Meiji Seika Kaisha, Ltd.

Fumio Kai

Shigeo Seki

Takashi Tsuruoka

Taro Niida

Eiichi Akita

Shigeharu Inouye

Kiyoaki Katano

Kunio Atsumi

Masao Koyama

Ken Nishihata

Kuniomi Matsumoto

Keinosuke Miyauchi

Shinichi Kondo

Hitoshi Ikeda

Takashi Yoshida

Katsuyoshi Iwamatsu

Masaji Sezaki

Tetsuro Watanabe

Yujiro Yamada

Shigeharu Inoue

Hiroko Ogino

Tomizo Niwa

Yasuharu Sekizawa

Michiaki Iwata

Takemi Koeda

Shokichi Nakajima

Osamu Makabe

Chuhei Nojiri

Yuzo Kazuno

Shinji Miyado

Toshinori Saito

Yukio Suzuki

Toyoaki Kawasaki

Hitoshi Goi

Bunzo Nomiya

Naotoshi Akai

Yashuharu Sekizawa

Ryoichi Okamoto

Fuguaki Fukuyasu

Yasushi Yusa

Cephalosporin compounds represented by the following formula (I) and pharmaceutically acceptable salts thereof have a broad bactericidal spectrum against various pathogenic bacteria including Psuedomonas aeruginosa and are useful as bactericidal remedies for pathogenic diseases of human and animals: ##STR1## wherein A represents an unsubstituted or substituted pyridylthio group of a formula (I-1); ##STR2## or an unsubstituted or substituted pyridiniumthio group of a formula (I-2): ##STR3## or an unsubstituted or substituted pyridinium group of a formula (I-3); ##STR4## or a 5- or 6-membered heterocyclicthio or bicycloheterocyclicthio group of a formula (I-4):

Cephalosporin derivatives and bactericides containing the same

Triiodoallyl- or iodopropargyl-substituted tetrazole compounds which are prepared by reacting substituted tetrazole compound with reactive derivatives of corresponding triiodoallyl alcohol or iodopropargyl alcohol or by iodinating propargyltetrazole compounds, as well as antibacterial and antifungal compositions for medicinal, agricultural and industrial fields which contain as active ingredient said tetrazole compounds.

Iodoallyl and iodopropargyl substituted tetrazoles and anti-microbial

Triiodoallyl- or iodopropargyl-substituted heterocyclic aromatic compounds which can be prepared by reacting unsubstituted- or substituted nitrogen-containing heterocyclic compounds with corresponding iodine containing alcohol reactive derivatives in the presence of a base in an inert organic solvent. These new heterocyclic aromatic compounds have remarkable antibacterial and antifungal activities and are useful as antibacterial and antifungal agents in medicinal, agricultural and industrial fields.

Disclosed is a novel cephem compound represented by the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and Y are as defined in the specification, which is a useful intermediate for synthesizing various cephalosporin antibiotics having a methoxy group at the 7.alpha.-position thereof. Also disclosed is a process for preparing the same.

Cephem compounds and process for preparing the same

Disclosed is a novel cephem compound represented by the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and n are as defined in the specification, which is a useful intermediate for synthesizing various cephalosporin antibiotics having a methoxy group at the 7.alpha.-position thereof. Also disclosed is a process for preparing the same.

Process for preparing 7-.alpha.-methoxycephem compounds

Novel cephalosporin derivatives having formulae (V) and (III): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.8 and A are defined as in the specification.

Cephalosporin derivatives

This invention relates to novel compounds of the general formula (I): ##STR1## wherein A represents ##STR2## in which B represents a ring-forming residue of a 5- or 6-membered carbon-containing heterocycling ring containing at least one nitrogen atom and which may further contain an oxygen atom in the ring, and R.sub.1 and R.sub.2 are the same or different and each represents an alkyl group having from 1 to 6 carbon atoms, a phenyl group, a phenyl group substituted with an alkyl or alkoxy group having from 1 to 4 carbon atoms or a halogen atom, a benzyl group or a benzyl group substituted with an alkyl or alkoxy group having from 1 to 4 carbon atoms or a halogen atom; n represents 0 or an integer of from 1 to 4 corresponding to the number of X substituents; and X represents a halogen atom, a nitro group, a carboxyl group or a carbamoyl group and when two or more X substituents are present they may be the same or different; agents for controlling agricultural and horticultural plant diseases which contain these novel compounds as active ingredients; and to processes for preparing the novel compounds of formula (I).

Agricultural and horticultural pesticides

Compounds are provided having the general formula I: ##STR1## wherein X represents an hydroxyl group, an acetoxy group or a thiosulfuric acid residue. The formula I compounds are prepared from compounds of the general formula II: ##STR2## wherein R.sub.1 represents hydrogen, a lower alkanoyl group, an arylalkanoyl group, an alkoxycarbonyl group, a lower haloalkoxycarbonyl group, a substituted or unsubstituted aroyl group, a N-arylcarbamoyl group of a substituted or unsubstituted aryl group; R.sub.2 either represents hydrogen or, together with the ##STR3## group, represents a phthalimido group; and X represents an hydroxyl group, an acetoxy group or a thiosulfuric acid residue, or their metal salts or their salts with organic bases, by causing the culture of a cephalosporin C acylase-producing strain of a microorganism, especially a mold, fungus, or the secondary preparation therefrom, to act on the latter compounds II in the presence of an aqueous medium.

Process for the preparation of 7-amino-cephem compounds using mold fungi

A cephalosporin compound represented by the formula (I) or (I') ##STR1## wherein R.sup.1 represents a phenyl group, a 2-thienyl group or a phenoxy group; R.sup.2 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms which may be substituted with a phenyl group, an alkoxy group having 1 to 4 carbon atoms or a halogen atom, or a phenyl group which may be substituted with one or two groups selected from the group consisting of a halogen atom, a nitro group, an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms; R.sup.3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be substituted with a monoalkylamino group having 1 to 4 carbon atoms in the alkyl moiety thereof, a dialkylamino group having 1 to 4 carbon atoms in each alkyl moiety thereof, a halogen atom or a phenyl group which may be substituted with one to three groups selected from the group consisting of a halogen atom, a nitro group, an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms; R.sup.4 represents an alkyl group having 1 to 4 carbon atoms; A has up to 15 carbon atoms and represents a straight or branched chain alkylene group, a straight or branched chain alkenylene group, a straight or branched chain alkadienylene group or a phenylene group, and n is 0 or 1; or the salt thereof; and a process for preparing the same.

Cephalosporin-type antibiotics and process for producing the same

Novel alkyl 2,3,3-triiodoallyl ethers useful as disinfectants are provided by an addition reaction of alkyl-3-iodo-2-propinyl ethers with iodine. The starting alkyl-3-iodo-2-propinyl ethers can be prepared by a new process comprising an alkylation of propargyl alcohol with an alkyl sulfate or alkyl sulfonate in the presence of an alkali, followed by monoiodization of the resulting alkyl-2-propinyl ether. This invention also provides a composition comprising alkyl 2,3,3-triiodoalkyl ethers useful as a poultry feed additive having growth increasing effects and for treating swine scours.

Composition for treating swine scour

Growing community of inventors

Fujisawa, Japan

Fumio Kai