Fujisawa Pharmaceutical Company, Ltd.

Takashi Masugi

Takao Takaya

Hisashi Takasugi

Hiromu Kochi

Kohji Kawabata

Hideaki Yamanaka

Takashi Ogino

Ikuo Ueda

Masakazu Kobayashi

Tadashi Kitaguchi

Kiyoshi Tsuji

Toshiyuki Chiba

Kenzi Miyai

Hideaki Yamanada

A compound of the formula: ##STR1## in which R.sup.2 is lower alkoxymethyl, lower alkylthiomethyl or lower alkenylthiomethyl,

7-acylamino-3-substituted cephalosporanic acid derivatives

Intermediates of the following formula are disclosed: ##STR1## wherein R.sup.1 is aryl; R.sup.2 is carboxy or protected carboxy; Z.dbd.CH.dbd.CH.sub.2, CH.sub.2 --X.sup.2, --CH.sub.2 --P.sup.+ (R.sup.7).sub.3 .X.sup.3 or CH .dbd.P(R.sup.7).sub.3 wherein X.sup.2 and X.sup.3 are each halogen and R.sup.7 is aryl. The compounds are useful as intermediates for cephalosporins.

Cephalosporin intermediates

The invention relates to a compound of antibacterial activity of the formula: ##STR1## in which R.sup.1 is aminothiazolyl which may have halogen, aminothiadiazolyl, aminooxadiazolyl, aminopyridyl, aminopyrimidinyl, acyl aminothiazolyl which may have halogen, di(lower)alkylaminomethyleneaminothiadiazolyl, di(loweralkylaminomethyleneaminooxadiazolyl, or acylaminopyridyl,

7-acylamino-3-vinylcephalosporanic acid derivatives

The compound of the formula: ##STR1## wherein R.sup.2 is carboxy(lower)alkyl or protected carboxy(lower)alkyl, and R.sup.6 is amino or protected amino, or its reactive derivative at the carboxy group effective for transforming the carboxy group into a reactive N-acylating group, or a salt thereof.

Syn-isomer of 3,7-disubstituted-3-cephem-4-carboxylic acid compounds and

A compound of the formula ##STR1## in which R.sup.1 is a group of the formula: ##STR2## wherein R.sup.4 is lower alkyl and R.sup.5 is amino or a protected amino group, R.sup.2 lower alkoxymethyl, lower alkylthiomethyl or lower alkenylthiomethyl, R.sup.3 is carboxy or a protected carboxy group, and A is lower alkylene which may have a substituent selected from the groups consisting of amino, a protected amino group, hydroxy, oxo and a group of the formula:

Amino-pyridinyl and pyrimidinyl intermediates have been synthesized.

7-acylamino-3-vinylcephalosporanic acid derivatives and processes for

The compound 7[2-(aminothiazol-4-yl)-2-methyoxyiminoacetamido]-methylthiomethyl-3-cephe m-4-carboxylic acid or carboxylic ester thereof, or a pharmaceutically acceptable salt thereof is disclosed as an antimicrobial agent.

Cephalosporin intermediates have been synthesized.

Intermediates for cephalosporins have been synthesized.

Syn-isomer of 3,7-disubstituted-3-cephem-4-caroxylic acid compounds and

New syn-isomers of 3-cephem-4-carboxylic acids having anti-bacterial activities, processes for preparation thereof, pharmaceutical compositions thereof, with the acids being substituted at the 3 position with acyloxymethyl, hydroxymethyl, formyl or heterocyclic thiomethyl groups and at the 7 position with alkoxyiminoacetamido substituted with substituted phenyl or substituted thiazolyl.

The invention relates to novel intermediates for the preparation of antimicrobial compounds, the intermediate being a compound of the formula: ##STR1## in which R.sup.2 is carboxy or a protected carboxy group,

The invention relates to novel cephem compounds, of high antimicrobial activity, of the formula: ##STR1## wherein R.sup.1 and R.sup.9 are amino or acylamino; and

Cephem compounds

The invention relates to a process for the preparation of 3-phosphoniummethyl-3-cephem compounds of the formula: ##STR1## wherein R.sub.3 is aryl, or a salt thereof, which is characterized by reacting one equimolar amount of a 3-hydroxymethyl-3-cephem compound of the formula: ##STR2## or a salt thereof, with two or a little over two equimolar amount of triarylphosphine and one or a little over one equimolar amount of iodine, said prepared compounds being useful as intermediates for manufacturing 3-vinyl-3-cephem compounds possessing potent antimicrobial activities.

Process for the preparation of 3-phosphoniummethyl-3-cephem compounds

The invention relates to novel cephem compounds of high antimicrobial activity of the formula: ##STR1## wherein R.sup.1 is amino, lower alkanoylamino, ar(lower)alkanoylamino, amino- or alkanoylaminothiazolyl(lower)alkanoylamino having a lower alkoxyimino, amino- or alkanoylaminothiazolyl(lower)alkanoylamino an ar(lower)alkoxycarbonyl(lower)alkoxyamino, aminothiazolyl(lower)alkanoylamino having a carboxy(lower)alkoxyamino, or aminothiadiazolyl(lower)alkanoylamino having a lower alkoxyimino,

7-[substituted

The invention relates to new antimicrobially active 3-cephem compounds, processes for preparing such compounds, new intermediate compounds comprising alkoxyimino dioxy butyric acid derivatives useful in said processes, and processes for preparation of said intermediates.

Growing community of inventors

Ikeda, Japan

Takashi Masugi