Patents by Inventor Hisao Yamamoto

Hisao 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).

  • Patent number: 4060550
    Abstract: Indolylacetic acid derivatives, which have excellent anti-inflammatory, antipyretic and analgesic activities, represented by the formula, ##STR1## wherein X.sub.1 and X.sub.2 are each methylene; A is an unsubstituted ethylenically unsaturated hydrocarbon chain having up to 5 carbon atoms; m is 0 or 1; n is 1 or 2; R.sub.3 is alkyl having up to 4 carbon atoms; cycloalkyl having 3 to 7 carbon atoms, unsubstituted or C.sub.1 -C.sub.4 alkyl-, nitro-, trifluoromethyl-, methylenedioxy-, ethylenedioxy- or halogen-substituted phenyl, or halogen-, C.sub.1 -C.sub.4 alkyl- or phenyl-substituted or benzene ring-condensed C.sub.3 -C.sub.7 cycloalkyl, or unsubstituted or halogen-, C.sub.1 -C.sub.4 alkyl- or phenyl-substituted or benzene ring-condensed C.sub.5 -C.sub.6 cycloalkenyl; and B is ##STR2## .
    Type: Grant
    Filed: January 23, 1976
    Date of Patent: November 29, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michio Kimura, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4048168
    Abstract: 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: Grant
    Filed: December 27, 1976
    Date of Patent: September 13, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michihiro Yamamoto, Shigenari Katayama, Masao Koshiba, Hisao Yamamoto
  • Patent number: 4045560
    Abstract: Novel morpholine compounds of the formula: ##STR1## wherein R.sub.1 represents hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.5 alkenyl, aryl(C.sub.1 -C.sub.4)alkyl or (C.sub.3 -C.sub.6)cycloalkyl(C.sub.1 -C.sub.4)alkyl and n represents 1 or 2, and their non-toxic salts, which are useful as antidepressants and can be produced by various methods.
    Type: Grant
    Filed: July 7, 1976
    Date of Patent: August 30, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Sunagawa, Hiromi Sato, Junki Katsube, Hisao Yamamoto
  • Patent number: 4044003
    Abstract: 1,4-Benzodiazepine derivatives of the formula, ##STR1## wherein R.sub.1 is hydrogen, a lower alkyl, a haloalkyl, a cycloalkylalkyl, an alkoxyalkyl, an acyloxyalkyl, an alkylthioalkyl, an alkylaminoalkyl, a dialkylaminoalkyl, a hydroxyalkyl, carbamoyl, or an N-alkylcarbamoyl; R.sub.2 is hydrogen or a lower alkyl; X is hydrogen, a halogen, nitro, or trifluoromethyl; A is a group of the formula, ##STR2## (wherein Y and Z each represent hydrogen, a halogen, a lower alkyl, or nitro) and a salt thereof, are prepared by reacting a 1,4-benzodiazepin-2-one compound of the formula, ##STR3## wherein R.sub.1, R.sub.2, X, Y and Z are the same as defined above, with diborane in an inert solvent.
    Type: Grant
    Filed: July 24, 1975
    Date of Patent: August 23, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kikuo Ishizumi, Kazuo Mori, Tadashi Okamoto, Takeshi Akase, Takahiro Izumi, Mitsuhiro Akatsu, Yoshiharu Kume, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4039670
    Abstract: Butyrophenone compounds having excellent psychotropic activities represented by the formula: ##STR1## wherein R.sup.1 is a halogen atom, R.sup.2 is a lower alkyl group, and Z is a group of either one of the formulae: ##STR2## (wherein the dotted line indicates the optional presence of an additional single bond linkage, R.sup.3 is a hydrogen atom or a hydroxyl group but only when said additional single bond linkage is not present and R.sup.4 is a hydrogen atom or a phenyl or benzyl group optionally substituted with one or two substituents selected from the group consisting of halogen, lower alkyl, lower alkyoxy and trifluoromethyl on the benzene ring (except monohalophenyl)), ##STR3## (wherein the dotted line indicates the optional presence of an additional single bond linkage, R.sup.5 is a hydrogen atom or a lower alkyl group and R.sup.6 and R.sup.7 are each a hydrogen atom, a halogen atom or a lower alkyl group), ##STR4## (wherein R.sup.8 is a hydrogen atom or a lower alkyl group and R.sup.
    Type: Grant
    Filed: April 17, 1975
    Date of Patent: August 2, 1977
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Kikuo Sasajima, Keiichi Ono, Masaru Nakao, Hisao Yamamoto
  • Patent number: 4032573
    Abstract: Ortho-acylated anilide derivatives represented by the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each C.sub.1 - .sub.3 alkyl, and n is 1 or 2, and salts thereof.
    Type: Grant
    Filed: February 19, 1976
    Date of Patent: June 28, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shinichi Kaneko, deceased, Tsuyoshi Kobayashi, Yoshiaki Takebayashi, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4029798
    Abstract: An alalgetic composition which comprises, as an active ingredient, a therapeutically effective amount of a synergistic mixture of an indole-3-acetic acid derivative of the formula, ##STR1## wherein R is a halobenzoyl, piperonyloyl or cinnamoyl group and R.sub.1 is a 5-methoxy or 5,6-methylenedioxy group; and a narcotic or anti-narcotic analgesic selected from the group consisting of a compound of the formula, ##STR2## wherein R.sub.2 and R.sub.3 are each a C.sub.1 - C.sub.3 alkyl group and R.sub.4 is a 4-(4-fluorophenyl)-4-oxobutyl, cyclopropylmethyl or 3-methyl-2-butenyl group; a compound of the formula, ##STR3## wherein R.sub.5 is a hydrogen atom or a C.sub.1 - C.sub.3 alkyl group; a compound of the formula, ##STR4## and a compound of the formula, ##STR5## wherein R.sub.6 is a C.sub.1 - C.sub.3 alkyl group; and a pharmaceutically acceptable carrier or diluent and its preparation and a method of obtaining analgesia which comprises administering the same to a patient.
    Type: Grant
    Filed: June 2, 1975
    Date of Patent: June 14, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hisao Yamamoto, Toshiya Inukai, Yoshihiko Koga
  • Patent number: 4017624
    Abstract: An N-(.omega.-amino)alkylaniline derivative of the formula: ##STR1## and its pharmaceutically acceptable salts, which are useful as neuroleptic agents and can be prepared by reacting a compound of the formula: ##STR2## with a compound of the formula:H--A[wherein R is hydrogen, C.sub.1 -C.sub.7 alkyl, C.sub.1 -C.sub.7 alkanoyl or aroyl, R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.7 alkyl or C.sub.1 -C.sub.7 alkoxy,A is ##STR3## (wherein R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.7 alkyl, C.sub.1 -C.sub.7 alkoxy or trifluoromethyl), ##STR4## (wherein R.sub.2 is as defined above and R.sub.3 is hydrogen, C.sub.1 -C.sub.7 alkyl or C.sub.1 -C.sub.7 alkanoyl), ##STR5## (wherein R.sub.2 is as defined above or ##STR6## (wherein R.sub.2 and R.sub.3 are each as defined above) and n is 2, 3 or 4].
    Type: Grant
    Filed: August 8, 1975
    Date of Patent: April 12, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Isamu Maruyama, Masaru Nakao, Kikuo Sasajima, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4012514
    Abstract: Novel olefinic aryl ketone compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halogen, C.sub.1-4 alkyl, or C.sub.1-4 alkoxy, R.sup.2 is hydrogen or halogen, and X is a group of the formula: ##STR2## and their non-toxic salts, which possess various useful pharmacological activities and can be produced by reaction of an acetylenic alcohol of the formula: ##STR3## wherein R.sup.1 and R.sup.2 are each as defined above with formaldehyde and an piperidine compound of the formula: , or its non-toxic salt; reduction of the resultant acetylenic aryl alcohol; and oxidation of the resultant olefinic aryl alcohol.
    Type: Grant
    Filed: July 29, 1975
    Date of Patent: March 15, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junki Katsube, Masaru Nakao, Kikuo Sasajima, Isamu Maruyama, Masaharu Takayama, Keiichi Ono, Shigenari Katayama, Yoshihiro Tanaka, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4012515
    Abstract: Novel olefinic aryl ketone compounds of the formula: ##STR1## wherein R.sup.1 is hydrogen, halogen, C.sub.1.sub.-4 alkyl, or C.sub.1.sub.-4 alkoxy, R.sup.2 is hydrogen or halogen, and R.sup.3 and R.sup.4 are each hydrogen, halogen, C.sub.1.sub.-4 alkyl or trifluoromethyl, and their non-toxic salts, which possess various useful pharmacological activities and can be produced by reaction of an acetylenic alcohol of the formula: ##STR2## wherein R.sup.1 and R.sup.2 are each as defined above, with formaldehyde and an amine of the formula: ##STR3## wherein R.sup.3 and R.sup.4 are each as defined above; reduction of the resultant acetylenic aryl alcohol; and oxidation of the resultant olefinic aryl alcohol.
    Type: Grant
    Filed: July 29, 1975
    Date of Patent: March 15, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Junki Katsube, Masaru Nakao, Kikuo Sasajima, Isamu Maruyama, Masaharu Takayama, Keiichi Ono, Shigenari Katayama, Yoshihiro Tanaka, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4010280
    Abstract: A phenoxyalkylamine derivative of the formula: ##STR1## and its pharmaceutically acceptable salts, which are useful as neuroleptic agents and a process for their preparation by reacting a compound of the formula: ##STR2## with a compound of the formula: ##STR3## wherein R.sub.1 and R.sub.2 are each hydrogen, halogen, C.sub.1 -C.sub.7 alkyl or C.sub.1 -C.sub.7 alkoxy, X is oxygen, sulfur, sulfinyl or NR (in which R is hydrogen or C.sub.1 -C.sub.7 alkyl), m and n are each an integer of 2, 3 or 4, and Y and Y' are each amino or halogen but they are different from each other.
    Type: Grant
    Filed: September 27, 1974
    Date of Patent: March 1, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Isamu Maruyama, Masaru Nakao, Kikuo Sasajima, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4010154
    Abstract: 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: Grant
    Filed: August 16, 1974
    Date of Patent: March 1, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hisao Yamamoto, Shigeho Inaba, Toshiyuki Hirohashi, Michihiro Yamamoto, Kikuo Ishizumi, Mitsuhiro Akatsu, Isamu Maruyama, Kazuo Mori, Yoshiharu Kume, Takahiro Izumi
  • Patent number: 4009275
    Abstract: Phenoxypropylamine derivatives of the formula: ##STR1## (in which R.sub.2 is a halogen atom or a trifluoromethyl group) and R.sub.1 is a halogen atom or a C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 alkenyl group, and their pharmaceutically acceptable salts, which are useful as neuroleptic agents and can be prepared by reacting a compound of the formula: ##STR2## wherein X is a halogen atom and R.sub.1 is as defined above with a compound of the formula:H-Ywherein Y is as defined above.
    Type: Grant
    Filed: February 28, 1975
    Date of Patent: February 22, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Isamu Maruyama, Masaru Nakao, Kikuo Sasajima, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4009173
    Abstract: Novel butyrophenone derivatives of the formula: ##STR1## wherein R.sub.1 represents a hydroxyl group or ##STR2## (wherein R.sub.6 and R.sub.7 are each a hydrogen atom or a lower alkyl group or, when taken together with the adjacent nitrogen atom, may form a heterocyclic group), R.sub.2 represents an optionally substituted phenyl group or ##STR3## (wherein R.sub.8 and R.sub.9 are each a hydrogen atom or a lower alkyl group or, when taken together with the adjacent nitrogen atom, may form a heterocyclic group), R.sub.4 represents a hydrogen atom, a lower alkyl group or an optionally substituted phenyl group, R.sub.5 represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group or a trifluoromethyl group, R.sub.10 represents a hydrogen atom or an acyl group represented by R.sub.3 CO- (wherein R.sub.3 is a hydrogen atom, a lower alkyl group or an optionally substituted phenyl group) and Z represents two hydrogen atoms or an oxygen atom, provided that when Z is an oxygen atom and R.sub.
    Type: Grant
    Filed: September 29, 1975
    Date of Patent: February 22, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kikuo Sasajima, Masaru Nakao, Isamu Maruyama, Keiichi Ono, Shigenari Katayama, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4002611
    Abstract: 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: Grant
    Filed: February 7, 1969
    Date of Patent: January 11, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hisao Yamamoto, Shigeho Inaba, Tadashi Okamoto, Toshiyuki Hirohashi, Kikuo Ishizumi, Michihiro Yamamoto, Isamu Maruyama, Kazuo Mori, Tsuyoshi Kobayashi
  • Patent number: 4002755
    Abstract: 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: Grant
    Filed: February 25, 1975
    Date of Patent: January 11, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michihiro Yamamoto, Shigeaki Morooka, Masao Koshiba, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 4001312
    Abstract: Novel 4-amino-1-butanol derivatives having excellent depressant activity on central nervous system. A preferred compound of the disclosure is 4-[2-(2-alkoxyphenoxy)ethylamino]-1-(4-fluorophenyl)-1-butanol and its pharmaceutically acceptable salts.
    Type: Grant
    Filed: August 14, 1974
    Date of Patent: January 4, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaru Nakao, Kikuo Sasajima, Isamu Maruyama, Shigenari Katayama, Hisao Yamamoto
  • Patent number: 4001412
    Abstract: 1-Substituted-1,2-dihydrothieno[2,3-d]-pyrimidin-2-ones of the formula, ##STR1## wherein R is lower alkyl or cyclopropylmethyl, R.sub.1 is halogen, lower alkyl or nitro, R.sub.2 is hydrogen or lower alkyl and R.sub.3 is hydrogen or halogen, are obtained by treating a trihaloacetamidothiophene derivative with ammonia. These compounds have excellent pharmacological activities such as uricosuric activity.
    Type: Grant
    Filed: May 6, 1975
    Date of Patent: January 4, 1977
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiyuki Hirohashi, Hiromi Sato, Shigeho Inaba, Hisao Yamamoto
  • Patent number: 3993780
    Abstract: Novel phenoxyethylamine derivatives of the formula: ##SPC1##Wherein R.sub.1 and R.sub.2 are each hydrogen, halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.4 and R.sub.5 are each hydrogen or C.sub.1 -C.sub.4 alkoxy and R is alkyl or aralkyl, and non-toxic pharmaceutically acceptable salts thereof, which are useful as central nervous system depressants and anti-hypertensive agents and can be prepared by reducing a compound of the formula: ##SPC2##Wherein R.sub.1, R.sub.2, R.sub.4, R.sub.5 and R are each as defined above and A is ##EQU1## (wherein R.sub.3 is as defined above) with a reducing agent.
    Type: Grant
    Filed: October 18, 1974
    Date of Patent: November 23, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masaru Nakao, Kikuo Sasajima, Isamu Maruyama, Shigenari Katayama, Hisao Yamamoto
  • Patent number: 3991048
    Abstract: A 1,4-benzodiazepine derivative, or a pharmaceutically acceptable acid salt thereof, of the formula, ##SPC1##Wherein R.sub.1 is hydrogen, halogen, nitro or trifluoromethyl; R.sub.2 and R.sub.3 are independently hydrogen, halogen, lower alkyl or trifluoromethyl; R.sub.4 is lower alkyl, alkenyl, trihaloalkyl, alkoxyalkyl, alkenyloxyalkyl, alkoxyalkoxyalkyl, alkanoyloxyalkyl, cycloalkylalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl or a group of the formula ##EQU1## in which R.sub.6 and R.sub.7 are independently lower alkyl, and n is an integer of 1 to 4; and R.sub.5 is hydrogen or lower alkyl, is obtained by reacting a benzophenone derivative of the formula, ##SPC2##Wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined above, with a 2-isocyanatoacetyl chloride derivative of the formula ##EQU2## wherein R.sub.5 is as defined above.
    Type: Grant
    Filed: February 25, 1975
    Date of Patent: November 9, 1976
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kikuo Ishizumi, Kazuo Mori, Shigeho Inaba, Hisao Yamamoto