Patents by Inventor Toru Koyanagi

Toru Koyanagi 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: 5304657
    Abstract: A hydrazine compound of the formula (I) or its salt: ##STR1## wherein A is a benzofuranyl group which may be substituted, a quinolinyl group which may be substituted, a benzothienyl group which may be substituted, a benzothiazolyl group which may be substituted, a thienothienyl group which may be substituted, a dihydrothienothienyl group which may be substituted, a dihydrocyclopentathienyl group which may substituted, a tetrahydrobenzothienyl group which may be substituted, an indanyl group which may be substituted, or a hexahydroindanyl group which may be substituted, W is a hydrogen atom, a cyano group, --COCOOR', --S--N(R")COOR' or --CH.sub.
    Type: Grant
    Filed: October 10, 1991
    Date of Patent: April 19, 1994
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Tadaaki Toki, Toru Koyanagi, Kiyomitsu Yoshida, Kazuhiro Yamamoto, Masayuki Morita
  • Patent number: 5288727
    Abstract: The present invention relates to a hydrazone compound of the formula (I) or its salt, a process for its preparation, an intermediate of the formula (II-5), a pesticidal composition containing said hydrazone compound or its salt as the active ingredient, and a pesticidal method of applying an effective amount thereof: ##STR1##
    Type: Grant
    Filed: February 13, 1992
    Date of Patent: February 22, 1994
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Tadaaki Toki, Toru Koyanagi, Kiyomitsu Yoshida, Hiroshi Sasaki, Masayuki Morita, Tetsuo Yoneda
  • Patent number: 5256674
    Abstract: An imidazolidine derivative having the formula (I) or its salt: ##STR1## wherein X is an alkyl group which may be substituted, an alkenyl group which may be substituted, an alkynyl group which may be substituted, ##STR2## (in which each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 is independently a hydrogen atom or an alkyl group, R.sup.5 is an alkyl group which may be substituted with a halogen atom, a cycloalkyl group which may be substituted or a phenyl group which may be substituted, W is an oxygen atom or a sulfur atom, and each of k, l, m and n is independently 0 or 1, provided that (a) case where all of k, l and m are 0 at the same time and (b) case where m and n are 0 at the same time and R.sup.5 is an alkyl group which may be substituted with a halogen atom, are excluded), or ##STR3## group (in which each of R.sup.6 and R.sup.7 is independently a hydrogen atom or an alkyl group, each of R.sup.8 and R.sup.9 is independently an alkyl gorup, R.sup.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: October 26, 1993
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Masato Omatsu, Hiroshi Sasaki, Masayuki Morita, Kiyomitsu Yoshida
  • Patent number: 5116949
    Abstract: A benzoyl urea compound-albumin complex comprising a benzoyl urea compound of the formula: ##STR1## wherein X is a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, Z.sub.1 is a halogen atom or a trifluoromethyl group, Z.sub.2 is a hydrogen atom or a halogen atom and A is CH or a nitrogen atom, and albumin.
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: May 26, 1992
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Tsunetaka Nakajima, Tadao Okamoto, Nobuo Kondo, Masahiro Watanabe, Koichi Yamauchi, Kazumasa Yokoyama, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 5102884
    Abstract: A substituted benzoylurea compound of the formula (I): ##STR1## wherein R.sup.1 is a hydrogen atom, a halogen atom or a nitro group, each of R.sup.2 and R.sup.3 is a hydrogen atom, an alkyl group, --COR.sup.6 (wherein R.sup.6 is an alkyl group or an alkoxy group) or --SO.sub.2 R.sup.6 (wherein R.sup.6 is as defined above), or R.sup.2 and R.sup.3 may form together with the adjacent nitrogen atom a heterocyclic ring, R.sup.4 is a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted alkylthio group or a nitro group, and R.sup.5 is a halogen atom, a nitro group or a substituted or unsubstituted alkyl group, or its salt.
    Type: Grant
    Filed: July 19, 1990
    Date of Patent: April 7, 1992
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada
  • Patent number: 5098907
    Abstract: A powdery pharmaceutical composition comprising a benzoyl urea compound of the formula: ##STR1## wherein X is a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, Z.sub.1 is a halogen atom or a trifluoromethyl group, Z.sub.2 is a hydrogen atom or a halogen atom, and A is CH or a nitrogen atom, as an active ingredient, a nonionic surfactant as a dispersant, at least one member selected from the group consisting of sugar, sugar-alcohol and a nonionic surfactant as a disintegrant, and anhydrous silicic acid as a fluidizer.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: March 24, 1992
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Nobuo Kondo, Masahiro Kikuchi, Tsunetaka Nakajima, Masahiro Watanabe, Kouichi Yamauchi, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 5002952
    Abstract: A pharmaceutical composition comprising a benzoyl urea compound having the formula: ##STR1## wherein X is a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, Z.sub.1 is a halogen atom or a trifluoromethyl group, Z.sub.2 is a hydrogen atom or a halogen atom, and A is a .dbd.CH--group or a nitrogen atom, and a nonionic surfactant.
    Type: Grant
    Filed: July 27, 1989
    Date of Patent: March 26, 1991
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Nobuo Kondo, Tsunetaka Nakajima, Masahiro Watanabe, Kazumasa Yokoyama, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 4987135
    Abstract: A substituted benzene derivative represented by a formula: ##STR1## where A represents: ##STR2## wherein X is a hydrogen atom, a halogen atom or a nitro group, R.sup.1 is --X.sup.1 Z.sup.1 (X.sup.1 is an oxygen atom or a sulfur atom and Z.sup.1 is a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group), --COZ.sup.1 group (Z.sup.1 is as defined above), ##STR3## group (Z.sup.1 is as defined above, Z.sup.2 is --CO.sub.2 Z.sup.3 wherein Z.sup.3 is the same as Z.sup.1, or --SO.sub.2 Z.sup.3 wherein Z.sup.3 is as defined above and n is 0 or 1), ##STR4## (Z.sup.1 and Z.sup.3 are as defined above) or ##STR5## (X.sup.2, X.sup.3 and X.sup.4 are, respectively, an oxygen atom or a sulfur atom and Z.sup.4 and Z.sup.5 are the same as Z.sup.1), and R.sup.3 is a nitro group or ##STR6## (R.sup.4 and R.sup.
    Type: Grant
    Filed: March 16, 1989
    Date of Patent: January 22, 1991
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada
  • Patent number: 4985449
    Abstract: A benzoylurea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a methyl group, provided that X.sub.1 and X.sub.2 are not simultanously hydrogen atoms, Y is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, a --CO.sub.2 R.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or an alkyl group, or a --OR.sub.1 group wherein R.sub.1 is as defined above, A.sub.1 is .dbd.N-- or ##STR2## wherein Y is as defined above, W is an oxygen atom, a sulfur atom or ##STR3## wherein R.sub.1 is as defined above, k is an integer of from 1 to 3, l is 0 or 1, and Ar is ##STR4## wherein Z is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, an alkoxy group which may be substituted by halogen, a nitro group, a cyano group or a --S(O).sub.n R.sub.2 group wherein R.sub.2 is an alkyl group which may be substituted by halogen and n is 0, 1 or 2, A.sub.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: January 15, 1991
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Yasuhiro Fujii, Kiyomitsu Yoshida, Osamu Imai
  • Patent number: 4983605
    Abstract: A pharmaceutical composition comprising a benzoyl urea compound (A) selected from the group consisting of a benzoyl urea compound (I) having the formula: ##STR1## wherein X is a halogen atom, a nitro group or a trifluoromethyl group, provided that when Y is a nitro group, X is a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, Z.sub.1 is a halogen atom or a trifluoromethyl group, Z.sub.2 is a hydrogen atom or a halogen atom, and A is a .dbd.CH-- group or a nitrogen atom, and a benzoyl urea compound (II) having the formula: ##STR2## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a nitro group, provided that when Y is a nitro group, X.sub.
    Type: Grant
    Filed: October 20, 1987
    Date of Patent: January 8, 1991
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Nobuo Kondo, Masahiro Kikuchi, Tsunetaka Nakajima, Masahiro Watanabe, Kazumasa Yokoyama, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 4904668
    Abstract: A benzoyl urea compound having the formula: ##STR1## wherein X is a halogen atom, a nitro group or a trifluoromethyl group, provided that when Y is a nitro group, X is a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, Z.sub.1 is a halogen atom or a trifluoromethyl group, Z.sub.2 is a hydrogen atom or a halogen atom, and A is a .dbd.CH-- group or a nitrogen atom, or the formula: ##STR2## wherein each of X.sub.1 is X.sub.2 is a hydrogen atom, a halogen atom or a nitro group, provided that when Y is a nitro group, X.sub.1 is a hydrogen atom, Y is a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, characterized in that its average particle size is not larger than 1 .mu.m.
    Type: Grant
    Filed: September 25, 1987
    Date of Patent: February 27, 1990
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Nobuo Kondo, Masahiro Kikuchi, Tsunetaka Nakajima, Masahiro Watanabe, Kazumasa Yokoyama, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 4863924
    Abstract: An N-benzoyl urea compound having the formula: ##STR1## wherein X is a hydrogen atom, a halogen atom or a nitro group, n is an integer of from 1 to 3, and Q is ##STR2## wherein Y.sub.1 is an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Y.sub.2 is a hydrogen atom, a halogen atom, a nitro group, an unsubstituted or substituted alkyl group, or an alkoxy or alkoxycarbonyl group with its alkyl moiety unsubstituted or substituted, Z is a hydrogen atom, a halogen atom, a trifluoromethyl group or a nitro group, and each of A and B is .dbd.CH-- or a nitrogen atom, provided that one of A and B is .dbd.CH-- and the other is a nitrogen atom, with the provisos (1) that when Q is ##STR3## where when X is a hydrogen atom and Y.sub.1 is an alkyl group, Z is not a hydrogen atom, a halogen atom nor a trifluoromethyl group, and (2) that when Q is ##STR4## wherein A is a nitrogen atom and Y.sub.1 is a trifluoromethyl group, Y.sub.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: September 5, 1989
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada
  • Patent number: 4861799
    Abstract: A benzoylurea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a methyl group, provided that X.sub.1 and X.sub.2 are not simultaneously hydrogen atoms, Y is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, a --CO.sub.2 R.sub.1 group wherein R.sub.1 is a hydrogen atom, a cation or an alkyl group, or a --OR.sub.1 group wherein R.sub.1 is as defined above, A.sub.1 is .dbd.N--or ##STR2## wherein Y is as defined above, W is an oxygen atom, a sulfur atom or ##STR3## wherein R.sub.1 is as defined above, k is an integer of from 1 to 3, l is 0 or 1, and Ar is ##STR4## wherein Z is independently a hydrogen atom, a halogen atom, an alkyl group which may be substituted by halogen, an alkoxy group which may be substituted by halogen, a nitro group, a cyano group or a --S(O).sub.n R.sub.2 group wherein R.sub.2 is an alkyl group which may be substituted by halogen and n is 0, 1 or 2, A.sub.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Yasuhiro Fujii, Kiyomitsu Yoshida, Osamu Imai
  • Patent number: 4861886
    Abstract: A method for isomerization of trans-form 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine or acid addition salts thereof, which comprises isomerizing said trans-form quinuclidine or acid addition salts thereof to cis-form 2-methylspiro(1,3-oxathiolane-5,3')quinuclidine or acid addition salts thereof in the presence of at least one acid catalyst selected from the group consisting of an organic sulfuric acid, a halide functioning as a Lewis acid, and sulfuric acid.
    Type: Grant
    Filed: July 6, 1988
    Date of Patent: August 29, 1989
    Assignee: Ishahara Sangyo Kaisha Ltd
    Inventors: Takahiro Haga, Itaru Shigehara, Toru Koyanagi, Kazutoshi Hara, Masaru Maeda
  • Patent number: 4849425
    Abstract: A pharmaceutical composition comprises a benzoyl urea compound having the formula: ##STR1## wherein X is a nitro group, Y is a chlorine atom, Z.sub.2 is a hydrogen atom, Z.sub.1 is a halogen atom, and A is a nitrogen atom, and at least one member selected from the group consisting of a cyclodextrin, a polyethylene glycol and a refined oil.
    Type: Grant
    Filed: January 30, 1986
    Date of Patent: July 18, 1989
    Assignees: Ishihara Sangyo Kaisha Ltd., The Green Cross Corporation
    Inventors: Nobuo Kondo, Tsunetaka Nakajima, Masahiro Watanabe, Kazumasa Yokoyama, Tadakazu Suyama, Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi
  • Patent number: 4845093
    Abstract: An N-benzoyl-N'-pyridazinyloxyphenyl urea compound having the formula: ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom or a nitro group, Y is a hydrogen atom, a halogen atom or a methyl group which may be substituted by fluorine, and Z is a hydrogen atom, a halogen atom or a trifluoromethyl group, provided that when X.sub.1 is a hydrogen atom and X.sub.2 is a hydrogen atom or a halogen atom, Y is a methyl group which may be substituted by fluorine and/or Z is a hydrogen atom or a trifluoromethyl group. The compound is useful as an active ingredient for an antitumorous composition.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: July 4, 1989
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, hiroshi Okada
  • Patent number: 4783451
    Abstract: An organophosphorus compound having the formula: ##STR1## wherein X is ##STR2## Z is an oxygen atom or a sulfur atom, and each of R.sub.1 and R.sub.2 is an alkyl group which may be substituted by halogen, alkoxy or alkylthio. The compound is useful as an insecticide, miticide, nematicide or soil pesticide.
    Type: Grant
    Filed: June 25, 1986
    Date of Patent: November 8, 1988
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Tadaaki Toki, Toru Koyanagi, Hiroshi Okada, Kiyomitsu Yoshida, Osamu Imai
  • Patent number: 4727077
    Abstract: A benzoyl urea compound having the formula: ##STR1## wherein A is a bromine atom or a chlorine atom.
    Type: Grant
    Filed: January 29, 1986
    Date of Patent: February 23, 1988
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Nobuo Kondo, Tsunetaka Nakajima, Masahiro Watanabe, Kazumasa Yokoyama
  • Patent number: 4677110
    Abstract: N-benzoyl-N'-pyrimidinyloxyphenyl urea compounds having the formula: ##STR1## wherein X represents a hydrogen atom, a halogen atom, a nitro group or a trifluoromethyl group and Z represents a hydrogen atom or a halogen atom, are useful as active ingredients of antitumorous compositions.
    Type: Grant
    Filed: June 4, 1985
    Date of Patent: June 30, 1987
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada
  • Patent number: 4677111
    Abstract: An N-benzoyl-N'-(3-nitrophenyl) urea compound having the formula ##STR1## wherein each of X.sub.1 and X.sub.2 is a hydrogen atom, a halogen atom, a trifluoromethyl group or a nitro group, and Y is ##STR2## (wherein R is a hydrogen atom, a halogen atom or a tirfluoromethyl group), provided that when Y is ##STR3## X.sub.1 and/or X.sub.2 is a nitro group. The compound is useful as an active ingredient of an antitumorous composition.
    Type: Grant
    Filed: October 1, 1985
    Date of Patent: June 30, 1987
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Takahiro Haga, Nobutoshi Yamada, Hideo Sugi, Toru Koyanagi, Hiroshi Okada