Abstract: A process for preparing 4-methylenepiperidine having a formula (VII): ##STR1## which comprises reacting an isonipecotate having a formula (I): ##STR2## wherein R.sup.1 is methyl group or ethyl group, with an acylating agent having a formula (II): R.sup.2 X or a formula (II'): (R.sup.2).sub.2 O wherein R.sup.2 is benzoyl group or acetyl group and X is chlorine atom or bromine atom, in the presence or the absence of a base, reducing the resulting ester having a formula (III): ##STR3## wherein R.sup.1 and R.sup.2 are the same as defined above, with sodium borohydride or lithium borohydride in an organic solvent containing methanol, reacting the resulting alcohol with a halogenating agent without any solvent or in an organic solvent in the presence or the absence of a base, reacting the resulting halide with a dehydrohalogenating agent in an organic solvent and hydrolyzing the resulting methylene compound having a formula (VI): ##STR4## wherein R.sup.
Abstract: A thiophene derivative containing a phenylamidino group represented by the general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are the same or different from each other and are hydrogen atom, a halogen atom, an alkyl group having 1 to 4 carbon atoms or an alkoxyl group having 1 to 4 carbon atoms; or a pharmacologically acceptable salt thereof. The compound is useful for the treatment of inflammatory diseases.
Type:
Grant
Filed:
August 22, 1997
Date of Patent:
April 11, 2000
Assignee:
Kaken Pharmaceutical Co., Ltd.
Inventors:
Kiyomi Tanaka, Tokiko Nishida, Jun Nakano, Mamoru Inoue, Tsutomu Nakamura, Hayami Debuchi
Abstract: The present invention relates to a method for treating diseases of periodontal tissue by administering a basic fibroblast growth factor, by which the tissue injury is treated to induce regeneration, curing or new attachment.
Abstract: There is disclosed a fungicide containing, as an effective ingredient, a compound having the general formula (I): ##STR1## or an acid addition salt thereof, particularly the compound wherein an absolute configuration of the asymmetric carbon atoms is R,R-configuration or an acid addition salt thereof.
Abstract: This invention provides with novel hydantoin derivatives, processes for preparing them, and herbicides containing said derivatives as active ingredient.
Type:
Grant
Filed:
August 18, 1997
Date of Patent:
March 16, 1999
Assignees:
Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
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:
July 9, 1997
Date of Patent:
December 22, 1998
Assignees:
Kaken Pharmaceutical Co., Ltd., Toray Industries Inc.
Abstract: A taxoid derivative wherein sugar is combined with any one of paclitaxel, docetaxel and 10-deacetyl-bacatin III via a spacer. A method of producing the taxoid derivative comprises protecting hydroxyl groups at specific position of paclitaxel or docetaxel by protective compound followed by reacting with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl and detriethylsilyl reactions. A method of producing the taxoid derivative comprises reacting paclitaxel or docetaxel with tetrabenzyl acetyloxyglucoside, and then carrying out debenzyl reaction.
Abstract: An acetamide derivative having the general formula (I): ##STR1## or a pharmacologically acceptable salt thereof; a synthetic intermediate of the above-mentioned acetamide derivative; a treating agent for peptic ulcer and for gastritis which comprises the above-mentioned compound having the general formula (I) as an effective ingredient, and a process for treating peptic ulcer and gastritis using the above-mentioned compound having the general formula (I), are disclosed.
Abstract: There is disclosed a fungicide containing, as an effective ingredient, a compound having the general formula (I): ##STR1## or an acid addition salt thereof, particularly the compound wherein an absolute configuration of the asymmetric carbon atoms is R,R-configuration or an acid addition salt thereof.
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:
December 27, 1994
Date of Patent:
October 21, 1997
Assignees:
Kaken Pharmaceutical Co., Ltd., Toray Industries Inc.
Abstract: An acetamide derivative having the general formula (I): ##STR1## or a pharmacologically acceptable salt thereof; a synthetic intermediate of the above-mentioned acetamide derivative; a treating agent for peptic ulcer and for gastritis which comprises the above-mentioned compound having the general formula (I) as an effective ingredient, and a process for treating peptic ulcer and gastritis using the above-mentioned compound having the general formula (I), are disclosed.
Abstract: Quinolinecarboxylic acid derivatives which are represented by the general formula (I) ##STR1## wherein R.sub.1 is a C.sub.1 to C.sub.6 alkyl group which may be substituted, a C.sub.2 to C.sub.6 alkenyl group which may be substituted, a C.sub.3 to C.sub.7 cycloalkyl group which my be substituted or an aryl group which may be substituted,R.sub.2 is hydrogen atom; a halogen atom; hydroxyl group which may be protected, amino group or a C.sub.1 to C.sub.6 alkylamino group each of which may be protected; a C.sub.1 to C.sub.6 dialkylamino group or a C.sub.1 to C.sub.6 alkyl group,R.sub.3 is hydrogen atom or a C.sub.1 to C.sub.6 alkyl group,A is nitrogen atom or ##STR2## wherein A' is hydrogen atom. a halogen atom, a C.sub.1 to C.sub.6 alkyl group, a C.sub.1 to C.sub.6 alkoxyl group which may be substituted, cyano group, or nitro group, and A' may form a ring with R.sub.1 ; the ring may include oxygen atom, nitrogen atom, or sulfur atom as a constituent atom; the ring may be substituted with a C.sub.1 to C.sub.
Abstract: Industrial process for the efficient production of aniline derivatives which are important intermediates for the manufacture of oxazolidinedione derivatives and tetrahydrophthalimide derivatives which are useful as active ingredients of herbicides. The process starts from 2,4-dihalo-5-aminophenol or bis(2,4-dihalo-5-aminophenyl)carbonate and selectively cycloalkylates or alkynylates the hydroxy group without protecting the amino group, whereby aniline derivatives having the cycloalkyloxy group or alkynyloxy group can be produced in high yield.
Type:
Grant
Filed:
March 10, 1995
Date of Patent:
June 17, 1997
Assignees:
Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
Abstract: There is disclosed a fungicide containing, effective ingredient, a compound having the general formula (I): ##STR1## or an acid addition salt thereof, particularly the compound wherein an absolute configuration of the asymmetric carbon atoms is R,R-configuration or an acid addition salt thereof.
Abstract: The present invention is directed to a method for the treatment of Helicobacter pylori infection wherein a composition containing protease and an antibacterial agent as active ingredients, which can remove Helicobacter pylori from a stomach at high probability without causing side effects or the occurrence of resistant bacteria, and which can treat and prevent peptic ulcer caused by Helicobacter pylori infection and can prevent the recurrence of peptic ulcer is employed.
Type:
Grant
Filed:
July 27, 1995
Date of Patent:
April 8, 1997
Assignees:
Ken Kimura, Kaken Pharmaceutical Co., Ltd.
Inventors:
Ken Kimura, Yushi Taniguchi, Kiichi Satoh, Kouji Saifuku, Ken Kihira, Kenichi Ido, Yukio Yoshida, Takuya Takimoto
Abstract: The invention relates to 4-imino-oxazolidine-2-one derivatives represented by the general formula (1): ##STR1## and a process for producing said compounds by reacting aryl isocyanates of the general formula (2): ##STR2## with methacrolein cyanohydrin in the presence of a base, as well as a herbicide containing said compounds as an active ingredient; it also relates to a process for producing oxazolidinedione derivatives useful as herbicides by hydrolyzing said compounds.
Type:
Grant
Filed:
July 8, 1996
Date of Patent:
March 18, 1997
Assignees:
Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
Abstract: The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof.More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): ##STR1## These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment.
Type:
Grant
Filed:
May 25, 1995
Date of Patent:
September 10, 1996
Assignees:
Sagami Chemical Research Center, Kaken Pharmaceutical Co., Ltd.
Abstract: The present invention relates to a preparation for the therapy of respiratory tract diseases which contains a basic fibroblast growth factor and/or a homologue thereof as an active ingredient, a preparation for the therapy of respiratory tract diseases which contains a human basic fibroblast growth factor and/or a homologue thereof, produced by microorganisms or cultured cells prepared by genetic recombination, as an active ingredient, and a method for the therapy of respiratory tract diseases by administering any one of these preparations.
Abstract: The present invention relates to 3,4,5,6-tetrahydrophthalamide derivatives and 3,4,5,6-tetrahydroisophthalimide derivatives having excellent effects as effective active ingredients of herbicides, and processes for preparing the same, and provides the compounds having a more efficient herbicidal activity, and efficient and industrial processes for the preparation thereof.More specifically, the tetrahydrophthalimide derivative obtained by reacting a halogen-substituted 5-cycloalkyloxyaniline derivative with a 3,4,5,6-tetrahydrophthalic anhydride, or the tetrahydroisophthalimide derivative of the present invention is reacted with various types of amines to prepare a tetrahydrophthalamide derivative represented by the general formula (I): ##STR1## These tetrahydrophthalamide derivatives and the tetrahydroisophthalimide derivatives exhibit excellent herbicidal activities in the soil treatment in the paddy field and field and the stem-foliar treatment.
Type:
Grant
Filed:
September 19, 1994
Date of Patent:
April 9, 1996
Assignees:
Sagami Chemical Research Center, Kaken Pharmaceutical Co. Ltd.
Abstract: A composition of a stabilized fibroblast growth factor (FGF), which contains an aluminum salt of cyclodextrin sulfate to stabilize FGF. FGF can be stabilized by forming a composition of FGF and an aluminum salt of cyclodextrin sulfate, and can be stably prepared into formulations.