Patents by Inventor Michihiro Yamamoto
Michihiro Yamamoto 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: 4096144Abstract: 1,4-Substituted-2(1H)-quinazolinone derivatives are prepared by contactng a 2-aminophenyl ketone derivative with an alkaline agent such as alkali metal, alkali metal hydride, alkali metal amide, etc., reacting the thus obtained metal salt of 2-aminophenyl ketone derivative with a reactive ester of alcohols, reacting the thus obtained 2-(N-mono-substituted amino)-phenyl ketone derivative with a lower alkyl haloformate or a benzyl haloformate, and reacting the thus obtained carbamate derivative with ammonia. The 1,4-substituted-2(1H)-quinazolinone derivatives have excellent pharmacological properties, particularly as anti-inflammatory and analgesic effects.Type: GrantFiled: July 1, 1975Date of Patent: June 20, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Michihiro Yamamoto, Masao Koshiba, Shigeho Inaba, 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
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Patent number: 4067868Abstract: 2(1H)-Quinazolinone derivatives, which are useful as anti-inflammatory agents, are prepared by heating or hydrolyzing an acylurea derivative. The acylurea derivative can be prepared by either reacting an indole derivative with an oxidizing agent or reacting an imidazolidine derivative with water, an alkanol or ammonia.Type: GrantFiled: March 26, 1976Date of Patent: January 10, 1978Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Kazuo Mori, Michihiro Yamamoto, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
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Patent number: 4048168Abstract: 3,4-Dihydro-2(1H)-quinazolinone derivatives of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen, lower alkyl, lower alkylthio or lower alkoxy, or, when taken together, R.sub.1 and R.sub.2 may form methylenedioxy; R.sub.3 is polyhalo-lower alkyl; R.sub.4 is phenyl, halophenyl, lower alkoxyphenyl, lower alkylphenyl or thienyl; and X is oxygen or sulfur, which are known to be very useful intermediates for the preparation of anti-inflammatory and analgesic agents, are obtained in a high yield by reacting a compound of the formula, ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and X are as defined above, with a compound of the formula,R.sub.4 --CHOwherein R.sub.4 is as defined above, with heating in the presence of a zinc halide as a catalyst.Type: GrantFiled: December 27, 1976Date of Patent: September 13, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Michihiro Yamamoto, Shigenari Katayama, Masao Koshiba, Hisao Yamamoto
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Patent number: 4010154Abstract: 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.Type: GrantFiled: August 16, 1974Date of Patent: March 1, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Hisao Yamamoto, Shigeho Inaba, Toshiyuki Hirohashi, Michihiro Yamamoto, Kikuo Ishizumi, Mitsuhiro Akatsu, Isamu Maruyama, Kazuo Mori, Yoshiharu Kume, Takahiro Izumi
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Patent number: 4002611Abstract: A 1-alkyl-1,2,4,5-tetrahydro-3H-1,4-benzodiazepine derivative is produced by contacting a 1-aminoethyl-indole derivative with a suitable oxidizing agent and then reducing the resulting 1-acyl-2,3-dihydro-1H-1,4-benzodiazepine derivative. The starting 1-aminoethyl-indole derivative is prepared by subjecting a 3-phenyl-indole derivative to cyanomethylation (or carbamoylemethylation) and then reducing the resulting 1-cyanomethyl- (or 1-carbamoylmethyl)-indole derivative. The 1-acyl-1,2,4,5-tetrahydro-3H-1,4-benzodiazepine derivative is useful as a tranquillizer, muscle-relaxant, etc.Type: GrantFiled: February 7, 1969Date of Patent: January 11, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Hisao Yamamoto, Shigeho Inaba, Tadashi Okamoto, Toshiyuki Hirohashi, Kikuo Ishizumi, Michihiro Yamamoto, Isamu Maruyama, Kazuo Mori, Tsuyoshi Kobayashi
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Patent number: 4002755Abstract: Triazoloquinazolines of the formula, ##STR1## wherein R.sub.1 is C.sub.1.sub.-4 alkyl or aryl; R.sub.2 and R.sub.3 are independently hydrogen, halogen, trifluoromethyl, nitro, C.sub.1.sub.-4 alkyl or C.sub.1.sub.-4 alkoxy, or R.sub.2 and R.sub.3 together may form methylenedioxy; and R.sub.4 is hydrogen, C.sub.1.sub.-4 alkyl, aralkyl, C.sub.1.sub.-4 haloalkyl, or C.sub.3.sub.-6 cycloalkyl; and pharmaceutically acceptable acid addition salts thereof are prepared by (a) reacting a 2-hydrazinoquinazoline derivative with a carboxylic acid or reactive derivative thereof, (b) cyclizing a 2-acylhydrazinoquinazoline derivative with heating or (c) reacting a triazolylbenzophenone derivative with ammonia. Said triazoloquinazolines and pharmaceutically acceptable acid addition salts thereof show excellent anti-inflammatory and analgesic activities.Type: GrantFiled: February 25, 1975Date of Patent: January 11, 1977Assignee: Sumitomo Chemical Company, LimitedInventors: Michihiro Yamamoto, Shigeaki Morooka, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
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Patent number: 3989829Abstract: Benzodiazepine derivatives of the formula, ##SPC1##Wherein R.sub.1 is a C.sub.2-4 alkenyl group, R.sub.2 is a halogen atom and R.sub.3 is a hydrogen or halogen atom, which are useful as minor tranquilizer and anticonvulsant. These compounds are prepared by reacting a compound of the formula, ##SPC2##Wherein R.sub.1, R.sub.2, and R.sub.3 are as defined above, with a compound of the formula, ##EQU1## wherein X is an oxygen or sulfur atom.Type: GrantFiled: July 10, 1975Date of Patent: November 2, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Hisao Yamamoto, Shigeho Inaba, Toshiyuki Hirohashi, Michihiro Yamamoto, Kikuo Ishizumi, Mitsuhiro Akatsu, Isamu Maruyama, Yoshiharu Kume, Kazuo Mori, Takahiro Izumi
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Patent number: 3980645Abstract: Fused quinazolinone derivatives of the formula, ##SPC1##Wherein R.sub.1 and R.sub.2 are individually hydrogen, C.sub.1.sub.-4 alkyl, C.sub.1.sub.-4 alkoxy, nitro, C.sub.1.sub.-4 alkylsulfonyl or halogen; R.sub.3 is pyridyl, thienyl or a group of the formula ##SPC2##Wherein R.sub. 4 is hydrogen or halogen; R is hydrogen, C.sub.1.sub.-4 alkyl, C.sub.2.sub.-5 alkenyl, aralkyl, (C.sub.3.sub.-6 cycloalkyl)C.sub.1.sub.-4 alkyl, (C.sub.1.sub.-4 alkoxy)C.sub.1.sub.-4 alkyl, (C.sub.1.sub.-4 alkylthio)C.sub.1.sub.-4 alkyl, hydroxy-C.sub.1.sub.-4 alkyl or C.sub.2.sub.-5 alkanoyloxy-C.sub.1.sub.-4 alkyl; Y is oxygen, or a group of the formula N - R.sub.5, wherein R.sub.5 is hydrogen or C.sub.1.sub.-4 alkyl; and Z is C.sub.2.sub.-5 alkylene or alkenylene, are prepared by reacting a trihaloacetamidophenyl ketone derivative of the formula, ##SPC3##Wherein R.sub.1, R.sub.2, R.sub. 3 and R are as defined above; and X.sub.1, X.sub.2 and X.sub.3 are halogen, with an amine of the formula, HY - Z - NH.sub.Type: GrantFiled: November 7, 1974Date of Patent: September 14, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Shigeho Inaba, Michihiro Yamamoto, Kikuo Ishizumi, Kazuo Mori, Masao Koshiba, Hisao Yamamoto
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Patent number: 3970654Abstract: Quinazolinone derivatives of the formula, ##SPC1##Wherein R is a polyalicyclic hydrocarbon group; R.sup.1 and R.sup.2 are independently a hydrogen atom, a nitro group, a trifluoromethyl group or a methylsulfonyl group; R.sup.3 is a phenyl group, a substituted phenyl group, a pyridyl group or a thienyl group; and n is 0 or an integer of 1 to 3, have potent antiviral activity with low toxicities. These compounds can be prepared using a variety of processes analogous to known methods, for example, by oxidizing a 3,4-dihydro-2(1H)-quinazolinone having a polyalicyclic hydrocarbon group bonded through an alkylene group at the 1 position.Type: GrantFiled: July 30, 1974Date of Patent: July 20, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Michihiro Yamamoto, Shigeaki Morooka, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
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Patent number: 3953446Abstract: Quinazoline derivatives which have anti-inflammatory, antiviral, uricosuric activities are prepared by reacting an indole-2-carbonylazide derivative with an oxidizing agent under mild conditions.Type: GrantFiled: August 5, 1974Date of Patent: April 27, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Kikuo Ishizumi, Kazuo Mori, Michihiro Yamamoto, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
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Patent number: 3950526Abstract: Quinazoline derivatives represented by the formula ##SPC1##Wherein R.sub.1 and R.sub.2 are individually a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, a nitro group, a lower alkylthio group or a lower alkylsulfonyl group; R.sub.3 is a hydrogen atom, a lower alkyl group, a lower cycloalkyl group, a napthyl group, a furyl group or a thienyl group; R.sub.4 is a lower cycloalkyl group or a trihalomethyl group; and n is an integer of 1 to 3, are novel compounds and have excellent pharmacological properties, particularly as anti-inflammatory and analgesic effects with low toxicity. They can be prepared by treating with ammonia a trihaloacetamidophenylketone derivative of the formula, ##SPC2##Wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above; R is a hydrogen atom or a group of the formula --C.sub.n H.sub.2n --R.sub.4 ; and X is a halogen atom.Type: GrantFiled: October 25, 1974Date of Patent: April 13, 1976Assignee: Sumitomo Chemical Company, LimitedInventors: Shigeho Inaba, Michihiro Yamamoto, Kikuo Ishizumi, Kazuo Mori, Masao Koshiba, Hisao Yamamoto