Yamanouchi Pharmaceutical Company Ltd.

Teruaki Ozasa

Masuo Murakami

Kozo Takahashi

Teruya Kashiwagi

Ichiro Isaka

Toichi Takenaka

Yukiyasu Murakami

Isao Souzu

Akio Koda

Kazuharu Tamazawa

Ryutaro Kawai

Norio Sato

Khozi Nakano

An improved process for the displacement of the acetoxy group of a 7-aminocephalosporanic acid by a heterocyclic thiol in the presence of sulfuric acid.

Heterocyclic thiomethylation of the 3-position of 7-aminocephalosporanic

A process of preparing a .DELTA..sup.3 -cephalosporanic acid ester derivative which comprises reacting a cephalosporanic acid sulfoxide ester derivative with thionyl halide or a phosphorous halide. The compounds prepared by the process of this invention are useful as intermediate compounds for preparing cephalosporin antibiotics and the compounds themselves are also potential antibacterials.

Process of preparing cephalosporanic acid ester derivatives

Novel 1-substituted-1, 4-dihydropyridine derivatives, particularly diethyl 1-ethoxymethyl-4-(3-nitrophenyl)-2, 6-dimethyl-1, 4-dihydropyridine-3,5-dicarboxylate are provided. The novel derivatives have cerebral vascular dilator activity with low toxicity.

Sodium

A process of preparing a .DELTA..sup.3 -cephalosporanic acid ester derivative which comrises reacting a cephalosporanic acid sulfoxide ester derivative with thionyl halide or a phosphorous halide. The compounds prepared by the process of this invention are useful as intermediate compounds for preparing cephalosporin antibiotics and the compounds themselves are also potential antibacterials.

The penicillin derivatives represented by the formula ##SPC1## Wherein ring A represents a 5- or 6-membered single or fused ring which may contain one or more nitrogen atoms, an oxygen atom, or a sulfur atom; R.sup.1, R.sup.2, and R.sup.3, which may be the same or different, each represents a hydrogen atom, a hydroxy group, a lower alkyl group, a nitro group, a halogen atom, or an oxo group; and B represents a p-hydroxyphenyl group or a 1,4-cyclohexadien -1-yl group, and their nontoxic pharmaceutically acceptable salts. The compounds are antibiotics having excellent antibacterial activity in particular with respect to the Pseudomonas genus.

Penicillin derivatives

A process for the preparation of cephalosporanic acid derivatives represented by the formula ##SPC1## Wherein R.sub.1 and R.sub.2, which may be the same or different, each represents a univalent group other than a hydrogen atom, said R.sub.1 and R.sub.2 may be combined to form a divalent group and A represents a divalent group represented by the formulae ##SPC2## Wherein R.sub.3 represents a hydrogen atom or a group which does not contribute to the reaction, which comprises heating a penicillin sulfoxide derivative represented by the formula ##SPC3## Wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above. The cephalosporanic acid derivatives prepared by the process of this invention are useful as a starting material for the preparation of antibacterials.

Growing community of inventors

Urawa, Japan

Teruaki Ozasa