Patents by Inventor Kikuo Ishizumi
Kikuo Ishizumi has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 4937249Abstract: A compound of the formula: ##STR1## or its acid addition salt, which is useful as a psychotic drug.Type: GrantFiled: October 25, 1988Date of Patent: June 26, 1990Assignee: Sumitomo Pharmaceuticals Company, LimitedInventors: Fujio Antoku, Mayumi Yoshigi, Ikutaro Saji, Kikuo Ishizumi
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Patent number: 4843078Abstract: A succinimide derivative of the formula: ##STR1## wherein R is a pyridyl or pyrimidinyl group substituted with at least one member selected from the group consisting of halogen, lower alkyl, lower alkoxy, cyano, benzyloxy, hydroxyl and amino, and n is an integer of 1 or 2, or a pharmaceutically acceptable acid addition salt thereof. The succinimide derivatives are useful as an anti-anxiety drugs.Type: GrantFiled: April 15, 1988Date of Patent: June 27, 1989Assignee: Sumitono Pharmaceutical Company, LimitedInventors: Kikuo Ishizumi, Fujio Antoku, Isamu Maruyama, Atsuyuki Kojima
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Patent number: 4745117Abstract: A compound of the formula: ##STR1## wherein A is a carbonyl group or a sulfonyl group;B is either one of the formulas: ##STR2## (in which E is a methylene group, an ethylene group or an oxygen atom and a full line accompanying a broken line ( ) indicates a single bond or a double bond), ##STR3## (in which F is a methylene group or an ethylene group and a full line accompanying a broken line ( ) is as defined above) and ##STR4## (in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each a hydrogen atom or a methyl group) when A represents a carbonyl group, or B is a 1,2-phenylene group when A represents a sulfonyl group;D is an ethylene group, an ethenylene group or an ethynylene group, of which one or more may be optionally substituted with hydroxyl; andn is an integer of 0, 1 or 2, or its acid addition salt. These compounds are useful for the treatment or psychosis.Type: GrantFiled: March 27, 1986Date of Patent: May 17, 1988Assignee: Sumitomo Pharmaceuticals Company, LimitedInventors: Kikuo Ishizumi, Fujio Antoku, Isamu Maruyama, Atuyuki Kojima
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Patent number: 4695580Abstract: Novel phenylserine derivatives of the formula: ##STR1## and pharmaceutically acceptable acid addition salts thereof, pharmaceutical compositions, and a process for preparing the compounds are disclosed. The phenylserine derivatives and pharmaceutically acceptable acid addition salts are capable of inhibiting the biosynthesis of leucotrienes and/or antagonistic activity against SRS-A and hence are useful for prophylaxis and treatment of various allergic diseases (e.g. bronchial asthma, allergic nasitis, urticaria), ischemic heart diseases, ischemic encephalopathy, inflammation, or the like.Type: GrantFiled: December 19, 1984Date of Patent: September 22, 1987Assignee: Sumitomo Pharmaceuticals Company, Ltd.Inventors: Naohito Ohashi, Shoji Nagata, Masashi Nakatsuka, Kikuo Ishizumi, Junki Katsube, Shunji Aono, Teruo Sakurama
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Patent number: 4673668Abstract: 9-Aminonaphthacene derivative having the formula: ##STR1## wherein R.sup.1 and R.sup.2 are both hydrogen atoms or either one of them is a hydrogen atom and the other is hydroxy group or methoxy group; R.sup.3 is acetyl group or 1-hydroxyethyl group; R.sup.4 is a hydrogen atom; R.sup.5 is a hydrogen atom, hydroxy group, lower alkanoyloxy group, amino group, halogen-substituted lower alkanoylamino group or morpholino group; R.sup.6 is a hydrogen atom, hydroxy group, lower alkanoyloxy group or tetrahydropyranyloxy group; R.sup.7 is a hydrogen atom or methyl group; R is a hydrogen atom; and n is zero or one, which is useful as anti-cancer chemical agents with lower toxicity and with little local irritation and is able to orally be applied.Type: GrantFiled: April 10, 1985Date of Patent: June 16, 1987Assignee: Sumitomo Pharmaceuticals CompanyInventors: Kikuo Ishizumi, Naohito Ohashi, Norihiko Tanno, Hiromi Sato, Masaru Fukui, Shinya Morisada
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Patent number: 4610986Abstract: A (7S,9S) isomer or its racemic modification of the aminonaphthacene derivative of the formula: ##STR1## wherein R.sup.1 is a hydrogen atom, a hydroxyl group or a lower alkoxy group, R.sup.2 is a hydrogen atom or a hydroxyl group, R.sup.3 and R.sup.4 are each a lower alkoxy group or, when taken together, represent an ethylenedioxy group or an oxo group, A is an ethylene group optionally bearing at least one lower alkyl and Q is a hydroxyl group, a lower alkoxy group or a dimethylamino group, or an acid addition salt thereof, which is useful as an anti-tumor agent.Type: GrantFiled: October 12, 1984Date of Patent: September 9, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Michihisa Muramatsu, Norihiko Tanno, Hiromi Sato, Noboru Yoshida
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Patent number: 4598078Abstract: A succinimide derivative of the formula: ##STR1## wherein A is straight or branched C.sub.2 -C.sub.6 alkylene or alkenylene, B is straight or branched C.sub.3 -C.sub.5 alkylene, D is straight or branched C.sub.2 -C.sub.3 alkylene, E is straight or branched C.sub.2 -C.sub.3 alkylene, R.sup.1 and R.sup.2 are each hydrogen or C.sub.1 -C.sub.4 alkyl, or they may form a single bond and R.sup.3 is a phenyl group optionally substituted with C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen and/or trifluoromethyl, a 2-pyridyl group optionally substituted with halogen, a 2-pyrimidyl group optionally substituted with halogen, a group of the formula: ##STR2## (in which R.sup.4 is hydrogen or phenyl), a group of the formula: CO--R.sup.5 (in which R.sup.5 is adamantyl or furyl) or hydroxy (C.sub.2 -C.sub.4) alkyl, and an acid addition salt thereof, which are useful as anti-anxiety drugs and/or anti-allergic drugs.Type: GrantFiled: October 19, 1983Date of Patent: July 1, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Fujio Antoku, Yukio Asami
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Patent number: 4562263Abstract: A process for producing racemic or optically active threo- or erythro-3-(3,4-dihydroxyphenyl)serine which comprises phthaloylating the amine group of a racemic or optically active threo- or erythro-3-(3,4-dihydroxyphenyl)serine derivative to yield a racemic or optically active threo- or erythro-N-phthaloyl-3-(3,4-dihydroxyphenyl)serine derivative and removing the phthaloyl group from the racemic or optically active threo- or erythro-N-phthaloyl-3-(3,4-dihydroxyphenyl)-serine to yield the racemic or optically active threo- or erythro-3-(3,4-dihydroxyphenyl)serine.Type: GrantFiled: May 25, 1984Date of Patent: December 31, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Naohito Ohashi, Shoji Nagata, Kikuo Ishizumi
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Patent number: 4545936Abstract: An aminonaphthacene derivative of the formula: ##STR1## wherein R.sup.1 is a hydrogen atom, a hydroxyl group or a lower alkoxy group, R.sup.2 is a hydrogen atom or a hydroxyl group, R.sup.3 is a hydrogen atom or a lower alkanoyl group and R.sup.4 and R.sup.5 are, same or different, each a hydrogen atom, a lower alkyl group, a lower hydroxyalkyl group or a group of the formula: ##STR2## wherein A is an alkylene group which may have one or more lower alkyl substituent(s) and R.sup.6 and R.sup.7 are, same or different, each a hydrogen atom, a lower alkyl group, a lower hydroxyalkyl group or a lower aminoalkyl group, and an acid addition salt thereof, which is useful as anti-tumor agent.Type: GrantFiled: May 4, 1984Date of Patent: October 8, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Michihisa Muramatsu, Hiromi Sato, Norihiko Tanno, Noboru Yoshida
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Patent number: 4544635Abstract: A process for preparing an optically active cis-1,3-dibenzylhexahydro-1H-furo[3,4-d]imidazole-2,4-dione of the formula: ##STR1## wherein an asterisk (*) indicates an asymmetric carbon, Bzl represents a benzyl group and the 3a- and 6a-positions take the cis-configuration, which comprises reducing selectively an optically active cis-imidazolidinedicarboxylic acid monoester of the formula: ##STR2## wherein R is a C.sub.1 -C.sub.6 alkyl group and Bzl is as defined above with a reducing agent at either one of the carboxyl group and the alkoxycarbonyl group in the said monoester, followed by cyclization.Type: GrantFiled: February 13, 1984Date of Patent: October 1, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Naohito Ohashi, Kozo Shimago, Takaharu Ikeda, Kikuo Ishizumi
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Patent number: 4543355Abstract: Succinimide derivatives representable by the following formula: ##STR1## wherein X and Y are combined to form a group of the formula: ##STR2## (wherein A is an oxygen atom, a methylene group or an ethylene group and a full line accompanying a broken line is a single bond or a double bond) and Z is a hydrogen atom or, X and Z are combined to form a group of the formula: ##STR3## (wherein A and a full line are each as defined above) and Y is a hydrogen atom, R is a phenyl group, optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or trifluoromethyl, a 2-pyridyl group or a 2-pyrimidinyl group and n is an integer of 3 or 4, and pharmaceutically acceptable acid addition salts thereof, which are useful as antianxious substances.Type: GrantFiled: January 8, 1985Date of Patent: September 24, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Fujio Antoku, Yukio Asami
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Patent number: 4540695Abstract: Aminonaphthacene derivatives of the formula: ##STR1## wherein A is either one of the following groups: ##STR2## wherein R.sup.1 is a hydrogen atom or a group of the formula: --COR.sup.7, R.sup.2 and R.sup.3 are each a lower alkoxy group or, when taken together, represent an ethylenedioxy group or an oxo group, R.sup.4 and R.sup.5 are both hydrogen atoms or either one of them is a hydrogen atom and the other is a group of the formula: --COR.sup.7, R.sup.6 is a hydrogen atom, a hydroxyl group or a group of the formula: --OCOR.sup.7 and R.sup.7 is a lower alkyl group, a halo(lower)alkyl group, a phenyl group or a halophenyl group, which are useful as anti-microbial and/or anti-tumor agents, or as intermediates in their production.Type: GrantFiled: August 11, 1982Date of Patent: September 10, 1985Assignee: Sumitomo Chemical Co., Ltd.Inventors: Kikuo Ishizumi, Naohito Ohashi, Michihisa Muramatsu
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Patent number: 4507303Abstract: Succinimide derivatives representable by the following formula: ##STR1## wherein X and Y are combined to form a group of the formula: ##STR2## (wherein A is an oxygen atom, a methylene group or an ethylene group and a full line accompanying a broken line ( ) is a single bond or a double bond) and Z is a hydrogen atom or, X and Z are combined to form a group of the formula: ##STR3## (wherein A and a full line are each as defined above) and Y is a hydrogen atom, R is a phenyl group, optionally substituted with halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or trifluoromethyl, a 2-pyridyl group or a 2-pyrimidinyl group and n is an integer of 3 or 4, and pharmaceutically acceptable acid addition salts thereof, which are useful as antianxious substances.Type: GrantFiled: December 1, 1982Date of Patent: March 26, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Fujio Antoku, Yukio Asami
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Patent number: 4496739Abstract: A process for preparing an optically active cis-1,3-dibenzylhexahydro-1H-furo[3,4-d]imidazole-2,4-dione of the formula: ##STR1## wherein an asterisk (*) indicates an asymmetric carbon, Bzl represents a benzyl group and the 3a- and 6a-positions take the cis-configuration, which comprises reducing selectively an optically active cis-imidazolidinedicarboxylic acid monoester of the formula: ##STR2## wherein R is a C.sub.1 -C.sub.6 alkyl group and Bzl is as defined above with a reducing agent at either one of the carboxyl group and the alkoxycarbonyl group in the said monoester, followed by cyclization, the said monoester being the one obtainable by hydrolysis of a cis-imidazolidinedicarboxylic acid diester of the formula: ##STR3## wherein R and Bzl are each as defined above with an enzymatic material having a capability of hydrolyzing the ester group in the said diester.Type: GrantFiled: January 25, 1983Date of Patent: January 29, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Naohito Ohashi, Kozo Shimago, Takaharu Ikeda, Kikuo Ishizumi
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Patent number: 4480109Abstract: A process for producing an optically active threo-3-(3,4-dihydroxyphenyl)serine represented by the formula ##STR1## which is useful as a remedy for peripheral orthostatic hypotension or as an antidepressant, which process comprises treating threo-3-(3,4-methylenedioxyphenyl)serine or an N-carbobenzoxy derivative thereof represented by the formula ##STR2## wherein A represents a hydrogen atom or a carbobenzoxy group, with a Lewis acid to form threo-3-(3,4-dihydroxyphenyl)serine or an N-carbobenzoxy derivative thereof represented by the formula ##STR3## wherein A is as defined above, and, if A is a carbobenzoxy group, catalytically reducing the resulting compound of formula [2]; a racemic or optically active threo-N-carbobenzoxy-3-(3,4-methylenedioxyphenyl)serine represented by the formula ##STR4## which is a novel compound useful as an intermediate in the above synthesis; and a process for producing said novel compound.Type: GrantFiled: January 3, 1983Date of Patent: October 30, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Naohito Ohashi, Shoji Nagata, Kikuo Ishizumi
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Patent number: 4325886Abstract: A process for the optical resolution of DL-.alpha.-methyl-.beta.-acylthiopropionic acid, which comprises contacting a DL-.alpha.-methyl-.beta.-acylthiopropionic acid of the formula, ##STR1## wherein R.sub.1 is acetyl or benzoyl which may be substituted with a C.sub.1 -C.sub.3 alkyl or a halogen atom, with an optically active amine of the formula, ##STR2## wherein R.sub.2 is methyl, isopropyl or isobutyl, to form diastereoisomeric salts, subjecting the formed diastereoisomeric salts to the fractional crystallization in a solvent to separate the D-acid salt from the L-acid salt, and then contacting the individual diastereoisomeric salt with acid to give D-.alpha.-methyl-.beta.-acylthiopropionic acid and L-.alpha.-methyl-.beta.-acylthiopropionic acid, the former being useful as an intermediate for synthesizing captopril useful as an antihypertensive agent.Type: GrantFiled: November 24, 1980Date of Patent: April 20, 1982Assignee: Sumitomo Chemical Company, LimitedInventors: Naohito Ohashi, Hiroyuki Mizote, Isamu Maruyama, Shoji Nagata, Kikuo Ishizumi, Junki Katsube
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Patent number: 4263304Abstract: Novel indoloisoquinoline derivatives of the formula, ##STR1## wherein R.sub.1 and R.sub.4 are each hydrogen, a halogen, nitro or C.sub.1-4 alkoxy and R.sub.2 and R.sub.3 are each hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, a C.sub.3-6 cycloalkyl-C.sub.1-3 alkyl or a group of the formula, ##STR2## or -A-O-B wherein A is a C.sub.1 -C.sub.7 alkylene; R.sub.5 and R.sub.6 are each hydrogen or C.sub.1-4 alkyl, or, when taken together with the adjacent nitrogen atom, may form a 5- or 6-membered heterocyclic ring and B is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkenyl or C.sub.2-4 alkanoyl, provided that, when both R.sub.1 and R.sub.4 are hydrogen and R.sub.3 is methyl, then R.sub.2 can not be hydrogen, have potent anti-tumor activities.Type: GrantFiled: February 27, 1979Date of Patent: April 21, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Junki Katsube
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Patent number: 4202895Abstract: 1-Polyhaloalkyl-2(1H)-quinazoline derivatives of the formula, ##STR1## wherein R is polyhaloalkyl having C.sub.2 -C.sub.4 alkyl; and R.sub.1, R.sub.2 and R.sub.3 are individually hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, nitro, trifluoromethyl or halogen, have excellent anti-inflammatory and analgesic activities with very low toxicity. These quinazolinone derivatives can be prepared, for example, by reacting a trihalogenoacetamidobenzophenone derivative with ammonia.Type: GrantFiled: June 14, 1974Date of Patent: May 13, 1980Assignee: Sumitomo Chemical Company, LimitedInventors: Shigeho Inaba, Michihiro Yamamoto, Kikuo Ishizumi, Kazuo Mori, Hisao Yamamoto
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Patent number: 4099002Abstract: 3,4-Dihydro-2(1H)-quinazolinone derivatives of the formula, ##STR1## wherein R.sub.1 and R.sub.2 signify individually a hydrogen atom, a lower alkyl group, a lower alkoxy group, a nitro group, a trifluoromethyl group, a lower alkylthio group, a lower alkylsulfonyl group or a halogen atom; R.sub.3 signifies a phenyl group, a halophenyl group, a lower alkylphenyl group, a lower alkoxyphenyl group, a trifluoromethylphenyl group, a lower cycloalkyl group, a lower cycloalkenyl group, a pyridyl group, a pyrrolyl group, a furyl group, a thienyl group or a naphthyl group; R.sub.Type: GrantFiled: August 8, 1974Date of Patent: July 4, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Shigeho Inaba, Michihiro Yamamoto, Kikuo Ishizumi, Kazuo Mori, Masao Koshiba, Hisao Yamamoto
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Patent number: 4079053Abstract: Novel 1-substituted benzodiazepine derivatives and salt thereof having the formula, ##STR1## wherein R.sub.1 is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a lower alkoxy group or a trifluoromethyl group; R.sub.2 is a pyridyl group or a group of the formula ##STR2## wherein R.sub.5 and R.sub.6 represent individually a hydrogen atom, a halogen atom, a lower alkyl group or a trifluoromethyl group); R.sub.3 is a hydrogen atom or a lower alkyl group; R.sub.4 is a lower alkyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl group; m is 1 or 2; and n is an integer of 1 to 4, and a process for preparation thereof and pharmaceutical use of the same.The benzodiazepine derivatives are effective as tranquillizers, muscle-relaxants and hypnotics.Type: GrantFiled: August 2, 1976Date of Patent: March 14, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Hisao Yamamoto, Shigeho Inaba, Toshiyuki Hirohashi, Michihiro Yamamoto, Kikuo Ishizumi, Mitsuhiro Akatsu, Isamu Maruyama, Kazuo Mori, Yoshiharu Kume, Takahiro Izumi