h) --CH.sub.2 --O--CO--CH.sub.2 --NHR.sub.420, (i) --CH.sub.2 --O--CO.sub.2 --R.sub.430, (j) --CH.sub.2 F, or (k) --CHF.sub.2 ; wherein R.sub.420 is (a) hydrogen, (b) --COH, or (c) --CO--O--C(CH.sub.3).sub.3 ; wherein R.sub.430 is (C.sub.1 -C.sub.8) alkyl, --(CH.sub.2) .sub.2 OC(O)NH.sub.2, --(CH.sub. 2).sub.2 Cl, --(CH.sub.2).sub.2 OCH.sub.3 or --(CH.sub.2).sub.2 NHCOH; wherein R.sub.300 is an acyl group derived from a carboxylic acid…