Novel N-1 substituted beta-lactams as antibiotics

Details Novel N-1 substituted beta-lactams as antibiotics Novel N-1 substituted beta-lactams as antibiotics

1989-08-07

1991-04-09

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Unsubstituted hydrocarbyl chain between the ring and the -c-...

540364, 546276, 5482636, 5482638, A61K 3164, C07D40112, C07D41714, C07D205085

Patent

active

050066501

ABSTRACT:
This invention presents novel 2-azetidinone compounds of the formula ##STR1## wherein R.sub.10 and R.sub.15 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) --CH.sub.2 OCOCH.sub.2 NHR.sub.4, (f) --CH.sub.2 OCO.sub.2 R.sub.30, (g) --CH.sub.2 F, or (h) --CHF.sub.2 ; wherein R.sub.4 is hydrogen or --COH; wherein R.sub.30 is (C.sub.1 -C.sub.8)alkyl; wherein R.sub.20 is an acyl group derived from a carboxylic acid; wherein A is oxygen or sulfur; and wherein R.sub.70 is (a) hydrogen, (b) (C.sub.1 -C.sub.8) alkyl, (c) phenyl, (d) --OH, or (e) --SH; where each member of b or c may optionally be substituted by 1 to 2 substituents selected from the group consisting of halogen, hydroxy, and amino.
These compounds are useful as antibacterial agents to eradicate or control susceptible microbes. Intermediates and processes for making these compounds are also disclosed.

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Breuer, H. et al., Abstract 371, Sep. 29-Oct. 2, 1985, XXV Interscience Conference on Antimicrobial Agents and Chemotherapy, Minneapolis, MN.
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Clark, J. M. et al., Abstract 373, Sep. 29-Oct. 2, 1985, XXV Interscience Conference on Antimicrobial Agents and Chemotherapy, Minneapolis, MN.
Breuer, H. et al., Abstract 847, Sep. 28-Oct. 1, 1986, XXVI Interscience Conference on Antimicrobial Agents and Chemotherapy, New Orleans, LA.
Whitney, R. R. et al., Abstract 848, Sep. 28-Oct. 1, 1986, XXVI Interscience Conference on Antimicrobial Agents and Chemotherapy, New Orleans, LA.
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