Patents Assigned to Wakunaga Seiyaku Kabushiki Kaisha
  • Patent number: 5254685
    Abstract: A tricyclic compound represented by the general formula (1) and salts thereof. ##STR1## A method for producing the tricyclic compound and salts thereof, and an antimicrobial agent containing the tricyclic compound and salts thereof as an active ingredient are also disclosed.
    Type: Grant
    Filed: August 7, 1991
    Date of Patent: October 19, 1993
    Assignees: Wakunaga Seiyaku Kabushiki Kaisha, Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Masaharu Yokomoto, Akira Yazaki, Norihiro Hayashi, Shunso Hatono, Satoshi Inoue, Yasuhiro Kuramoto
  • Patent number: 5245037
    Abstract: Antibacterial quinolone derivatives represented by the following formula [I] and salts thereof are disclosed. ##STR1## wherein R.sup.1 means a hydrogen atom or a carboxyl-protecting group; R.sup.2 denotes a hydrogen or halogen atom or a hydroxyl, lower alkoxyl, amino, aralkylamino, or mono- or di-(lower alkyl)amino group; A represents an oxygen or sulfur atom or N--R.sup.3 in which R.sup.3 is a hydrogen atom or an amino-protecting group; X is a hydrogen or halogen atom; Y means a nitrogen atom or C--R.sup.4 in which R.sup.4 is a hydrogen or halogen atom or a lower alkyl or lower alkoxyl group; and Z denotes a halogen atom or a substituted or unsubstituted heterocyclic group having at least one nitrogen atom as a hetero atom.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: September 14, 1993
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Yasuhiro Kuramoto, Masayasu Okuhira, Takashi Yatsunami
  • Patent number: 5231114
    Abstract: A lipid peroxidation inhibitor contains a polysulfide compound represented by formula (I) as an active ingredient:R.sup.1 --(S).sub.m --R.sup.2 (I)wherein R.sup.1 and R.sup.2 are same or different hydrocarbon chains having 1 to 16 carbon atoms and m is an integer of 3 to 10. Among compounds (I) are found novel which are:R.sup.3 --(S).sub.n --R.sup.4 (II)wherein R.sup.3 and R.sup.4 are same or different lower alkenyl groups and n is an integer of 6 to 10. Pharmaceutical compositions which contain a polysulfide compound represented by formula (I) as an active ingredient, for preventing and curing diseases of thrombosis, arteiosclerosis, liver troubles, pulmonary edema, skin troubles, eye troubles and aging are also disclosed.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: July 27, 1993
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Shoji Awazu, Toshiharu Horie, Yukihiro Kodera, Shinji Nagae, Hiromichi Matsuura, Yoichi Itakura
  • Patent number: 5208245
    Abstract: The present invention provides dihydropyridine derivatives represented by the following formula (I) ##STR1## and salts thereof. They have extremely strong, slow and long-acting vasodilating action and antihypertensive action with less adverse effects so that they are useful as therapeutic agents for cardiovascular diseases.
    Type: Grant
    Filed: May 7, 1991
    Date of Patent: May 4, 1993
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Terukage Hirata, Yasushi Yoshimura, Masanori Kakimoto, Koichi Tamura, Harunobu Amagase
  • Patent number: 5206270
    Abstract: A method of inhibiting melanoma cell proliferation in a mammal by administering to the mammal S-allylcysteine or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: April 27, 1993
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventor: Reiko F. Irie
  • Patent number: 5153203
    Abstract: Antibacterial quinolone derivatives represented by the following formula and salts thereof are disclosed. ##STR1## wherein R.sup.1 meawns a substituted or unsubstituted lower alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted lower alkenyl group or a substituted or unsubstituted phenyl group, R.sup.2 denotes a hydrogen atom or a carboxyl-protecting group, R.sup.3 represents a hydrogen or halogen atom or an amino, mono- or di-(lower alkyl)amino, hydroxyl or lower alkoxyl group, X is a hydrogen or halogen atom, Y means a nitrogen atom or a group C-R.sup.4 in which R.sup.4 is a hydrogen or halogen atom or a lower alkyl or lower alkoxyl group or is a group ##STR2## which forms a ring together with R.sup.1 (i.e., the asterisked carbon atoms are linked to the N(1) atom of the quinolone skeleton), and A denotes a specific N-containing group. Preparation processes of the quinolone derivatives and antibacterial agents containing the same are also disclosed.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: October 6, 1992
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Takashi Yatsunami, Hitodshi Yamamoto, Yasuhiro Kuramoto, Norihiro Hayashi, Akira Yazaki, Satoshi Inoue, Shuichiro Noda, Hirotaka Amano
  • Patent number: 5149879
    Abstract: A lipid peroxidation inhibitor contains a polysulfide compound represented by formula (I) as an active ingredient:R.sup.1 --(S).sub.m --R.sup.2 (I)wherein R.sup.1 and R.sup.2 are same or different hydrocarbon chains having 1 to 16 carbon atoms and m is an integer of 3 to 10. Among compounds (I) are found novel which are:R.sup.3 --(S).sub.n --R.sup.4 (II)wherein R.sup.3 and R.sup.4 are same or different lower alkenyl groups and n is an integer of 6 to 10. Pharmaceutical compositions which contain a polysulfide compound represented by formula (I) as an active ingredient, for preventing and curing diseases of thrombosis, arteiosclerosis, liver troubles, pulmonary edema, skin troubles, eye troubles and aging are also disclosed.
    Type: Grant
    Filed: June 21, 1991
    Date of Patent: September 22, 1992
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Shoji Awazu, Toshiharu Horie, Yukihiro Kodera, Shinji Nagae, Hiromichi Matsuura, Yoichi Itakura
  • Patent number: 5093505
    Abstract: Heterocyclic compounds of the general formula: ##STR1## wherein R.sup.11 is a hydroxyl group or a lower alkoxy group, R.sup.12 is a lower alkoxy group, R.sup.13 is a saturated or unsaturated hydrocarbon group, X is an oxygen atom or a sulfur atom, and Y is an oxygen atom or --NH-- which may have a lower alkyl substituent, or salts thereof are novel and effective in controlling carcinoma.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: March 3, 1992
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Hoyoku Nishino, Yukihiro Kodera, Toshihiko Sumida, Susumu Yoshida, Hiromichi Matsuura, Yoichi Itakura
  • Patent number: 5093122
    Abstract: An Allium genus plant, typically garlic is extracted by adding water or alcohol to the garlic, subjecting a mixture of the solvent and the garlic to extraction, and collecting an extract liquid. A composition containing S-allylcysteine in the extract liquid from the garlic is obtained by adding cysteine to the solvent, the mixture of the solvent and the plant under extraction, or the extract liquid collected, and causing the cysteine to convert into S-allylcysteine which is effective controlling hepatopathy and oncogenesis.
    Type: Grant
    Filed: November 21, 1990
    Date of Patent: March 3, 1992
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventor: Yukihiro Kodera
  • Patent number: 5026856
    Abstract: Isoindoline derivatives represented by the formula (I) and their salts are disclosed. ##STR1## There are many varieties for the compound depending on the types of residues R.sup.1 -R.sup.9 and X. The compounds can be prepared from quinoline derivatives of the formula (II) and an isoindoline derivatives of the formula (III). The compounds of formula (I) and their salts have excellent antibacterial activities against both gram positive and gram negative microorganisms. They can be used as a medicine, an agrichemical, and a food preservative.
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: June 25, 1991
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Takashi Yatsunami, Akira Yazaki, Satoshi Inoue, Hitoshi Yamamoto, Masaharu Yokomoto, Jun Nomiyama, Shuichiro Noda
  • Patent number: 4879223
    Abstract: A protein having nonprotein amino acids can be produced by a method which comprises providing a protein-producing organism with a nutrient containing nonprotein amino acids, cells being cultured to produce the protein in a medium containing the nonprotein amino acids, in which method expression of a gene coding for the protein is induced under conditions in which normal cell growth is suppressed.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: November 7, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Tatsuo Miyazawa, Shigeyuki Yokoyama, Tetsuo Miyake
  • Patent number: 4876335
    Abstract: A poly-labelled oligonucleotide having a plurality of labels, comprising labels carried on a polylysine and having the polylysine introduced on the extension from 5'- and/or 3'-end through phosphate group is useful as a probe for hybridization.
    Type: Grant
    Filed: June 30, 1987
    Date of Patent: October 24, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Akio Yamane, Tatsuro Kawasoe, Noriko Tsukumo, Kenichi Miyoshi
  • Patent number: 4876281
    Abstract: An antifungal agent comprising as an effective component a polysulfide compound represented by formulaR.sub.1 --S(O).sub.p --R.sub.2 (A)whereinR.sub.1 is CH.sub.3 --, CH.sub.2 .dbd.CHCH.sub.2 -- or C.sub.2 H.sub.5 OCO(CH.sub.2).sub.3 --,p is an integer 1 or 2, andR.sub.2 is --S--CH.sub.2 CH.dbd.CH.sub.2 or --CH.sub.2 CH(H) CH(H)--S.sub.q --S(O).sub.r --R.sub.3in which--CH.sub.2 CH(H) CH(H)-- is --CH.sub.2 CH.sub.2 CH.sub.2 -- or--CH.sub.2 CH.dbd.CH--,q is an integer 0 or 1, r is integer from 0 to 2, and R.sub.3 is selected from the group consisting of alkyl having 1 to 6 carbon atoms, benzyl, --CH.sub.2 CH.dbd.CH.sub.2, --CH.sub.2 CH.dbd.CHCH.sub.3, --(CH.sub.2).sub.3 COOC.sub.2 H.sub.5, and --CH.dbd.CHCH.sub.2 --S--(CH.sub.2).sub.3 COOC.sub.2 H.sub.5,with the proviso that p is 2 when R.sub.1 is CH.sub.2 .dbd.CHCH.sub.2 --, R.sub.2 is --CH.sub.2 CH(H) CH(H)--S.sub.q --S(O).sub.r --R.sub.3, --CH.sub.2 CH(H) CH(H)-- is --CH.sub.2 CH.dbd.CH--, q is 1, r is 0 and R.sub.3 is --CH.sub.2 CH.dbd.CH.sub.2.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: October 24, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Susumu Yoshida, Shizutoshi Nakagawa, Tsuyoshi Ushiroguchi, Hiromichi Matsuura, Akira Yazaki
  • Patent number: 4863902
    Abstract: Antitumor effect of antitumor agents or treatments is favorably controlled by a growth factor. The growth factor enhances antitumor actions of antitumor agents or treatments including those against which tumor or cancer has acquired resistant, or reduces side effects due to the antitumor agents or treatments. The most typical growth factors include human epidermal growth factor. A lot of tumors or cancers including human ones has been tested and a lot of growth factors has been tested, and the favorable control has been determined.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: September 5, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Harunobu Amagase, Masato Arakawa, Ken Hashimoto
  • Patent number: 4849336
    Abstract: Biotin- or 2,4-dinitrophenyl-oligodeoxyribonucleotide derivative represented by the formula shown below and its preparation method is disclosed: ##STR1## wherein: R is ##STR2## m and n are each 0 or a natural number; R.sup.1 is a straight or branched hydrocarbon residue; and B is a base constituting the nucleotide (in which when a plural number of B exist, they may be either identical or different). This compound is useful for use as a nonradioactive affinity probe for nucleic acid or a primer.
    Type: Grant
    Filed: April 25, 1986
    Date of Patent: July 18, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Kenichi Miyoshi, Masanori Suzuki, Toru Fuwa
  • Patent number: 4820812
    Abstract: An oligonucleotide derivative having an amino group protected with an eliminatable group bonded through a phosphate group and a spacer with an appropriate length to the 5'-end of an oligonucleotide protected suitably at the 3'-hydroxyl group and the base moiety of the nucleotide, and an immobilized oligonucleotide derivative having a Sepharose carrier bonded to the amino group in place of said protective group are disclosed. Methods for production of these derivatives are also disclosed.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: April 11, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Kenichi Miyoshi, Toru Fuwa
  • Patent number: 4818623
    Abstract: A slide glass comprising a slide glass structure having a glass surface with silicic acid groups and a lipophilic functional group introduced into at least a part of said silicic acid groups. By the lipophilic group thus introduced, peel-off of the cell specimen does not readily occur.
    Type: Grant
    Filed: November 28, 1986
    Date of Patent: April 4, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Toyoharu Hozumi, Yoshihiro Ohshita
  • Patent number: 4816569
    Abstract: A nucleotide of the formula [IV] shown below: ##STR1## wherein: X is hydrogen or --CO--(CH.sub.2).sub.n --CO--R.sup.3 ; each of m and n is an integer up to 20; R.sup.0 is a protective group of a phosphoric acid group, R.sup.1 is hydrogen or a protective group for a 5'-hydroxyl group, R.sup.2 is hydrogen or a protective group for an amino group, R.sup.3 is a carrier having an amino group as the functional group and bound at this functional group in this compound, Y is oxygen atom (--0--) or an imino group (--NH--). This nucleotide, when the X is --CO--(CH.sub.2).sub.n --CO--R.sup.3, has a carrier (R.sup.3) through a spacer (--CO--(CH.sub.2).sub.m --CO--) on extension from the amino group of deoxycytidine and therefore can be used as the starting material, namely the resin, for synthesizing a 3'-aminated oligonucleotide according to the solid phase method.
    Type: Grant
    Filed: October 30, 1985
    Date of Patent: March 28, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventor: Kenichi Miyoshi
  • Patent number: 4816481
    Abstract: Disclosed herein is a cerebral-circulation-metabolism-function-improving agent which contains a 2,6-diphenyl-3,7-dioxabicyclo[3.3.0]octane derivative represented by the following formula as the effective ingredient: ##STR1## wherein, each of R.sub.1, R.sub.3, R.sub.4 and R.sub.6 represents a hydrogen atom or a lower alkoxyl group; each of R.sub.2 and R.sub.5 represents a hydrogen atom, a .beta.-D-glucosyl group or a hydroxyl group; and each of R.sub.7 and R.sub.8 represents an oxygen atom or two hydrogen atoms.
    Type: Grant
    Filed: July 21, 1987
    Date of Patent: March 28, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Naoyuki Takasugi, Mitsuyasu Ushijima, Satoshi Inoue, Terukage Hirata
  • Patent number: 4810422
    Abstract: A bile acid derivative of the following formula (I): ##STR1## wherein: X is a halogen atom; R.sub.1 is a hydrogen atom or a lower alkyl group; Y is ##STR2## (wherein n is an integer of from 0 to 5); each of R.sub.2 and R.sub.3 is a hydrogen atom or a hydroxyl group; R.sub.4 is a hydroxyl group, lower alkoxyl group, ##STR3## (wherein R.sub.5 is a hydrogen atom or a lower alkoxy group, R.sub.6 is a carboxyl group, benzyloxycarbonyl group or sulfonyl group, or a salt thereof, and m is an integer of from 1 to 4); the intermittent line, . . . , is an .alpha.-bond; and the wavy line, , is an .alpha.- or .beta.-bond, and a salt thereof, and a process for production thereof.This bile acid derivative has carcinostatic activity and yet is of low toxicity. Accordingly, this compound can be used as a carcinostatic agent.
    Type: Grant
    Filed: September 1, 1987
    Date of Patent: March 7, 1989
    Assignee: Wakunaga Seiyaku Kabushiki Kaisha
    Inventors: Shunsou Hatono, Akira Yazaki, Masaharu Yokomoto, Yuzo Hirao