Patents Assigned to Kaken Pharmaceuticals Co., Ltd
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Patent number: 5344953Abstract: 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: GrantFiled: November 3, 1993Date of Patent: September 6, 1994Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
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Patent number: 5334628Abstract: 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: GrantFiled: December 31, 1992Date of Patent: August 2, 1994Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
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Patent number: 5296265Abstract: 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: GrantFiled: November 25, 1992Date of Patent: March 22, 1994Assignees: Kaken Pharmaceutical Co., Ltd., Okawara Mf. Co., Ltd., Freund Industrial Co. Ltd.Inventors: Moriyuki Okuma, Takayasu Ishikawa, Shinichi Yamamoto, Akira Iwasaki, Masanori Ogawa
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Patent number: 5281742Abstract: 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: GrantFiled: January 21, 1992Date of Patent: January 25, 1994Assignees: Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Tomoyuki Yano, Mitsuo Yamashita, Emiko Ejiri, Tomoko Tateno, Kiyomi Aizawa
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Patent number: 5276041Abstract: 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: GrantFiled: November 5, 1992Date of Patent: January 4, 1994Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Jun Nakano, Hideto Fukui, Hisamitsu Haigoh, Hisato Senda, Wakao Iwatani, Tadashi Arika
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Patent number: 5200423Abstract: 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: GrantFiled: June 25, 1991Date of Patent: April 6, 1993Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
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Patent number: 5198013Abstract: 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: GrantFiled: January 25, 1989Date of Patent: March 30, 1993Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Atsuko Fujita, Hiroshi Sato, Hiroaki Hirose, Masahiro Yokota, Shoin Nagato
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Patent number: 5196567Abstract: 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: GrantFiled: June 9, 1988Date of Patent: March 23, 1993Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Katsuhiro Uchida, Shozo Masumoto, Masao Tohno, Mitsuo Mimura, Makoto Okumura
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Patent number: 5190959Abstract: 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: GrantFiled: August 5, 1992Date of Patent: March 2, 1993Assignee: Kaken Pharmaceutical Co. Ltd.Inventors: Satoshi Murai, Masanao Shimano, Hiroshi Yamamoto, Toshihiro Koyama, Tsutomu Nakamura, Masaru Ogawa, Mitsuru Watanuki, Taira Okamoto, Toshimitsu Hori
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Patent number: 5158963Abstract: 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: GrantFiled: July 26, 1990Date of Patent: October 27, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Michio Nakanishi, Katsuhiro Uchida, Terutake Nakagawa, Kiyoharu Ukai, Michiko Nagahara, Jun Nakano, Kazuhiko Kimura
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Patent number: 5120735Abstract: A synergistically active antifungal composition comprising an azole compound and an arylmethylamine compound.Type: GrantFiled: October 15, 1991Date of Patent: June 9, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tadashi Arika, Mamoru Yokoo, Kouji Amemiya, Tetsuya Maeda
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Patent number: 5106866Abstract: 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: GrantFiled: February 14, 1990Date of Patent: April 21, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
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Patent number: 5102794Abstract: Substance F-0368 of the formula: ##STR1## or salts thereof is prepared by culturing Kitasatosporia sp. F-0368 in a culture medium thereby producing substance F-0368, and then isolating and collecting substance F-0368 from the culture medium.Type: GrantFiled: January 14, 1991Date of Patent: April 7, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Ryusuke Taguchi, Hideo Sugawara, Yukio Miyazaki, Taku Mizuno, Masahide Nomura, Machiko Sugiyama, Hideo Saito, Goro Yabuta, Akiya Furuichi, Yasuhiko Hamazaki, Katsuhiro Nakamura
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Patent number: 5100457Abstract: An oxazolidinedione compound represented by the formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a cycloalkyl group having 3 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, an alkynyl group having 3 to 5 carbon atoms or an alkoxycarbonyl group having 1 or 2 carbon atoms in the alkyl moiety thereof, R.sup.2 represents an alkyl group having 3 to 5 carbon atoms or a cycloalkyl group having 3 to 5 carbon atoms, and X represents a chlorine atom or a fluorine atom; a process for preparing the same; and a herbicidal composition comprising the oxazolidinedione compound as an active component are disclosed. The above oxazolidinedione compounds exhibit a high selectivity for useful crop plants and a strong herbicidal activity with respect to various noxious weeds.Type: GrantFiled: January 3, 1991Date of Patent: March 31, 1992Assignees: Sagami Chemical Research Center, Chisso Corporation, Kaken Pharmaceutical Co., Ltd.Inventors: Kenji Hirai, Atsuko Fujita, Hiroshi Sato, Hiroaki Hirose, Masahiro Yokota, Shoin Nagato
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Patent number: 5095016Abstract: A compound of the formula (I): ##STR1## or a pharmaceutically acceptable salt thereof, wherein: R.sup.1 is a hydrogen atom, a substituted or unsubstituted C.sub.1-6 alkyl group, a C.sub.2-6 alkenyl group, a C.sub.2-6 alkynyl group or a R.sup.7 --CO-- group (wherein R.sup.7 is a C.sub.1-6 alkyl group, a phenyl group, a C.sub.2-6 alkenyl group which may be substituted by a phenyl group, or a C.sub.1-6 alkoxy group);R.sup.2 is a hydrogen atom, a substituted or unsubstituted C.sub.1-8 alkyl group, or a phenyl group;R.sup.3 is a hydrogen atom, and R.sup.4 is a hydroxyl group, or R.sup.3 and R.sup.4 together form a bond;each of R.sup.5 and R.sup.6 is a C.sub.1-4 alkyl group; andY is a cyano group, a halogen atom, a nitro group, a C.sub.1-6 alkyl group, a C.sub.2-6 alkynyl group, a C.sub.1-6 alkylcarbonyl group, a C.sub.1-6 alkoxy group, a di-C.sub.1-6 alkylaminocarbonyl group, an aryl group, a C.sub.1-6 alkoxycarbonyl group, a carboxyl group or a morpholinocarbonyl group.Type: GrantFiled: August 3, 1990Date of Patent: March 10, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Katuyuki Ohtuka, Nobuo Ishiyama, Yasuhito Iida, Kenji Seri, Takeshi Murai, Kazuko Sanai, Yoshihiro Ishizaka
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Patent number: 5081248Abstract: A pyridine-N-oxide derivative of the formula: ##STR1## or a salt thereof.Type: GrantFiled: November 30, 1990Date of Patent: January 14, 1992Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Yoshiyuki Zama, Takanobu Naitou, Toshiyuki Yamamoto
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Patent number: 5032611Abstract: Disclosed in the present invention are: a substance F-0368 or salts thereof having the following structural formula ##STR1## a method for production of the substance F-0368 or salts thereof, wherein an F-0368-substance-producing-microorganism belonging to a genus Kitasatosporia is cultured, and the substance F-0368 is isolated and collected from the cultured substance; a method for production of the substance F-0368 or salts thereof, wherein 3-methyl-4-lower alkoxy carbonyl-2(5H)-furanone represented by the following general formula is subjected to hydrolytic reaction ##STR2## (where: R represents a straight or branched lower alkyl group having 1 to 6 carbon atoms); a composition which consists essentially of the substance F-0368 or salt thereof, a diluent permissible in the agricultural chemicals, and a carrier or an excipient; a preventive agent for plant diseases such as rice blast disease and bacterial leaf blight disease, which consists essentially of an effective amount of the substance F-0368 or saltsType: GrantFiled: March 8, 1989Date of Patent: July 16, 1991Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Ryusuke Taguchi, Hideo Sugawara, Yukio Miyazaki, Taku Mizuno, Masahide Nomura, Machiko Sugiyama, Hideo Saito, Goro Yabuta, Akiya Furuichi, Yasuhiko Hamazaki, Katsuhiro Nakamura
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Patent number: 5024692Abstract: A herbicidal composition comprising at least one oxazolidinedione derivative expressed by the following formula: ##STR1## (wherein R.sup.1, R.sup.2 and R.sup.3 independently denote hydrogen atoms, halogen atoms, nitro groups, alkyl groups, alkoxy groups, alkenyloxy groups, alkynyloxy groups or cycloalkyloxy groups; R.sup.4 and R.sup.5 independently denote hydrogen atoms, alkyl groups or aryl groups or may be combined with each other to form a polymethylene chain; and said alkyl groups, alkoxy groups, alkenyloxy groups, alkynyloxy groups, cycloalkyloxy groups and aryl groups may be substituted); and at least one organic phosphorus herbicide, as active ingredients.Type: GrantFiled: July 7, 1989Date of Patent: June 18, 1991Assignees: Kaken Pharmaceutical Co., Ltd., Sagami Chemical Research Center, Chisso CorporationInventors: Shoin Nagato, Ryusuke Taguchi, Kenji Hirai, Hiroaki Hirose, Masahiro Yokota
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Patent number: 5021458Abstract: 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 amine derivatives (I) are useful as fungicides.Type: GrantFiled: December 7, 1988Date of Patent: June 4, 1991Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
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Patent number: 5017561Abstract: An antibiotic 6270B having the formula: ##STR1## and a salt thereof.Type: GrantFiled: May 27, 1988Date of Patent: May 21, 1991Assignee: Kaken Pharmaceutical Co., Ltd.Inventors: Yoko Kusakabe, Hiroshi Suzuki, Hidehiko Kudo