Spirocyclopropane Compounds. III. Synthesis of Spiro [benzofuran-2 (3H), 1'-cyclopropan]-3-ones for Evaluation as Gastric Antisecretory and Antiulcer Agents

スポンサーリンク

概要

• 論文の詳細を見る

• Spiro [benzofuran-2 (3H), 1'-cyclopropan]-3-one (VI-1) and its derivatives (VI-2-VI-75) were synthesized in the same manner as described previously for the synthesis of spiro [cyclopropane-1,2'-[2H] indol]-3'(1'H)-ones (I). These spiro [benzofuran-2 (3H), 1'-cyclopropan]-3-ones were evaluated for gastric antisecretory activity and protective activity against lesions induced by water-immersion restraint stress in the rat. The most potent antiulcer compounds (VI-17 and VI-55) were obtained by the introduction of an acetyl or dimethylamino group at the 5-position on the benzene ring. The most interesting member of the series, 5-acetylspiro [benzofuran-2 (3H), 1'-cyclopropan]-3-one (VI-17,AG-629), was selected as a candidate for clinical studies.

• 公益社団法人日本薬学会の論文
• 1984-09-25

著者

• 杉原 弘貞

  Central Research Division, Takeda Chemical Industries, Ltd.,

• 渡辺 正純

  Central Research Division, Takeda Chemical Industries, Ltd.

• 川田 満

  Central Research Division, Takeda Chemical Industries, Ltd.

• 今田 伊助

  Central Research Division, Takeda Chemical Industries, Ltd.

• 三野 安

  Central Research Division, Takeda Chemical Industries, Ltd.

• 平田 武夫

  Central Research Division, Takeda Chemical Industries, Ltd.

• 牧 良孝

  Central Research Division, Takeda Chemical Industries, Ltd.

• 岡本 加世子

  Central Research Division, Takeda Chemical Industries, Ltd.

• 牧 良孝

  Central Research Division Takeda Chemical Industries Ltd.

• 杉原 弘貞

  Pharamaceutical Research Laboratories I Pharmaceutical Research Division Takeda Chemical Industries

• 杉原 弘貞

  Central Research Division Takeda Chemical Industries. Ltd.

• 今田 伊助

  Central Reseach Division Takeda Chemical Industries Ltd.

• 川田 満

  Central Research Division Takeda Chemical Industries Ltd.

• 渡辺 正純

  Central Reseach Division Takeda Chemical Industries Ltd.

• 三野 安

  Central Research Division Takeda Chemical Industries Ltd.

• 岡本 加世子

  Central Reseach Division Takeda Chemical Industries Ltd.

• 平田 武夫

  Central Research Division Takeda Chemical Industries Ltd.

関連論文

• Synthesis of Cytidine 5'-Diphosphate-and Deoxycytidine 5'-Diphosphate-L-serine
• Synthesis and Platelet-Activating Factor (PAF)-Antagonistic Activities of Trisubstituted Piperazine Derivatives
• Synthesis and Platelet-Activating Factor (PAF)-Antagonistic Activities of 1,4-Disubstituted Piperazine Derivatives
• Synthesis and Angiotensin Converting Enzyme-Inhibitory Activity of N-[(1S)-1-Carboxy-5-(4-piperidyl)pentyl]-L-alanine Derivatives
• Synthesis and Angiotensin Converting Enzyme-Inhibitory Activity of 1,5-Benzothiazepine and 1,5-Benzoxazepine Derivatives. III
• Synthesis and Angiotensin converting Enzyme Inhibitory Activity of 1,5-Benzothiazepine and 1,5-Benzoxazepine Derivatives. II
• Synthesis and Angiotensin Converting Enzyme Inhibitory Activity of 1,5-Benzothiazepine and 1,5-Benzoxazepine Derivatives. I
• 1,5-Benzoxathiepin Derivatives. II. Synthesis and Serotonin S_2-Receptor-BIocking Activity of Aminoalkyl-Substituted 3,4-Dihydro-2H-1,5-benzoxathiepin-3-ols and Related Compounds(Medicinal Chemistry,Chemical)
• 1,5-Benzoxathiepin Derivatives. I. Synthesis and Reaction of 1,5-Benzoxathiepin Derivatives(Medicinal Chemistry,Chemical)
• Spirocyclopropane Compounds. V. One-Step Synthesis of 5-Acetylspiro [benzofuran-2 (3H), 1'-cyclopropan]-3-one
• Spirocyclopropane Compounds. II. Synthesis and Biological Activities of Spiro [cyclopropane-1,2'-[2H] indol]-3'(1'H)-ones
• Studies on Nucleic Acid Antagonists. I. Syntheses of 5-Phenylazopyrimidines.
• Studies on Nucleic Acid Antagonists. VI. Synthesis of 1,4,6-Triazain-denes(5H-Pyrrolo[3,2-d]pyrimidines)
• Syntheses and β-Adrenoceptor Activities of 2-Alkylamino-6-hydroxy-5-hydroxymethyl-1,2,3,4-tetrahydro-1-naphthalenols
• The Syntheses and β-Adrenoceptor Activities of N-Substituted 2-Amino-5,6-dihydroxy-1,2,3,4-tetrahydro-1-naphthalenols
• Antiulcer Activity of 5-Benzylthiazolidine-2,4-dione Derivatives
• 1,5-Benzoxathiepin Derivatives. III. Optical Resolution of Methyl (±)-cis-3-Hydroxy-4-[3-(4-phenyl-1-piperazinyl)propyl]-3,4-dihydro-2H-1,5-benzoxathiepin-4-carboxylate Hydrochloride ((±)-CV-5197) with Selective 5-Hydroxytryptamine_2(5-HT_2)-Antagonistic
• Synthesis of Hydroquinone Monosulfates Having Carboxyalkyl and Hydroxyalkyl Side Chains
• Syntheses of 6-Amino-1,2-dihydroxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol Derivatives
• Synthesis of immunologically Active Muramyl Dipeptide Derivatives containing a Quinonyl Moiety via Aminoacyl Intermediates
• Novel Quinonyl Derivatives of Muramyl Dipeptide Possessing Potent Antitumor Activity
• 8.Ubiquinone(35)の光反応とその生成物(第92回会議研究発表要旨)
• Syntheses of 1,2-N-Alkylimino-1,2,3,4-tetrahydronaphthalene Derivatives and Preparation of Ring Closed Analog of Salbutamol as a New β-Adrenoceptor Agent
• Synthesis, Metabolism, and in Vitro Biological Activities of 6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (CV-2619)-Related Compounds
• Effects of 6-(ω-Substituted Alkyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinones and Related Compounds on Mitochondrial Succinate and Reduced Nicotinamide Adenine Dinucleotide Oxidase Systems
• Spirocyclopropane Compounds. IV. Synthesis of 5-Acetylspiro-[benzofuran-2 (3H), 1'-cyclopropan]-3-one Related Compounds for Evaluation as Gastric Antisecretory and Antiulcer Agents
• Spirocyclopropane Compounds. III. Synthesis of Spiro [benzofuran-2 (3H), 1'-cyclopropan]-3-ones for Evaluation as Gastric Antisecretory and Antiulcer Agents
• Synthesis of Quinones having Carboxy- and Hydroxy-Alkyl Side Chains, and Their Effects on Rat-Liver Lysosomal Membrane
• ユビキノンの代謝と生理活性 : 日本ビタミン学会第30回大会シンポジウム(脂溶性ビタミンに関する最近の進歩)
• Ubiquinone and Related Compounds. XXXI. Synthesis of Urinary Metabolites of Ubiquinone, Phylloquinone, α-Tocopherol and Their Related Compounds
• Ubiquinone and Related Compounds. XXVII. Synthesis of Urinary Metabolites of Phylloquinone and α-Tocopherol
• Ubiquinone and Related Compounds. XXVIII. Effect of the Metabolites of α-Tocopherol, Phylloquinone and Ubiquinone on the Stability of Rat-liver Lysosomal Membrane
• Ubiquinone and Related Compounds. XXVI. The Urinary Metabolites of Phylloquinone and α-Tocopherol
• Pyrrolo[1,2-α]indole誘導体の合成
• Studies on the Syntheses of N-Heterocyclic Compounds. VII. 2-Aryl-5,8-disubstitutedpyrimido [4,5-d] pyridazine
• Studies on the Syntheses of N-Heterocyclic Compounds. V. 2-Aryl-5,8-dichloropyrimido [4,5-d] pyridazine
• 含窒素複素環式化合物の合成研究(第12報)Pyrido[3,4-d]pyridazineおよびPyrido[2,3-d]pyridazine誘導体の合成
• Syntheses of conformationally Rigid Catecholamine Derivatives
• ベンゾキノン関連化合物のエネルギー代謝および脂質過酸化反応に対する作用
• Effect of 6-(10-Hydroxydecyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone (CV-2619) on Microsomal Lipid Peroxidation
• Spirocyclopropane Compounds. VI. : Synthesis of Spiro[benzo[b]-thiophene-2(3H), 1'-cyclopropan]-3-ones
• A Facile Synthesis of 1,4-Benzoquinones Having a Hydroxyalkyl Side Chain
• Ubiquinone and Related Compounds. XXXVIII. Biological Oxidation of Ubiquinone
• 2-II-15 ユビキノン代謝物及び関連化合物の硫酸抱合体の合成及びそれらの2,3の生理作用 : 第35回大会一般研究発表要旨 : 日本ビタミン学会
• Spirocyclopropane Compounds. I. Synthesis and Reactivity of Spiro [cyclopropane-1,2'-[2H] indol]-3'(1'H)-ones
• Ubiquinone関連化合物の化学
• Stereoselective Syntheses of cis- and trans-2-Alkylamino-1,2,3,4-tetrahydro-1-naphthalenols by Acid-catalyzed Ring Opening of 1,2-N-Alkylimino-1,2,3,4-tetrahydronaphthalenes
• Studies on Antianaphylactic Agents. II. Oxidation and Reduction of 4-Oxo-4H-1-benzopyran-3-carboxaldehydes. Synthesis of 4-Oxo-4H-1-benzopyran-3-carboxylic Acids and 3-Hydroxymethylchromones
• 14 イソプレノイドキノン類の合成
• Sterische Struktur der Giftstoffe aus dem Fruchtfleisch von Ginkgo biloba L.
• Ubiquinone関連化合物のSlow reacting substance of anaphylaxis生成抑制作用
• Ubichinone und Verwandte Substanzen. VIII, Bilolgisches Verhalten des Ubichromenols (35) in Ratten
• Ubichinone und Verwandte Substanzen. VII. Quantitative Analyse der Ubichromenole
• Photochemical Reaction of Ubiquinone (35). VI. Coenzymatic Activity of Ubiquinone (35) and Related Compounds
• Photochemical Reaction of Ubiquinone (35). V. Synthesis of 2-Hydroxy-3-methoxy-5-methyl-6-phytyl-p-benzoquinone
• Photochemical Reaction of Ubiquinone (35). IV. Formation of Demethylubiquinone (35)
• Photochemical Reaction of Ubiquinone (35).III. Formation of Isoubiquinone (35)
• Photochemical Reaction of Ubiquinone (35). II. Formation of Ubichromenol (35)
• Photochemical Reaction of Ubiquinone (35). I. Photochemical Reaction of Ubiquinone (35)
• Photochemische Reaktion von Ubichinon (35). II. Uber Ubichromenol (35) und Isoubichinon (35)
• An Improved Synthesis of the New Angiotensin Converting Enzyme Inhibitor CV-5975 via a Chemoenzymatic Process(Organic,Chemical)
• Stereoselective Synthesis of cis-and trans-3-Amino-4-chromanols
• A New Method for Synthesis of Cytidine Diphosphate-Ethanolamine and Cytidine Diphosphate-Choline.
• A New Synthetic Method for Adenosine 5'-Triphosphate and Other Nucleoside 5'-Triphosphates.
• Separation of 5'-Nucleotides by Carbon Chromatography. Isolation of Each Nucleotide from the Enzymic Digestion Products of RNA and DNA
• A New Synthetic Method for Cytidine Diphosphate-Ethanolamine
• A New Synthetic Method for Adenosine 5'-Triphosphate and Other Nucleoside 5'-Triphosphates
• Phosphorylation of 2', 3'-Isopropylidene Inosine by Heating or Ultraviolet Irradiation in the Presence of Phosphoric Acid and Nitriles

もっと見る 閉じる

スポンサーリンク