Patents by Inventor Hiromu Kawakubo

Hiromu Kawakubo 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: 8426629
    Abstract: Disclosed is a process for producing a phosphine derivative from a phosphine oxide derivative, which comprises the following steps: (I) mixing a phosphine oxide derivative represented by formula (1) with a chlorinating agent in a polar organic solvent to cause the reaction between these components; and (II-1) adding a salt of a metal having an ionization tendency equal to or lower than that of aluminum to the reaction mixture and carrying out the reductive reaction in the presence of aluminum or (II-2) subjecting the reaction mixture to electrolytic reduction, thereby producing a phosphine derivative represented by formula (2). ArnR3-nP?O (1) ArnR3-nP (2) In formulae (1) and (2), Ar represents an aryl group such as a phenyl group, a phenyl group having a substituent, a heteroaromatic ring group, and a heteroaromatic ring group having a substituent; R represents an aliphatic hydrocarbon group or an aliphatic hydrocarbon group having a substituent; and n represents an integer of 0 to 3.
    Type: Grant
    Filed: May 14, 2009
    Date of Patent: April 23, 2013
    Assignees: National University Corporation Okayama University, Asahi Kasei Chemicals Corporation, Hokko Chemical Industry Co., Ltd.
    Inventors: Hideo Tanaka, Manabu Kuroboshi, Tomotake Yano, Masakatsu Hoshino, Hiromu Kawakubo
  • Publication number: 20110065961
    Abstract: Disclosed is a process for producing a phosphine derivative from a phosphine oxide derivative, which comprises the following steps: (I) mixing a phosphine oxide derivative represented by formula (1) with a chlorinating agent in a polar organic solvent to cause the reaction between these components; and (II-1) adding a salt of a metal having an ionization tendency equal to or lower than that of aluminum to the reaction mixture and carrying out the reductive reaction in the presence of aluminum or (II-2) subjecting the reaction mixture to electrolytic reduction, thereby producing a phosphine derivative represented by formula (2). ArnR3-nP?O (1) ArnR3-nP (2) In formulae (1) and (2), Ar represents an aryl group such as a phenyl group, a phenyl group having a substituent, a heteroaromatic ring group, and a heteroaromatic ring group having a substituent; R represents an aliphatic hydrocarbon group or an aliphatic hydrocarbon group having a substituent; and n represents an integer of 0 to 3.
    Type: Application
    Filed: May 14, 2009
    Publication date: March 17, 2011
    Applicants: NATIONAL UNIVERSITY CORPORATION OKAYAMA UNIVERSITY, ASAHI KASEI CHEMICALS CORPORATION, HOKKO CHEMICAL INDUSTRY CO., LTD.
    Inventors: Hideo Tanaka, Manabu Kuroboshi, Tomotake Yano, Masakatsu Hoshino, Hiromu Kawakubo
  • Patent number: 5942505
    Abstract: Disclosed is a 1-(5-isoquinolinesulfonyl)homopiperazine hydrochloride hydrate having a water content of from 2.5 to 15.5% by weight represented by the following formula (I): ##STR1## wherein n means a number in the range of from 1/2 to 3. Since the 1-(5-isoquinolinesulfonyl)homopiperazine hydrochloride hydrate of the present invention has excellent shapeability as compared to a 1-(5-isoquinolinesulfonyl)homopiperazine hydrochloride anhydride, a tablet having satisfactory hardness can be obtained even with a relatively low compression pressure in a tableting process. Further, due to a reduction in the compression pressure needed for tableting, various advantages are brought about, such as improved disintegratability of the resultant tablet when the tablet is orally taken, so that good dissolution of 1-(5-isoquinolinesulfonyl)homopiperazine hydrochloride from the tablet can be achieved, as well as suppression of abrasion of the die and punch used in producing tablets by compression, and the like.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: August 24, 1999
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiromu Kawakubo, Masaru Ohno
  • Patent number: 5621103
    Abstract: A tetrahydropyridine derivative having substituents on three rings represented by the following formula (1): ##STR1## (wherein A represents sulfur atom, sulfoxide group or sulfone group; R.sub.1 represents an amino group substituted with a specific substituent or a specific aliphatic oxy group; R.sub.2 and R.sub.3 each represents hydrogen atom or a hydroxy group; and m and n are each an integer of from 0 to 4; provided that when m and n are 2 or above, R.sub.2 's and R.sub.3 's may be either the same or different from each other respectively, that when A is sulfur atom and R.sub.1 is cyclohexylamino group and R.sub.2 is hydrogen atom, R.sub.3 is hydroxy group, that when A is sulfoxide group and R.sub.1 is cyclohexylamino group or 4-hydroxycyclohexylamino group, R.sub.2 is hydrogen atom and R.sub.3 is hydrogen atom or hydroxy group and that when A is sulfone group and R.sub.1 is cyclohexylamino group, R.sub.2 and R.sub.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: April 15, 1997
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiromu Kawakubo, Tadashi Nagatani, Showa Ueki, deceased
  • Patent number: 5126448
    Abstract: This invention relates to novel pyridine derivatives and 1,2,3,4-tetrahydropyridine derivatives shown by following general formula (I) or (II) and salts thereof which are useful as psychotropic medicaments: ##STR1## wherein A is S or O; R.sub.1 represents an unsubstituted or substituted alkoxy, amino, hydrazino, or 6- or 7-membered heterocyclic group having one or two nitrogen atoms with the proviso that R.sub.1 is not an alkoxy group in formula (I); R.sub.2 and R.sub.3 each represents a hydrogen atom or an unsubstituted or substituted alkyl, aryl, alkenyl, acyl, arylcarbonyl group; and m and n each represents an integer of from 0 to 4.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: June 30, 1992
    Assignee: Asahi Kasei Kogyo K.K.
    Inventors: Showa Ueki, Hiromu Kawakubo, Katsuya Okazaki, Tadashi Nagatani
  • Patent number: 4751302
    Abstract: A compound of the formula (I): ##STR1## wherein W.sub.1 and W.sub.2 each independently is a hydrogen atom or a ##STR2## wherein Y is a n-C.sub.1-6 alkylene group or a n-C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-6 alkyl group, and ##STR3## may form a saturated heterocyclic ring selected from the group consisting of morpholino, pyrrolidino, piperidino, homopiperidino and piperazino groups, and the saturated heterocyclic ring except the morpholino group may have at least one C.sub.1-4 alkyl group, hydroxyl group or halogen atom as a substituent;Z.sub.1 is a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, a hydroxyl group, an amino group, a C.sub.1-3 alkyl group or a methoxy group;Z.sub.2 is a hydrogen atom or an amino group;when W.sub.1 and W.sub.2 are both hydrogen atoms, Z.sub.1 is a hydroxyl group or an iodine atom and Z.sub.2 is hydrogen atom, or Z.sub.1 and Z.sub.
    Type: Grant
    Filed: May 29, 1985
    Date of Patent: June 14, 1988
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tadayuki Ibuki, Taisuke Sugihara, Hiromu Kawakubo, Takanori Sone
  • Patent number: 4585869
    Abstract: A compound of the formula (I): ##STR1## wherein W.sub.1 is a hydrogen atom or a ##STR2## wherein Y is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.1 and R.sub.2 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.4-6 heterocyclic rings may have at least one C.sub.1-6 alkyl group, hydroxyl group or halogen atom;W.sub.2 is a hydrogen atom or a ##STR3## wherein Z is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.3 and R.sub.4 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.3 and R.sub.4 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.4-6 heterocyclic rings may have at least one C.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: April 29, 1986
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tadayuki Ibuki, Taisuke Sugihara, Hiromu Kawakubo, Takanori Sone
  • Patent number: 4549023
    Abstract: A compound of the formula (I): ##STR1## wherein W.sub.1 is a hydrogen atom or a ##STR2## wherein Y is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.1 and R.sub.2 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.4-6 heterocyclic rings may have at least one C.sub.1-6 alkyl group, hydroxyl group or halogen atom;W.sub.2 is a hydrogen atom or a ##STR3## wherein Z is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.3 and R.sub.4 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.3 and R.sub.4 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.4-6 heterocyclic rings may have at least one C.
    Type: Grant
    Filed: July 31, 1984
    Date of Patent: October 22, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tadayuki Ibuki, Taisuke Sugihara, Hiromu Kawakubo, Takanori Sone
  • Patent number: 4533731
    Abstract: A compound of the formula (I): ##STR1## wherein W.sub.1 and W.sub.2 each independently is a hydrogen atom or a ##STR2## group wherein Y is a n-C.sub.1-6 alkylene group or a n-C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-6 alkyl group, and ##STR3## group in ##STR4## group may form a saturated heterocyclic ring selected from the group consisting of morpholino, pyrrolidino, piperidino, homopiperidino and piperazino groups, and the saturated heterocyclic ring except the morpholino group may have at least one C.sub.1-4 alkyl group, hydroxyl group or halogen atom as a substituent;Z.sub.1 is a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, a hydroxyl group, an amino group, a C.sub.1-3 alkyl group or a methoxy group;Z.sub.2 is a hydrogen atom or an amino group;when W.sub.1 and W.sub.2 are both hydrogen atoms, Z.sub.1 is a hydroxyl group or an iodine atom and Z.sub.2 is hydrogen atom, or Z.sub.1 and Z.
    Type: Grant
    Filed: March 16, 1983
    Date of Patent: August 6, 1985
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Tadayuki Ibuki, Taisuke Sugihara, Hiromu Kawakubo, Takanori Sone
  • Patent number: 4474964
    Abstract: A compound of the formula (I): ##STR1## wherein W.sub.1 is a hydrogen atom or a ##STR2## group wherein Y is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.1 and R.sub.2 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.1 and R.sub.2 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.4-6 heterocyclic rings may have at least one C.sub.1-6 alkyl group, hydroxyl group or halogen atom;W.sub.2 is a hydrogen atom or a ##STR3## group wherein Z is a C.sub.1-6 alkylene group or a C.sub.1-6 alkylene group having a C.sub.1-6 alkyl group substituent; and R.sub.3 and R.sub.4 each independently is a hydrogen atom or a C.sub.1-6 alkyl group and R.sub.3 and R.sub.4 may form a C.sub.4-6 heterocyclic ring or a nitrogen-containing C.sub.4-6 heterocyclic ring together with the adjacent nitrogen atom and the C.sub.
    Type: Grant
    Filed: January 9, 1984
    Date of Patent: October 2, 1984
    Assignee: Asahi, Kasei, Kogyo, Kabushiki, Kaisha
    Inventors: Tadayuki Ibuki, Taisuke Sugihara, Hiromu Kawakubo, Takanori Sone