Abstract: Indole derivatives shown by the formulae (1), (2a) and (2b) ##STR1## (wherein R.sup.1 is a protecting group for amino group; R.sup.2 is a protecting group for hydroxyl group; R.sup.3 is a protecting group for hydroxyl group; R.sup.4 is a C.sub.1 -C.sub.6 linear or branched lower alkyl group, or benzyl group), and pyrroloindole derivatives shown by formula (3) ##STR2## (wherein R.sup.1 is a protecting group for amino group; R.sup.2 is a protecting group for hydroxyl group; R.sup.3 is a protecting group for hydroxyl group; R.sup.4 is a C.sub.1 -C.sub.6 linear or branched lower alkyl group, or benzyl group), both of which are intermediates for duocarmycin SA, which is expected to be used as an anticancer agent, and derivatives thereof; and a method for producing the same.
Type:
Grant
Filed:
March 9, 1999
Date of Patent:
May 23, 2000
Assignees:
Kyorin Pharmaceutical Co., Ltd., Sagami Chemical Research Center
Abstract: The present invention provides an amino compound represented by Formula: ##STR1## wherein X is CH.sub.2 NH or CONH, Y is CH.sub.2 NH or CONH with the proviso that X and Y are not CONH at the same time; Z is CH.dbd.C(R.sup.4)R.sup.5, CH.sub.2 CH(R.sup.4)R.sup.5 or an alkoxycarbonyl group, R.sup.1 is a hydrogen atom; a lower alkyl group, a cycloalkyl group, a cycloalkyl-substituted alkyl group, an aralkyl group or an aryl group, each group of which is substituted or unsubstituted, R.sup.2 and R.sup.3 are each independently a lower alkyl group or an aralkyl group, each group of which is substituted or unsubstituted, and R.sup.4 and R.sup.
Type:
Grant
Filed:
July 16, 1998
Date of Patent:
May 23, 2000
Assignees:
Taisho Pharmaceutical Co., Ltd., Sagami Chemical Research Center
Abstract: Isolated cDNAs derived from mRNAs expressed in human cells are provided, as are DNAs and RNAs comprising their nucleotide sequences, and vectors for expressing the cDNAs. The cDNAs encode proteins which have functions similar to known proteins.
Abstract: The present invention relates to a plant growth regulator comprising as an active ingredient an epoxycyclohexane derivative represented by general formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group or C.sub.3 -C.sub.6 cycloalkyl group, and R.sup.2 and R.sup.3 are independently C.sub.1 -C.sub.6 alkyl groups or are combined to form a C.sub.2 -C.sub.3 polymethylene group which may be substituted with a C.sub.1 -C.sub.6 alkyl group, as well as to a plant growth regulator comprising the epoxycyclohexane derivative and a brassinosteroid as active ingredients. The epoxycyclohexane derivatives exhibit a potent plant growth regulating action which is equivalent to or higher than that of abscisic acid, and are useful as plant growth regulators such as a plant growth accelerator, a germination growth accelerator, a transpiration and wilting inhibitor, a cold resistance enhancer, an accelerator for growing, thickening or maturing fruits, roots, stems or bulbs, etc.
Type:
Grant
Filed:
April 24, 1998
Date of Patent:
October 12, 1999
Assignees:
Sagami Chemical Research Center, Tama Biochemical Co. Ltd., Bal Planning Co., Ltd.
Abstract: 2-(Halomethyl)phenylacetic acid esters (3) which are useful as intermediates for producing agricultural fungicides are produced efficiently and conveniently by reacting a 3-isochromanone derivative (1) with a hydrogen halide and an alcohol or reacting (1) with a halomethyl alkyl ether and then reacting the product with an alcohol in the presence of a base. The starting compound, 3-isochromanone (1), is produced in good yield by reacting an .alpha.,.alpha.'-o-xylene dihalide (4) with carbon monoxide and water in an organic solvent in the presence of a palladium catalyst and an inorganic base and then treating the product with an acid.
Type:
Grant
Filed:
March 18, 1998
Date of Patent:
March 23, 1999
Assignees:
Sagami Chemical Research Center, Iharanikkei Chemical Industry Co., Ltd
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: Nerve growth factor production accelerating agents containing oxazopyrroloquinolines, pyrroquinolinequinones and/or their esters as active ingredient are provided. As the oxazopyrroloquinolines and their esters exhibit such production accelerating activity, they are suitably utilized for preventing and treating functional disorders of central nervous system, particularly, Alzheimer's dementia, cerebral ischemia and spinal trauma, as well as for functional disorders of peripheral nervous system, particularly, peripheral nervous system trauma and diabetic neurosis. As the pyrroquinolinequinones and their esters exhibit strong nerve growth factor production accelerating activity, they are suitably utilized for preventing and treating functional disorders of peripheral nervous system, particularly, peripheral nervous system trauma, diabetic neurosis, etc.
Type:
Grant
Filed:
July 2, 1996
Date of Patent:
December 8, 1998
Assignees:
Mitsubishi Gas Chemical Company, Sagami Chemical Research Center
Abstract: 3-Amino-2-hydroxy-4-phenylbutyronitrile derivatives represented by the formula (3) may be prepared by reacting an aminoaldehyde derivative represented by the formula (1) with a cyanohydrin derivative represented by the formula (2) in the presence of a metallic compound, base, or acid; ##STR1## wherein R.sup.1 and R.sup.2 each independently represents a hydrogen atom or a protective group for an amino group, R.sup.3 and R.sup.4 each represents an alkyl or cycloalkyl group or R.sup.3 and R.sup.4 together form a tetramethylene or pentamethylene group.
Type:
Grant
Filed:
December 19, 1997
Date of Patent:
November 10, 1998
Assignees:
Kuraray Co., Ltd., Sagami Chemical Research Center
Abstract: The present invention relates to a plant growth regulator comprising as an active ingredient an epoxycyclohexane derivative represented by general formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom, a C.sub.1 -C.sub.6, alkyl group or C.sub.3 -C.sub.6 cycloalkyl group, and R.sup.2 and R.sup.3 are independently C.sub.1 -C.sub.6 alkyl groups or are combined to form a C.sub.2 -C.sub.3 polymethylene group which may be substituted with a C.sub.1 -C.sub.6, alkyl group, as well as to a plant growth regulator comprising the epoxycyclohexane derivative and a brassinosteroid as active ingredients. The epoxycyclohexane derivatives exhibit a potent plant growth regulating action which is equivalent to or higher than that of abscisic acid, and are useful as plant growth regulators such as a plant growth accelerator, a germination growth accelerator, a transpiration and wilting inhibitor, a cold resistance enhancer, an accelerator for growing, thickening or maturing fruits, roots, stems or bulbs, etc..
Type:
Grant
Filed:
March 13, 1997
Date of Patent:
September 1, 1998
Assignees:
Sagami Chemical Research Center, Tama Biochemical Co. Ltd., Bal Planning Co., Ltd.
Abstract: There is provided an advantageous process for production of EPA by a gene recombinant technique wherein genes coding for biosynthesis enzymes for eicosapentaenoic acid (EPA) useful as pharmaceuticals, agrochemicals, foods, feeds or the like is obtained from microorganisms.EPA is produced by obtaining genes coding for eicosapentaenoic acid (EPA) biosynthesis enzymes, constructing a plasmid by joining the genes to a vector, transforming E. coli with the plasmid, and culturing the transformed E. coli.
Abstract: Acrylamide derivatives represented by General Formula (1) below: ##STR1## (One specific example of General Formula (1) is methyl (S,S)-3,3'-?3,3'-(1,4-phenylenediacryloyl)!-bis?1-chloromethyl-5-hydroxy-7 -triflouromethyl-1, 2,3,6-tetrahydropyrrolo?3,2-e!indole-8-carboxylate.)The acrylamide derivatives represented by General Formula (1) is highly selective to cancer cells, less toxic, and highly active also against solid tumor.
Type:
Grant
Filed:
May 13, 1997
Date of Patent:
July 28, 1998
Assignees:
Kyorin Pharmaceutical Co., Ltd., Sagami Chemical Research Center
Abstract: A modified protease is disclosed, which is a mutant of the thermostable neutral metallo-protease having the amino acid sequence of SEQ ID NO:1 wherein the 150th aspartic acid residue is replaced with tryptophan.
Type:
Grant
Filed:
June 7, 1996
Date of Patent:
March 17, 1998
Assignees:
Sagami Chemical Research Center, Holland Sweetner Company V.o.F.
Abstract: There is provided an advantageous process for production of EPA by a gene recombinant technique wherein genes coding for biosynthesis enzymes for eicosapentaenoic acid (EPA) useful as pharmaceuticals, agrochemicals, foods, feeds or the like is obtained from microorganisms.EPA is produced by obtaining genes coding for eicosapentaenoic acid (EPA) biosynthesis enzymes, constructing a plasmid by joining the genes to a vector, transforming E. coli with the plasmid, and culturing the transformed E. coli.
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: Trifluoromethylpyrroloindolecarboxylic acid ester derivatives, and optical isomers and pharmaceutically acceptable salts thereof are provided which are represented by the general formula (1): ##STR1## or the general formula (2): ##STR2## The compounds are antineoplastic agents which are selective to cancer cells, effective also to solid cancer, and less toxic.
Type:
Grant
Filed:
June 14, 1995
Date of Patent:
May 13, 1997
Assignees:
Kyorin Pharmaceutical Co., Ltd., Sagami Chemical Research Center
Abstract: A hydrosilyl-terminated polyoxyethylene compound of the general formula (I), a quaternary-salt-terminated polyoxyethylene/polyorganosiloxane block copolymer of the general formula (II) derived from the above compound, and a percutaneous drug absorption promoter comprising the above copolymer (II). The copolymer is usable as a percutaneous absorption promoter having a good drug absorption promoting effect and being effective for various drugs.
Abstract: A polycationic microbicidal and algaecidal agent containing as an active ingredient a polymer comprising repeating units represented by the formula (I) and having a number average molecular weight of at least 1,000, and a microbicidal and algaecidal method using the polymer: ##STR1## (wherein A is a single bond, an oxygen atom, a phenylene group, a dioxyethylene group or a tetramethyldisiloxane group, X.sub.1.sup.- and X.sub.2.sup.- may be the same or different and are counter anions in quaternary salts, p and q may be the same or different and are integers of from 1 to 6, and m is an integer of from 1 to 6, provided that A, X.sub.1.sup.-, X.sub.2.sup.-, p, q and m may be the same or optionally different for every repeating unit).
Type:
Grant
Filed:
June 14, 1995
Date of Patent:
April 1, 1997
Assignees:
Sagami Chemical Research Center, K.multidot.I Chemical Industry Co., Ltd.
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.