Sumitomo Chemical Company, Limited

Hideo Agui

Mitsuo Nakashita

Takenari Nakagome

Toru Mitani

Toshiaki Komatsu

Yasuko Eda

Akio Izawa

Shunji Aono

Ikutaro Saji

Takao Okuda

Eiichi Murayama

Kousaku Okamura

Kiyoto Maeda

Iwao Nakatsuka

Yoshio Hisada

Katsumi Tamoto

A compound of the formula: ##STR1## wherein Ar is a phenyl group substituted with halogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.8 alkylsulfonyl, nitro, trihalomethyl, cyano, C.sub.1 -C.sub.8 alkylamino, di(C.sub.1 -C.sub.8)-alkylamino, amino, hydroxyl, phenyl and/or phenoxy, a naphthyl group or a thienyl group optionally substituted with halogen, which is useful as an antifungal agent.

1,2,4-Triazine derivatives, and their production and use

An N-substituted imidazole compound of the formula: ##STR1## wherein R and R' are independently a phenyl group optionally substituted with one or more halogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.1 -C.sub.8 alkylthio, phenyl, phenoxy, phenylthio, hydroxyl, trifluoromethyl, amino, carbamoyl, di(C.sub.1 -C.sub.8) alkylamino, C.sub.1 -C.sub.8 alkanoylamino, nitro, cyano, carboxy, C.sub.1 -C.sub.8 alkoxycarbonyl, C.sub.1 -C.sub.8 alkylsulfonyloxy or C.sub.1 -C.sub.8 alkanoylpiperazino groups; a C.sub.1 -C.sub.15 alkyl group or a phenyl (C.sub.1 -C.sub.2) alkyl group optionally bearing halogen on the benzene ring, and its acid-addition salts, which is useful as an antifungal agent.

N-Substituted imidazole derivatives, and their use

A process for preparing N-tritylimidazole compounds of the formula: ##STR1## by the reaction between a tritylcarbinol derivative of the formula: ##STR2## and an imidazole derivative of the formula: ##STR3## , characterized in that the reaction is effected in the presence of a phosphorus compound of the formula: ##STR4##

Process for preparing N-tritylimidazole compounds

A method for preventing and eradicating bacterial infectious plant disease which comprises applying to plants a composition containing, as an active ingredient, at least one 4(1H)-oxo-3-quinolinecarboxylic acid derivative represented by the general formula (I): ##STR1## wherein A represents --OCH.sub.2 O--(at the 6 and 7 position) or ##STR2## (at the 5 and 6 position), wherein R.sub.4 represents a hydrogen atom or a lower alkyl group; R.sub.1 represents a hydrogen atom, a lower alkyl group, an amino group, an ammonium group or an alkali metal atom; R.sub.2 represents a lower alkyl group, a halogenated lower alkyl group, a hydroxyalkyl group, an alkenyl group, or an alkoxyl group; and R.sub.3 represents a hydrogen atom or a lower alkyl group.

Systemic antimicrobial quinolines for plant disease

Thiazolo[5,4-f]quinoline-8-carboxylic acid derivatives having either the general formula (I): ##STR1## wherein R.sub.1 is a lower alkyl group, a lower alkenyl group or a benzyl group; or the general formula (III-a): ##STR2## WHEREIN R.sub.3 is a lower alkyl group and X is a halogen atom; and methods for the preparation thereof. The compounds of the general formula (I) are useful as antibacterial agents against gram-negative and gram-positive bacteria. The compounds of the general formula (III-a) are useful as antifungal agents against eumycetes and also as an intermediate in a peparation of the compounds of the general formula (I).

Thiazolo(5,4-f)quinoline-8-carboxylic acid derivatives

Novel antibacterial agents consisting of a 2,3,5,8-tetrahydro-5-alkoxy-8-oxofuro(2,3-g)quinoline-7-carboxylic acid of the formula: ##STR1## wherein R is C.sub.1 -C.sub.4 alkyl, a process for producing the derivatives and pharmaceutical compositions containing the same. The above-identified derivatives possess antibacterial activity against gram-negative bacteria at test concentration levels of about 0.0001 to 1.0 mg/cc.

2,3,5,8-Tetrahydro-5-alkoxy-8-oxofuro(2,3-g)quinoline-7-carboxylic acid

A process for producing a compound of the formula: ##SPC1## Wherein Z is CH or N; R is a lower alkyl group, a lower alkenyl group, a cycloalkyl group or a hydroxyalkyl group; R.sub.1 is a hydrogen atom or lower alkyl group; when Z is N, R.sub.2, R.sub.3 and R.sub.4 are a hydrogen atom, a halogen atom a lower alkyl group, a lower alkoxyl group, a lower hydroxyalkyl group, a lower acyloxyalkyl group, trihalogenoalkyl group, a carboxyl group, a cyano group, or an aralkyl group; when Z is CH, R.sub.2, R.sub.3 and R.sub.4 are a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxyl group, a trihalogenoalkyl group, a cyano group, a nitro group, an alkylmercapto group, a lower alkylenedioxy group, or a lower alkylene bridge attached to the quinoline nucleus, which comprises heating a compound of the formula ##SPC2## Wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Z are as defined above, followed, if desired, by hydrolyzing the product obtained, is disclosed. The product is useful as an antibacterial agent. An intermediate having the formula: ##SPC3## Wherein A is OR or a halogen atom, and R, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and Z are as defined above, and a process for its preparation are also disclosed.

Preparation of 1-(lower

Thiazolo[5,4-f]quinoline-8-carboxylic acid derivatives having either the general formula (I): ##SPC1## wherein R.sub.1 is a lower alkyl group, a lower alkenyl group or a benzyl group; or the general formula (III-a): ##SPC2## Wherein R.sub.3 is a lower alkyl group and X is a halogen atom; and methods for the preparation thereof. The compounds of the general formula (I) are useful as antibacterial agents against gram-negative and gram-positive bacteria. The compounds of the general formula (III-a) are useful as antifungal agents against eumycetes and also as an intermediate in a preparation of the compounds of the general formula (I).

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Toyonaka, Japan

Hideo Agui