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1. (WO1988006588) ANTIBIOTIC SULFONYLAMINOCARBONYL ACTIVATED β-LACTAMS

Pub. No.:    WO/1988/006588    International Application No.:    PCT/US1988/000404
Publication Date: Sep 7, 1988 International Filing Date: Feb 19, 1988
IPC: C07D 417/14
Applicants: THE UPJOHN COMPANY
BARBACHYN, Michael, R.
BRICKNER, Steven, J.
THOMAS, Richard, C.
Inventors: BARBACHYN, Michael, R.
BRICKNER, Steven, J.
THOMAS, Richard, C.
Title: ANTIBIOTIC SULFONYLAMINOCARBONYL ACTIVATED β-LACTAMS
Abstract:
This invention presents novel 2-azetidinone compounds which are useful as antibacterial agents to eradicate or control susceptible microbes of formula (I), wherein R401 and R402 are the same or different and are a) hydrogen, b) (C1-C12) alkyl c) (C2-C8) alkenyl, d) (C2-C8) alkynyl, e) (C3-C10) cycloalkyl, f) phenyl optionally substituted with from one to 3 substituents selected from the group consisting of halogen, hydroxy, amino, nitro, (C1-C4) alkyl, and (C1-C4) alkoxy, g) benzyl optionally substituted with from one to 3 substituents selected from the group consisting of halogen, hydroxy, amino, nitro (C1-C4) alkyl, and (C1-C4) alkoxy, h) -CH2-O-CO-CH2-NHR420, i) -CH2-O-CO2-R430, j) -CH2F, or k) -CHF2; wherein R420 is a) hydrogen, b) -COH, or c) -CO-O-C(CH3)3; wherein R430 is (C1-C8) alkyl, -(CH2)2OC(O)NH2, -(CH2)2Cl, -(CH2)2OCH3 or -(CH2)2NHCOH; wherein R300 is an acyl group derived from a carboxylic acid; wherein R100 is an optionally substituted heterocyclic moiety.