Patents Assigned to Yamasa Shoyu Kabushiki Kaisha
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Patent number: 5047520Abstract: Disclosed are novel 2'-alkylidenepyrimidine nucleoside derivatives represented by formula [I]: ##STR1## wherein R.sup.1 is an amino gorup or a hydroxy group, R.sup.2 is a hydrogen atom, a halogen atom or a lower alkyl group, R.sup.3 is a hydrogen atom or a lower alkyl group, and R.sup.4 is a hydrogen atom or a phosphate residue, or salts thereof.These novel compounds can be produced from uridine or cytidine derivatives by alkylidenating the 2'-position in the sugar moiety thereof with Wittig's reagent.Furthermore, the compounds have remarkable antiviral activities and therefore can provide novel antiviral agents.Type: GrantFiled: November 18, 1988Date of Patent: September 10, 1991Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Akira Matsuda, Tohru Ueda, Kenji Takenuki, Haruhiko Machida
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Patent number: 4956345Abstract: A 2-alkynyladenosine represented by general formula [I]: ##STR1## wherein n is an integer of from 2 to 15, has been found to have excellent properties as an antihypertensive agent. On the basis of this finding, the present invention has provided an antihypertensive agent comprising an antihypertensive effective amount of a compound of the above formula [I] and a pharmaceutically acceptable carrier. The present invention also discloses a novel compound 2-alkynyladenosine of formula [I] shown above wherein n is 6 to 15.Type: GrantFiled: December 12, 1988Date of Patent: September 11, 1990Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Tadashi Miyasaka, Akira Matsuda, Toichi Abiru, Haruhiko Machida
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Patent number: 4943427Abstract: A diagnostic agent for heart disease comprising a radiolabeled monoclonal antibody having specificity to cardiac myosin heavy chain or its active fragment is disclosed. The diagnostic agent is useful for topographic diagnosis of heart disease such as myocardial infarction and myocardial disease by imaging.Type: GrantFiled: March 25, 1985Date of Patent: July 24, 1990Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Yoshio Yazaki, Masahito Sugi
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Patent number: 4900407Abstract: In a method for deoxygenating the secondary and/or tertiary OH group(s) in an alcohol having such OH group(s), a characteristic feature thereof is that the alcohol having the OH group(s) is first converted into a substituted or unsubstituted benzoate derivative, and the benzoate derivative is then subjected to a photocatalytic reaction in the presence of an electron donor or to an electrode reaction in the presence of an electrolyte, whereby the desired compound in which the OH group(s) has (have) been selectively deoxygenated can be obtained in a high yield on an industrial scale.Type: GrantFiled: May 17, 1989Date of Patent: February 13, 1990Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Isao Saito, Teruo Matsuura, Hideyuki Ikehira
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Patent number: 4812560Abstract: Disclosed herein are a novel process for producing 1-.beta.-D-arabinofuranosylcytosine-5'-stearylphosphate monosodium salt, which has been expected as an oral antitumor agent, and 1-.beta.-D-arabinofranosylcytosine-5'-stearylphosphate monosodium salt monohydrate obtained from the above-mentioned monosodium salt.Type: GrantFiled: March 23, 1987Date of Patent: March 14, 1989Assignees: Yamasa Shoyu Kabushiki Kaisha, Nippon Kayaku Kabushiki KaishaInventors: Takashi Terada, Minoru Aoki, Hiroshi Ohtaki, Manami Morozumi, Mitsuharu Shiozaki
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Patent number: 4767843Abstract: A monoclonal antibody having specificity to an isozyme of cardiac myosin heavy chain. The monoclonal antibody is useful as a reagent important for biochemical and pathological researches relating to cardiac muscles and diagnosis of myocardial infarction.Type: GrantFiled: July 2, 1984Date of Patent: August 30, 1988Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Yoshio Yazaki, Masahito Sugi
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Patent number: 4767713Abstract: The invention is directed to a microbially pure culture of Brevibacterium acetylicum AT-6-7, ATCC 39311 or a mutant thereof which has nucleoside phosphorylase activity.Type: GrantFiled: February 28, 1986Date of Patent: August 30, 1988Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Tetsuro Fujishima, Shinji Sakata
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Patent number: 4668778Abstract: Nucleoside 5'-alkyl- or alkenyl phosphate compounds represented by the following formula [I] ##STR1## wherein B is a purine base having a substituent or a 5-substituted uracil base, and R.sup.1 is an alkyl or alkenyl group having 14 to 26 carbon atoms, and pharmaceutically acceptable salts thereof are novel derivatives of arabinonucleosides which can have properties suitable for clinical application as antiviral agents, particularly for treating viral hepatitis.Type: GrantFiled: May 3, 1985Date of Patent: May 26, 1987Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Manami Morozumi, Shinji Sakata
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Patent number: 4623626Abstract: L-glutamic acid oxidase, which is an L-amino acid oxidase catalyzing the oxidative deamination of the .alpha.-amino group of L-glutamic acid in the presence of water and oxygen to form .alpha.-ketoglutaric acid, ammonia and hydrogen peroxide, and having a very high substrate specificity for L-glutamic acid substantially without acting on L-glutamine and L-histidine, and also having a high stability, and a microbiological method of production thereof.Type: GrantFiled: June 28, 1983Date of Patent: November 18, 1986Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Hitoshi Kusakabe, Yuichiro Midorikawa
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Patent number: 4614719Abstract: There is disclosed a process for producing ribavirin from 1,2,4-triazole-carboxamide and a ribose donor by the enzymatic action of a microorganism belonging to specific genera, e.g. Brevebacterium. The specific feature of the invention is, above all, utilization of said microorganism under non-proliferatating conditions.Type: GrantFiled: April 26, 1983Date of Patent: September 30, 1986Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Tetsuro Fujishima, Yoshiomi Yamamoto
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Patent number: 4614714Abstract: The present invention consists of an analytical method for assay of L-glutamic acid in a sample by the use of an L-glutamic acid oxidase which is an L-amino acid oxidase catalyzing the oxidative deamination of the .alpha.-amino group of L-glutamic acid in the presence of water and oxygen to form .alpha.-ketoglutaric acid, ammonia and hydrogen peroxide, and having a very high substrate specificity for L-glutamic acid substantially without acting on L-glutamine and L-histidine, and also having a high stability, a reagent for analysis to practice the analytical method, a kit for analysis comprising the reagent, and a biosensor employing the enzyme.Type: GrantFiled: June 28, 1983Date of Patent: September 30, 1986Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Hitoshi Kusakabe, Hiroshi Yamauchi, Yuichiro Midorikawa
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Patent number: 4594320Abstract: Glycosylation or transglycosylation of a specified guanine derivative, namely 9-substituted or non-substituted guanine of formula [I] with a 3-deoxyribose donor such as 3'-deoxyadenosine in the presence of a nucleoside phosphorylase source such as of microorganism origin is disclosed. The nucleoside phosphorylase source is specified.Type: GrantFiled: March 29, 1983Date of Patent: June 10, 1986Assignee: Yamasa Shoyu Kabushiki KaishaInventor: Tetsuro Fujishima
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Patent number: 4594321Abstract: Glycosylation or transglycosylation of a specified guanine derivative, namely 9-substituted or non-substituted guanine of formula [I] with a 3-deoxyribose donor such as 3'-deoxyadenosine in the presence of a nucleoside phosphorylase source such as of microorganism origin is disclosed.Type: GrantFiled: March 29, 1983Date of Patent: June 10, 1986Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Tetsuro Fujishima, Shinji Sakata
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Patent number: 4542210Abstract: 1-.beta.-D-arabinofuranosyl-(E)-5-(2-halogenovinyl)uracil-5'-phosphates of the formula (I): ##STR1## and wherein X is halogen, pharmaceutically acceptable salts thereof, are produced by phosphorylation of the non-phosphorylated precursors of the compounds (I), and are useful as anti-viral agents.Type: GrantFiled: September 3, 1982Date of Patent: September 17, 1985Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Shinji Sakata, Haruhiko Machida
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Patent number: 4542021Abstract: An antitumor composition comprising a pharmacologically effective quantity of an ester of 1-.beta.-D-arabinofuranosylcytosine-5'-phosphate represented by the general formula ##STR1## where R is a monovalent aliphatic hydrocarbon group having 14 to 23 carbon atoms, and A designates a hydrogen atom or a pharmaceutically-acceptable alkali cation, and a vehicle is effective when administered by a non-injection method, particularly orally.Type: GrantFiled: November 10, 1980Date of Patent: September 17, 1985Assignees: Yamasa Shoyu Kabushiki Kaisha, Mineo SaneyoshiInventors: Kenjiro Kodama, Akira Kuninaka, Mineo Saneyoshi
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Patent number: 4495355Abstract: A novel optically active diamide derivative represented by the following general formula is provided, which is useful as a starting material for asymmetric synthesis of optically active compounds, ##STR1## wherein R.sup.1 is an acyclic or cyclic, divalent atomic group containing at least one carbon atom which will, upon substitution of one of the heterocyclic groups in the formula with a nucleophilic reagent, stand as an asymmetric center in the substitution product; R.sup.2 is a substituent which has such a configuration and a molecular size that the regioselectivity in the substitution reaction of the heterocyclic group with the nucleophilic reagent can be determined by a stereo-chemical interaction thereof with the substituent R.sup.1, the steric configuration of the two asymmetric carbon atoms to which the R.sup.2 substituents are attached being identical; X is a sulfur atom or an oxygen atom; and n is an integer which is 1 or 2.Type: GrantFiled: December 9, 1982Date of Patent: January 22, 1985Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Eiichi Fujita, Yoshimitsu Nagao, Takao Ikeda, Takehisa Inoue
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Patent number: 4478934Abstract: A method of quantative determination of adenosine by means, of competitive immunoassay based on a competitive antigen-antibody reaction. In the competitive antigen-antibody reaction, an antibody is used which is obtained from an animal which has been immunized by introduction thereto of an antigen which comprises a carrier protein bonded with 2'- and 3'-hydroxyls of the adenosine through dicarboxylic acid residues, and a labelled adenosine and 2',3'-diacyladenosine which has been produced by acylation of adenosine in the sample to be assayed or in a standard solution are caused to undergo competitive reaction for the antibody whereby it has been made possible to determine adenosine quantitatively in high sensitivity and in high accuracy.Type: GrantFiled: July 9, 1982Date of Patent: October 23, 1984Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Tomokazu Sato, Michio Ui
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Patent number: 4434788Abstract: A nucleoside selected from the group consisting of 3'-deoxyguanosine and 3'-deoxyuridine enhances, when administered to a tumor-bearing animal under an anti-tumor treatment, the anti-tumor effect due to the anti-tumor treatment. The anti-tumor treatment comprises irradiation of a tumor site of the animal or administration of an anti-tumor agent to the animal.Type: GrantFiled: July 27, 1981Date of Patent: March 6, 1984Assignee: Yamasa Shoyu Kabushiki KaishaInventor: Shigekazu Nakatsugawa
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Patent number: 4432348Abstract: A nucleotide selected from the group consisting of 3'-deoxyguanosine-5'-monophosphate, 3'-deoxyadenosine-5'-monophosphate and pharmaceutically-acceptable salts thereof enhances, when administered to a tumor-bearing animal under an anti-tumor treatment, the anti-tumor effect due to the anti-tumor treatment. The anti-tumor treatment comprises irradiation of a tumor site of the animal or administration of an anti-tumor agent to the animal.Type: GrantFiled: September 9, 1981Date of Patent: February 21, 1984Assignee: Yamasa Shoyu Kabushiki KaishaInventor: Shigekazu Nakatsugawa
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Patent number: 4386076Abstract: A novel compound, (E)-5-(2-halogenovinyl)-arabinofuranosyluracil; a process for producing the same comprising reacting 5-vinylarabinofuranosyluracil with a halogen; and use of the same as an anti-DNA virus agent, especially anti-herpes virus agent and anti-varicella-zoster virus agent.Type: GrantFiled: December 12, 1980Date of Patent: May 31, 1983Assignee: Yamasa Shoyu Kabushiki KaishaInventors: Haruhiko Machida, Shinji Sakata