7 2-(Aminocarbonylalkoxyimino)acetamido! derivatives of cephalos

Details 7 2-(Aminocarbonylalkoxyimino)acetamido! derivatives of cephalos 7 2-(Aminocarbonylalkoxyimino)acetamido! derivatives of cephalos

1976-06-09

1978-02-14

Rizzo, Nicholas S.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424246, 544 24, 544 25, 544 26, 544 27, 544 29, 2603473, 560 35, C07D50132, C07D50134

Patent

active

040740471

ABSTRACT:
Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## (WHERE R is phenyl, thienyl or furyl; R.sup.a and R.sup.b are each selected from hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.3-7 cycloalkyl, phenyl, naphthyl, thienyl, furyl, carboxy, C.sub.2-5 alkoxycarbonyl, aminocarbonyl, N-substituted aminocarbonyl and cyano, or R.sup.a and R.sup.b together with the carbon atom to which they are attached form a C.sub.3-7 cycloalkylidene or cycloalkenylidene group; R.sup.c is hydrogen or C.sub.1-4 alkyl; and m and n are each 0 or 1 such that the sum of m and n is 0 or 1) exhibit broad spectrum antibiotic activity characterized by particularly high activity against gram negative microorganisms, including those which produce .beta.-lactamases. The compounds, which are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer, have particularly good activity against Proteus organisms including indole positive strains and, especially when both R.sup.a and R.sup.b are other than hydrogen, against Pseudomonas organisms.

REFERENCES:
patent: 3971778 (1976-07-01), Cook et al.
Morrison et al., Organic Chemistry, 1966, p. 659.
Flynn-Cephalosporins and Penicillins, pp. 562, 563, (1973).

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