Diastereomeric 7-ureidoacetyl cephalosporins. II. 7.BETA.[[[(Aminocarbonyl) amino]-2-thienylacetyl] amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl) thio] methyl]-8-oxo-5-thia-1-azabicyclo [4.2.0] oct-2-ene-2-carboxylic acid.
- 1 January 1978
- journal article
- research article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 31 (6) , 561-569
- https://doi.org/10.7164/antibiotics.31.561
Abstract
The synthesis and antibacterial activity in vitro of 7-methoxylated cephalosporins having a thienylureidoacetyl or a thienylglycyl C-7 side-chain are described. Acylation of 7.beta.-amino-7-methoxycephems with a novel 2-aminooxazolone hydrochloride under neutral conditions gave the thienylureidoacetyl derivatives in good yield with retention of configurations. 7.beta.-[[D-[(Aminocarbonyl)amino]-2-thienylacetyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Na salt (SQ 14,359) had a broad spectrum of antibacterial activity in vitro, particularly against .beta.-lactamase-producing organisms.This publication has 4 references indexed in Scilit:
- Analysis of diastereomeric 7-ureidoacetamido cephalosporins by high-performance liquid chromatographyJournal of Chromatography A, 1978
- Diastereomeric 7-ureidoacetyl cephalosporins. III. Contribution of D- and L-isomers to the growth inhibiting activities of 7.ALPHA.-H and 7.ALPHA.-OCH3 derivatives for gram-positive and gram-negative bacteria.The Journal of Antibiotics, 1978
- Diastereomeric 7-ureidoacetyl cephalosporins. I. Superiority of 7.ALPHA.-H-L-isomers over D-isomers.The Journal of Antibiotics, 1978
- A new semisynthetic 7.ALPHA.-methoxycephalosporin, CS-1170. 7.BETA.-(((cyanomethyl)thio)acetamido)-7.ALPHA.-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-3-cephem-4-carboxylic acid.The Journal of Antibiotics, 1976