Bristol-myers Company

Bristol-myers Squibb Compnay

Hideaki Hoshi

Takayuki Naito

Jun Okumura

Yoshio Abe

Shimpei Aburaki

Hajime Kamachi

Masahisa Oka

Seiji Iimura

Takeshi Ohnuma

Hideo Kamei

The present invention provides antitumor 4'-Demethylepipodophyllotoxin glycosides characterized by the fact that the glycoside moiety is altrose.

Epipodophyllotoxin altroside derivatives

The present invention relates to novel antitumor compounds which are 4'-demethylepipodophylloxtoxin derivatives. More particularly, the novel compounds are 4'-demethylepipodophyllotoxin allopyranosides, allofuranosides, and mannopyranosides.

Epipodophyllotoxin glycosides

This invention provides novel cephalosporin intermediates, 7.beta.-amino-3-[(Z)-1-propen-1-y1]-3-cephem-4-carboxylic acid and esters thereof having the general formula ##STR1## wherein the configuration of the 3-propenyl group is Z sometimes referred to as cis- and R is hydrogen or a conventional carboxy-protected group, or a physiologically hydrolyzable esterifying group, and acid addition salts thereof and the metal salts of the foregoing substance wherein R is hydrogen. These compounds are useful as intermediates for preparation of orally active cephalosporins.

7-amino-3-propenylcephalosporanic acid and esters thereof

3-[(Z)-1-Propen-1-yl]-7-acylamido cephalosporins in which the 7-acyl group is phenylglycyl or substituted phenylglycyl are orally active antibiotics against Gram+ and Gram- bacteria.

Substituted vinyl cephalosporins

The present invention relates to 7-[(D)-2-amino-2-(3-hydroxyphenyl)acetamido]-3-[(Z)-1-propenyl]-3-cephem-4 -carboxylic acid, which is an orally active antibiotic against Gram-positive and Gram-negative bacteria.

3-Propenyl cephalosporin derivatives

The penicillin of the formula ##STR1## and its pharmaceutically acceptable salts and physiologically hydrolyzed esters possess antibacterial activity and are particularly valuable in treating Pseudomonas infections.

Novel penicillins

Certain 7-acylamido-3-(2-carboxyalkyl-2,3-dihydro-s-triazolo[4,3-b]pyridazin-3-on- 6-ylthiomethyl)-3-cephem-4-carboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. A preferred embodiment was 7-[o-(methylaminomethyl)phenylacetamido]-3-(2-carboxyalkyl-2,3-dihydro-s-t riazolo[4,3-b]pyridazin-3-on-6-ylthiomethyl)-3-cephem-4-carboxylic acid.

Growing community of inventors

Ichikawa, Japan

Hideaki Hoshi