Ss Pharmaceutical Co., Ltd.

Tatsuhiko Katori

Hideaki Matsuda

Susumu Sato

Kazuhiko Irinoda

Takemitsu Asaoka

Hidehiko Kohya

Tadayuki Kuraishi

Minoru Tokizawa

Hiroyuki Mizuno

Haruyoshi Honda

Kinichi Mogi

Akihiro Shibata

Koichi Yokoi

Hiroshi Hasegawa

Noriaki Shioiri

Kazuo Isomae

Tadayuki Kouda

Kenichi Kukita

Teruo Koumoto

Yoshikuni Itoh

Chikako Kiyohara

Masaru Matsumoto

Naokata Taido

Mari Ohtsuka

Fumio Ishii

Tadashi Narita

Ryuichi Kawahara

Norimitsu Umehara

Junji Oono

Yoshihiro Nishikawa

Masaki Ogawa

Seiji Ishizeki

Ryohta Tatezaki

Kimihiro Kanemitsu

Yuko Yoshida

Hitoshi Nakazawa

Mari Otsuka

Fujiko Koono

Quinoline carboxylic acid derivatives

Novel imidazole derivatives and their acid adducts are disclosed. The imidazole derivatives are represented by formula: ##STR1## wherein R.sub.1 represents an alkyl group, R.sub.2 represents a hydrogen atom, an alkyl group which may have a substituent, or an aralkyl group which may have a substituent, provided that R.sub.1 and R.sub.2 are not both methyl groups at the same time. They have strong antimicrobial activity, especially against those fungi belonging to the genera Candida, Trichophyton, Microsporum, and Epidermorphyton, as well as against Gram-positive bacteria, and thus is useful as an antimicrobial agent.

Imidazole derivative

An expectorant comprising a hydroxyalkylcysteine derivative of the following formula (I) is disclosed. ##STR1## wherein n represents an integer of 1 to 4. The expectorant is stabile, has little side effects and toxicity, and exhibits an excellent expectorant effect.

Expectorant comprising hydroxyalkylcysteine derivative

A platinum complex having the following formula (I) is disclosed, ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and each independently represents a methyl group or an ethyl group, and the configuration of 1,2-diaminocyclohexane is either cis-, trans-l-, trans-d-, or trans-dl-. The compound possess excellent antitumor activity with a high therapeutic index and abundant water solubility, and thus are effective as an antitumor agent.

Novel platinum complex

A pyrrole derivative having excellent anti-microbial activities is disclosed. This compound is represented by the following formula (I): ##STR1## wherein X.sub.1 and X.sub.2 are the same or different and mean individually a halogen atom, R.sub.1 denotes an alkyl, cycloalkyl, haloalkyl, alkenyl, substituted or unsubstituted phenyl, substituted or unsubstituted aralkyl group or a group --COR.sub.3 in which R.sub.3 is an alkyl group having at least five carbon atoms or a cycloalkyl, haloalkyl, alkenyl, substituted or unsubstituted phenyl, substituted or unsubstituted aralkyl, or heterocyclic group, and R.sub.2 stands for a hydrogen or halogen atom or an alkyl group, with a proviso that R.sub.1 is other than a hydrogen atom or methyl group when X.sub.1, X.sub.2 and R.sub.2 are each a bromine atom.

Pyrrole derivatives

A platinum complex having a superior antitumor activity is disclosed. The platinum complex has a structure represented by the formula: ##STR1## wherein A and B independently represent a lower alkanoyloxy group which may have a halogen atom substituent, or in combination represent a group: ##STR2## wherein R.sub.1 and R.sub.2 independently represent a hydrogen atom, a hydroxyl group, or a lower alkyl group, or in combination with each other and with the adjacent carbon atom a cyclobutane ring, and R.sub.3 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, a halogen atom, a sulfo group, or nitro group.

A method of curing or alleviating hepatic disease comprising administrating to the patient 1,3-dithiole-2-thione or 1,3-dithiolane-2-thione is disclosed. Adminstration of the compound can be made in various dosing forms, including tablets, granules, powders, capsules, suspensions, injections, and suppositories. Normal dosing amount can be determined from the range of 0.01 to 50 mg/kg/day for oral administration, and 0.002 to 10 mg/kg/day for injection or other forms of administration.

Method of curing hepatic disease

A quinoline derivative represented by the following formula is disclosed. ##STR1## wherein R.sub.1 represents a hydrogen atom or an alkyl group which may contain a substituent and R.sub.2 represents an alkyl group which may contain a substituent, or R.sub.1 and R.sub.2 in combination with each other and with the adjacent nitrogen atom from a ring which may contain a nitrogen atom other than said adjacent nitrogen atom, an oxygen atom, or a substituent, and R.sub.3 represents a cyano group, a carbamoyl group, or a lower alkoxycarbonyl group. The compound exhibits superior cardiotonic activity and vasodilative activity, and thus is effective as a medicine.

Quinoline derivatives

Novel imidazole derivatives and their acid adducts are disclosed. The imidazole derivatives are represented by formula: ##STR1## wherein R.sub.1 represents an alkyl group, R.sub.2 represents a hydrogen atom, an alkyl group which may have a substituent, or an aralkyl group which may have a substituent, provided that R.sub.1 and R.sub.2 are not both methyl groups at the same time. They have strong antimicrobial activity, especially against those fungi belonging to the genera Candida, Trichophyton, Microsporum, and Epidermorphyton, as well as against Gram-positive bacteria, and thus are useful as an antimicrobial agent.

Novel hydroxyalkylcysteine derivatives of the following formula (I) and an expectorant comprising the same are disclosed. ##STR1## wherein n represents an integer of 5 to 24. The expectorant is stabile, has little side effects and toxicity, and exhibits an excellent expectorant effect.

Hydroxyalkylcysteine derivative and expectorant containing the same

Platinum complex

Novel .gamma.-butyrolactone derivatives having strong ACE inhibitory activity are provided. They are represented by the following general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 may be the same or different and mean individually a hydrogen atom or a straight-chain or branched alkyl or cycloalkyl group, or R.sup.1 and R.sup.2 are bonded together to mean an alkylene group having 2-6 carbon atoms, R.sup.3 denotes a hydrogen atom or a lower alkyl, aralkyl, amino lower alkyl or lower alkoxycarbonylamino lower alkyl group, R.sup.4 means a lower alkyl, cycloalkyl or aralkyl group, R.sup.5 means a hydrogen atom or a lower alkyl group, or R.sub.4 and R.sub.5 are bonded together to denote an alkylene group having 2-4 carbon atoms, and R.sup.6 stands for a hydrogen atom or a lower alkyl or aralkyl group; or a pharmacologically acceptable salt thereof.

Novel gamma-butyrolactone derivatives

A 8-piperazinyl-1,7-naphthyridine derivative represented by the following formula (I): ##STR1## in which R represents a hydrogen atom, formyl group, acyl group, aroyl group, heteroaroyl group, substituted phenyl group, pyridyl group, aralkyl group or substituted or unsubstituted benzenesulfonyl group; and an acid adduct salt thereof. The compound has excellent antiinflammatory, antiarrhythmic and cardiotonic effects, and thus is useful as an antiinflammatory drug and a medicine for circulatory organs.

8-Piperazinyl-1,7-naphthyridine derivative having pharmaceutical activity

Derivatives of 3-acylamino-3-deoxyallose represented by the following formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 may be hydrogen atoms, or R.sup.1 and R.sup.2, and R.sup.3 and R.sup.4 may be in combination an isopropylidene group, R.sup.5 represents a hydrogen atom or alkyl group, and R.sup.6 represents a hydrogen atom or acyl group, are disclosed. One of the typical compound 3-deoxy-3-(3-tetradecanoyloxytetradecanoylamino)-1,2:5,6-di-O-isopropylide ne- .alpha.-D-allofuranose is prepared by reacting 3-tetradecanoyloxytetradecanoic acid and 3-amino-3-deoxy-1,2:5,6-di-O-isopropylidene-.alpha.-D-allofuranose in the presence of N,N'-dicyclohexylcarbodiimide, as a dehydrating agent. The compound has an excellent carcinostatic activity.

3-acylamino-3-deoxyallose derivatives

Derivatives of .alpha.,.alpha.-trehalose-6,6'-fatty acid diester having phosphoric ester groups in the molecule which are useful as a carcinostatic agent. One of the derivatives may be prepared by reacting diphenylphosphoryl chloridate with a derivative of 2,3,2',3'-tetra-O-benzyl-.alpha.,.alpha.-trehalose-6,6'-fatty acid diester. Another derivative may be obtained by substituting benzyl groups at 2,3,2',3' positions of trehalose with hydrogen atoms.

Derivative of .alpha., .alpha.-trehalose and a process for preparing the

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Tone, Japan

Tatsuhiko Katori