Patents Assigned to Kaken Pharmaceuticals
  • Patent number: 5464811
    Abstract: A benzene derivative substituted with a heterocyclic ring represented by the general formula: ##STR1## wherein R represents a cycloalkyl group having 3 to 8 carbon atoms, X represents a halogen atom, and Z represents ##STR2## in which said cycloalkyl group may be substituted with an alkyl group having 1 to 6 carbon atoms, a process for preparing the same, and a herbicidal agent comprising the above compound as an active ingredient are disclosed. The compound has an excellent effect in that the compound exhibits a markedly high herbicidal effect on weeds in the field and the paddy field at a low dose and yet exhibits markedly low noxious effects on main crops.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: November 7, 1995
    Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Mitsuo Yamashita, Tomoko Tateno, Emiko Ejiri, Kikuko Harasawa, Yuichi Onji, Sadayuki Ugai, Shoin Nagato
  • Patent number: 5424277
    Abstract: A benzene derivative substituted with a heterocyclic ring represented by the general formula: ##STR1## wherein R represents a cycloalkyl group having 3 to 8 carbon atoms, X represents a halogen atom, and Z represents ##STR2## in which said cycloalkyl group may be substituted with an alkyl group having 1 to 6 carbon atoms, a process for preparing the same, and a herbicidal agent comprising the above compound as an active ingredient are disclosed. The compound has an excellent effect in that the compound exhibits a markedly high herbicidal effect on weeds in the field and the paddy field at a low dose and yet exhibits markedly low noxious effects on main crops.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: June 13, 1995
    Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co.
    Inventors: Kenji Hirai, Mitsuo Yamashita, Tomoko Tateno, Emiko Ejiri, Kikuko Harasawa, Yuichi Onji, Sadayuki Ugai, Shoin Nagato
  • Patent number: 5424300
    Abstract: An agent for treatment of chronic fatigue syndrome, which comprises a polysaccharide having a .beta.-1,3-glucoside bond in the main chain as an effective ingredient.
    Type: Grant
    Filed: October 13, 1993
    Date of Patent: June 13, 1995
    Assignee: Kaken Pharmaceutical Co.
    Inventor: Atsushi Uchida
  • Patent number: 5403867
    Abstract: The present invention relates to a preparation, particularly a topical preparation, for the therapy of wounds or hemorrhoids, which contains, as an active ingredient, at least one of prostaglandin I.sub.2, prostaglandin E.sub.1 and derivatives of these, particularly beraprost, a derivative of prostaglandin I.sub.2, or a salt thereof, and a method of the therapy of wounds or hemorrhoids, which comprises administering the above active ingredient.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: April 4, 1995
    Assignees: Kaken Pharmaceutical Co., Ltd., Toray Industries, Inc.
    Inventors: Makoto Okumura, Toshiaki Okuda, Tsutomu Nakamura, Motoyuki Yajima
  • Patent number: 5391807
    Abstract: Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: February 21, 1995
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
  • Patent number: 5350743
    Abstract: A bisphosphonic acid derivative of the formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein A is ##STR2## each of R.sup.3 and R.sup.4, which may be the same or different, is (i) a hydrogen atom, (ii) a C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group, a C.sub.1-6 alkyl-carbonyl group, a C.sub.2-6 alkenyl-carbonyl group, a C.sub.2-6 alkynyl-carbonyl group R.sup.5 and R.sup.6, which may be the same or different, is a hydrogen atom, a hydroxyl group, a halogen atom, a cyano group, a carbamoyl group, an aralkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted amino group, a C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group;each of m and n is 0 or a positive integer, provided that (m+n) is from 2 to 5; andR is a hydrogen atom, a C.sub.1-8 alkyl group or a C.sub.7-15 aralkyl group.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: September 27, 1994
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Yoshitaka Ohishi, Makoto Tamura, Mitsuo Hayashida, Satoru Ikegami, Yoshiyuki Hiyama, Takao Awa, Kiyonoshin Ichikawa, Kiyoshi Nomiyama, Keigo Hanada, Mitsuo Mimura
  • Patent number: 5344953
    Abstract: Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.
    Type: Grant
    Filed: November 3, 1993
    Date of Patent: September 6, 1994
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
  • Patent number: 5334628
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## wherein Q is oxygen, sulfur or nitrogen atom, and ##STR3## wherein Q is as above; Y is selected from the group consisting of ##STR4## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The amine derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: August 2, 1994
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: 5296265
    Abstract: A fluidized coating apparatus wherein a rotatable perforated disk 2 is provided at the lower portion of a processing cylinder 1 and perforated disk opening portions 3 are provided in the vicinity of the outer peripheral edge of this perforated disk 2. The ratio of the total opening area of the perforated disk opening portions 3 to an area of an annular slit 8 formed between the perforated disk 2 and the inner wall of the processing cylinder 1 is within the range from 0.2 to 0.6. Each of the perforated disk opening portions 3 is provided with a cover and side walls so that gas is blown out outwardly in the radial direction or obliquely backward with respect to a rotating direction within 30.degree. to the radial direction of the perforated disk.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: March 22, 1994
    Assignees: Kaken Pharmaceutical Co., Ltd., Okawara Mf. Co., Ltd., Freund Industrial Co. Ltd.
    Inventors: Moriyuki Okuma, Takayasu Ishikawa, Shinichi Yamamoto, Akira Iwasaki, Masanori Ogawa
  • Patent number: 5281742
    Abstract: Disclosed are fluorobenzene derivatives, which are important intermediates for producing herbicidal oxazolidinedione derivatives, and methods of producing them. The fluorobenzene derivatives include compounds of a formula (11): ##STR1## where X is a halogen atom, R.sup.3 is a nitro, amino or isocyanato group or R.sup.1 OCONH, and R.sup.1 is an alkyl or phenyl group. Via the intermediates of the invention, oxazolidinedione derivatives can be produced with high yield.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: January 25, 1994
    Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
  • Patent number: 5276041
    Abstract: An oxime derivative of the formula: ##STR1## wherein R is a hydrogen atom or a C.sub.1-5 alkyl group, R.sub.1 is a hydrogen atom, a C.sub.1-5 alkyl group or a carboxyl-protecting group, R.sub.2 is a hydrogen atom, a halogen atom, a hydroxyl group or an amino group, R.sub.3 is a C.sub.3-7 cycloalkyl group, R.sub.4 is a hydrogen atom, a halogen atom or a C.sub.1-4 alkoxy group, each of R.sub.5 and R.sub.6 which may be the same or different, is a hydrogen atom or a C.sub.1-5 alkyl group, or R.sub.5 and R.sub.6 together represent a C.sub.2-4 alkylene group which forms together with the adjacent carbon atom a C.sub.3-5 ring, provided that when R.sub.2 is a hydrogen atom, R.sub.4 is a C.sub.1-4 alkoxy group, m is an integer of 0 or 1, and n is an integer of from 1 to 3; or its pharmaceutically acceptable salt.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: January 4, 1994
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Jun Nakano, Hideto Fukui, Hisamitsu Haigoh, Hisato Senda, Wakao Iwatani, Tadashi Arika
  • Patent number: 5200423
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## wherein Q is oxygen, sulfur or nitrogen atom, and ##STR3## wherein Q is as above; Y is selected from the group consisting of ##STR4## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The main derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: April 6, 1993
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: 5198013
    Abstract: A benzoxazinone compound represented by the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or an alkyl group, and R.sup.2 represents a hydrogen atom, an alkyl group, a cyanoalkyl group, an alkenyl group, an alkynyl group or an aralkyl group; a process for preparing the same; and a herbicidal composition comprising the benzoxazinone compound as an active component are disclosed. The above benzoxazinone compounds exhibit a high selectivity for useful crop plants and a strong herbicidal activity with respect to various noxious weeds.
    Type: Grant
    Filed: January 25, 1989
    Date of Patent: March 30, 1993
    Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co., Ltd.
    Inventors: Kenji Hirai, Atsuko Fujita, Hiroshi Sato, Hiroaki Hirose, Masahiro Yokota, Shoin Nagato
  • Patent number: 5196567
    Abstract: Biphenylylpropionic acid derivatives of the formula: ##STR1## wherein R is an alkylcarbonyloxyalkyl group or an alkenylcarbonyloxyalkyl group having the formula: ##STR2## wherein R.sup.1 is a lower alkyl group having 1 to 5 carbon atoms and R.sup.2 is an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, or a lactone having the formula: ##STR3## wherein R.sup.3 and R.sup.4 are hydrogen atom or a lower alkyl group having 1 to 2 carbon atoms, and n is an integer of 1 or 2. The compounds have excellent anti-inflammatory, analgesic and antipyretic activities. Moreover, the compounds have no irritation, rapid and long-acting, and high safety margin.
    Type: Grant
    Filed: June 9, 1988
    Date of Patent: March 23, 1993
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Katsuhiro Uchida, Shozo Masumoto, Masao Tohno, Mitsuo Mimura, Makoto Okumura
  • Patent number: 5190959
    Abstract: A piperidine derivative having the formula (I): ##STR1## wherein R.sup.1 and R.sup.2, which may be the same or different from each other, are (i) a not-substituted phenyl group or a phenyl group substituted by a halogen atom, trifluoromethyl group, a C.sub.1-5 alkyl group or a C.sub.1-5 alkoxyl group, (ii) a C.sub.3-7 cycloalkyl group, (iii) pyridyl group or (iv) thienyl group, R.sup.3 is (i) hydrogen atom, (ii) a halogen atom, (iii) a C.sub.1-4 alkyl group or (iv) a C.sub.1-4 alkoxyl group, R.sup.4 is (i) hydrogen atom or (ii) a C.sub.1-4 alkyl group. R.sup.5 is (i) a not-substituted C.sub.1-5 alkyl group or a C.sub.1-5 alkyl group substituted by a halogen atom, (ii) phenyl group or (iii) thienyl group and Z is (i) a C.sub.1-6 alkylene group, (ii) a C.sub.2-6 alkenylene group or (iii) a C.sub.3-6 alkynylene group or a pharmacologically acceptable salt thereof. According to the present invention, an anti-allergic agent and a therapeutic agent for ischemic heart disease without toxicity can be provided.
    Type: Grant
    Filed: August 5, 1992
    Date of Patent: March 2, 1993
    Assignee: Kaken Pharmaceutical Co. Ltd.
    Inventors: Satoshi Murai, Masanao Shimano, Hiroshi Yamamoto, Toshihiro Koyama, Tsutomu Nakamura, Masaru Ogawa, Mitsuru Watanuki, Taira Okamoto, Toshimitsu Hori
  • Patent number: 5158963
    Abstract: A 1,4-dihydropyridine derivative having the formula (I): ##STR1## wherein X is oxygen atom or nitrogen atom; when X is oxygen atom, R.sup.1 is hydrogen atom, a lower alkyl group, a lower cycloalkyl group, a lower alkenyl group or magnesium atom, when X is nitrogen atom, X-R.sup.1 group is NH.sub.2, NHR.sup.1', NR.sup.1' R.sup.1" or ##STR2## in which R.sup.1' is a lower alkyl group or a lower alkoxyalkyl group, R.sup.1" is a lower alkyl group and n is an integer of 2 to 6; R.sup.2 is a lower alkyl group, a lower cycloalkyl group or a lower alkoxyalkyl group and R.sup.3 is a lower alkyl group, formyl group, dimethoxymethyl group, cyano group or amino group, when X is oxygen atom and R.sup.1 is hydrogen atom or magnesium atom, R.sup.3 is methyl group, when X is nitrogen atom, R.sup.3 is methyl group, or a pharmaceutically acceptable salt thereof, some processes for preparing the same and a pharmaceutical composition containing the same.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: October 27, 1992
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Michio Nakanishi, Katsuhiro Uchida, Terutake Nakagawa, Kiyoharu Ukai, Michiko Nagahara, Jun Nakano, Kazuhiko Kimura
  • Patent number: 5120735
    Abstract: A synergistically active antifungal composition comprising an azole compound and an arylmethylamine compound.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: June 9, 1992
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tadashi Arika, Mamoru Yokoo, Kouji Amemiya, Tetsuya Maeda
  • Patent number: 5106866
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## Y is selected from the group consisting of ##STR3## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The amine derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: April 21, 1992
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: RE34770
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## Y is selected from the group consisting of ##STR3## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The amine derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: May 21, 1993
    Date of Patent: November 1, 1994
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: RE34918
    Abstract: An azaazulene derivative having the general formula (I): ##STR1## wherein R.sup.1 is hydrogen atom or isopropyl group; the bond C N between C at the 2-position and N at the 1-position is single bond or double bond; when the bond C N is single bond, R.sup.2 is 5-tetrazolyl group, R.sup.3 is taken together with carbon atom to form carbonyl group at the 2-position, and R.sup.4 is hydrogen atom, an alkyl group having 1 to 18 carbon atoms, a lower alkenyl group, a lower alkyl group having oxygen atom or sulfur atom in carbon chain, a lower alkyl group having a halogen atom or cyano group, a lower alkyl group having heteroaromatic ring, a diphenyl lower alkyl group, or a lower alkyl group having hydrocarbon-aromatic ring with the general formula: ##STR2## in which W is single bond or carbonyl group, oxygen atom, sulfur atom or --CH.dbd.CH--, n is an integer of 1 to 6, and R.sup.1', R.sup.2' and R.sup.
    Type: Grant
    Filed: April 5, 1994
    Date of Patent: April 25, 1995
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Michiko Nagahara, Chikara Ieda, Mitsuo Mimura, Katsuhiro Uchida, Soichiro Sato, Makoto Okumura