Synthesis and Antiulcer Activity of 4-Substituted 8-[(2-Benzimidazolyl)sulfinylmethyl]-1,2,3,4-tetra-hydroquinolines and Related Compounds

スポンサーリンク

概要

• 論文の詳細を見る

• A series of 4-substituted 8-[(2-benzimidazolyl)sulfinylmethyl]-1,2,3,4-tetrahydroquinolines was synthesized and examined for their (H^++K^+)adenosine triphosphatase (ATPase)-inhibitory and antisecretory activities against histamine-induced gastric acid secretion in rats. Many compounds tested were potent inhibitors of (H^++K^+)ATPase. Most compounds showed antisecretory activity. The antiulcer activity against water-immersion stress-induced gastric ulcer, aspirin-induced gastric ulcer and agstric necrosis induced by hydrochloric acid also were tested in the rat. Some of these compounds, in particular, 4-(N-allyl-N-methylamino)-1-ethyl-8-[(5-fluoro-6-methoxy-2-benzimidazolyl) sulfinylmethyl]-1ehtyl-1,2,3,4-tetrahydroquinoline (XVIIx) were found to have potent activity. The structure-activity relationships are discussed.

• 社団法人日本薬学会の論文
• 1990-06-25

著者

• 山崎 勝也

  大阪市立大学医学部生体情報解析学講座

• 山下 博司

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• 中川 量之

  2nd Tokushima Institute Of New Drugs Research Otsuka Pharmaceutical Co. Ltd.

• 中川 量之

  大塚製薬株式会社有機化学研究所

• 中川 量之

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• 中川 量之

  大塚製薬株式会社徳島研究所

• 薮内 洋一

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• 藪内 洋一

  大塚製薬徳島研究所

• Yamasaki K

  Faculty Of Pharmaceutical Sciences Teikyo Heisei University

• 内多 稔

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• 森田 清司

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• 神辺 敏実

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• 山崎 勝也

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• 千尋 正利

  Tokushima Research Institute, Otsuka Pharmaceutical Co., Ltd.,

• Morita S

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• Uchida Masaki

  Faculty Of Pharmaceutical Sciences Josai University

• Yamasaki K

  Division Of Medicinal Chemistry Graduate School Of Biomedical Sciences Hiroshima University

• 千壽 正利

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• Uchida Masaatsu

  Departments Of Pharmacology Meiji Pharmaceutical University

• 神辺 敏実

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• Uchida Mihoko

  Department Of Biochemistry Faculty Of Pharmaceutical Sciences Hoshi University

• Morita S

  Kagawa Medical Univ. Kagawa Jpn

• Uchida M

  Otsuka Pharmaceutical Co. Ltd. Tokushima Jpn

• Morita Shushi

  Department Of Hospital Pharmacy Kagawa University

• 森田 清司

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• 薮内 洋一

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

• 千尋 正利

  Tokushima Research Institute Otsuka Pharmaceutical Co. Ltd.

関連論文

• Studies on Antibacterial Agents. II. : Synthesis and Antibacterial Activities of Substituted 1,2-Dihydro-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carboxylic Acids
• Studies on Antibacterial Agents. I. : Synthesis of Substituted 6,7-Dihydro-1-oxo-1H, 5H, -benzo{i, j]-quinolizine-2-carboxylic Acids
• Studies on Antibacterial Agents. III. : Synthesis and Antibacterial Activities of Substituted 1,4-Dihydro-8-methyl-4-oxoquinoline-3-carboxylic Acids
• Studies on 2(1H)-Quinolinone Derivatives as Neuroleptic Agents. I. : Synthesis and Biological Activities of (4-Phenyl-1-piperazinyl)-propoxy-2(1H)-quinolinone Derivatives
• Studies on Positive Inotropic Agents. VI. : Synthesis of 1-Aromatic Ring Substituted 4-(3,4-Dimethoxybenzoyl)-piperazine Derivatives
• Studies on Positive Inotropic Agents. V. : Synthesis of 1-Heteroaroylpiperazine Derivatives
• 陽性変力作用薬の研究(第3報)6-(Substituted 1-oxoalkyl)-2(1H)quinolinone誘導体の合成
• Studies on Positive Inotropic Agents. II. : Synthesis of(4-Substituted 1-piperazinylcarbonyl)-2-(1H)-quinolinone Derivatives
• Studies on Positive Inotropic Agents. I. Synthesis of 3,4-Dihydro-6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-2 (1H)-quinolinone and Related Compounds
• The Crystal Structures of 5-Hydroxy-3,4-dihydro-2-quinolone and 5-Hydroxy-1-methyl-3,4-dihydro-2-quinolone
• The Crystal Structures of 2-Quinolone and 8-Acetoxy-2-quinolone
• The Molecular Structure of Procaterol Hydrochloride Hemihydrate [5-(1-Hydroxy-2-isopropylaminobutyl)-8-hydroxy-2-quinolone Hydrochloride Hemihydrate, OPC-2009]
• Syntheses and β-Adrenergic Blocking Activities of Carbostyril Derivatives
• Synthesis of 5,8-Dihydroxy-3,4-dihydrocarbostyril
• The Crystal Structure of Carteolol Hydrochloride : 5-(3-tert-Butylamino-2-hydroxy) propoxy-3,4-dihydro-2-quinolone, OPC-1085
• 新β-遮断薬Carteolol Hydrochloride[5-(3-tert-butylamion-2-hydroxypropoxy)-3,4-dihydrocarbostyril Hydrochloride, OPC-1085]の生体内運命(第5報)ラット, イヌおよびヒトにおける代謝産物の同定
• 5-(3-tert-Butylamino-2-hydroxypropoxy)-3,4-dihydrocarbostyril Hydrochloride(OPC-1085)のけい光定量とけい光体の構造について
• 5-(3-tert-Butylamino-2-hydroxypropoxy)-8-hydroxy-3,4-dihydrocarbostyril Hydrochlorideの合成とそのβ-遮断作用について
• 光学活性5-(3-tert-Butylamino-2-hydroxypropoxy)-3,4-dihydrocarbostyril Hydrochlorideの合成とそのβ-遮断作用について
• (3-Amino-2-hydroxy)propoxy-3,4-dihydrocarbostyril誘導体の麻酔犬におけるβ-受容体遮断作用
• Studies on the Syntheses of Tetracycline Derivatives. III. Synthetic Approach to Adriamycin-Synthesis of the Linear Tetracyclic Skeleton having the Same BC Ring System with Adriamycin
• STEREOSELECTIVE ALDOL REACTION OF A LITHIUM α-VINYL ENOLATE TO α-ALKOXY ALDEHYDES
• 抗潰瘍剤レバミピドの開発
• Studies on Gastric Antiulcer Active Agents. III. : Synthesis of 1-Substituted 4-(5-Tetrazolyl)thio-1-butanones and Related Compounds
• Studies on Gastric Antiulcer Active Agents. II. : Synthesis of Tetrazole Alkanamides and Related Compounds
• Studies on 2(1H)-Quinolinone Derivatives as Gastric Antiulcer Active Agents. Synthesis and Antiulcer Activities of Optically Active α-Amino Acid Derivatives of 2(1H)-Quinolinone and Oxindole(Medicinal Chemistry,Chemical)
• Studies on 2(1H)-Quinolinone Derivatives as Gastric Antiulcer Active Agents. Synthesis and Antiulcer Activity of the Metabolites of 2-(4-Chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic Acid
• 3-芳香環置換2-(4-Chlorobenzoylamino)propionic Acid誘導体の合成と抗潰瘍作用について
• Studies on 2 (1H)-Quinolinone Derivatives as Gastric Antiulcer Active Agents. 2-(4-Chlorobenzoylamino)-3-[2 (1H)-quinolinon-4-yl] propionic Acid and Related Compounds
• Synthesis of 4-(phenylamino)quinoline-3-carboxamides as a Novel Class of Gastric H^+/K^+-ATPase Inhibitors
• Synthesis and Antiulcer Activity of Optical Isomers of 2-(4-Chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic Acid (Rebamipide)
• Synthesis and Antiulcer Activity of 4-Substituted 8-[(2-Benzimidazolyl)sulfinylmethyl]-1,2,3,4-tetra-hydroquinolines and Related Compounds
• Studies on Proton Pump Inhibitors. III. : Synthesis of 8-[(2-Benzimidazolyl)sulfinylmethyl]-1,2-dihydroquinolines and Related Compounds
• Studies on Proton Pump Inhibitors. II. : Synthesis and Antiulcer Activity of 8-[(2-Benzimidazolyl)-sulfinylmethyl]-1,2,3,4-tetrahydroquinolines and Related Compounds
• Studies on Proton Pump Inhibitors. I. : Synthesis of 8-[(2-Benzimidazoly)sulfinyl]-5,6,7,8-tetrahydroquinolines and Related Compounds
• STRUCTURES OF MAGNOLOSIDES B AND C. NOVEL PHENYLPROPANOID GLYCOSIDES WITH ALLOPYRANOSE AS CORE THE SUGAR UNIT
• Synthesis of Procaterol Derivative Having a Piperidylmethanol Group and Its β-Adrenoceptor Stimulant Activities
• Edaravone, a Radical Scavenger, May Enhance or Produce Antiproliferative Effects of Fluvastatin, Amlodipine, Ozagrel, GF109203X and Y27632 on Cultured Basilar Artery Smooth Muscle Cells (Pharmacology)
• Studies on 2-Oxoquinoline Derivatives as Blood Platelet Aggregation Inhibitors. I. Alkyl 4-(2-Oxo-1,2,3,4-tetrahydro-6-quinolyloxy) butyrates and Related Compounds
• Synthesis and Antibacterial Activity of the Metabolites of 9-Fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidyl)-5-methyl-1-oxo-1H, 5H-benzo[i, j]quinolizine-2-carboxylic Acid (OPC-7251)
• Studies on 2-Oxoquinoline Derivatives as Blood Platelet Aggregation Inhibitors. IV. Synthesis and Biological Activity of the Metabolites of 6-[4-(1-Cyclohexyl-1H-5-tetrazolyl) butoxy]-2-oxo-1,2,3,4-tetrahydroquinoline (OPC-13013)
• 5-(3-Aryloxypropyl)-1-cyclohexyltetrazole類の合成と血小板凝集抑制作用について
• Studies on 2-Oxoquinoline Derivatives as Blood Platelet Aggregation Inhibitors. II. 6-[3-(1-Cyclohexyl-5-tetrazolyl) propoxy]-1,2-dihydro-2-oxoquinoline and Related Compounds
• Studies on 2-Oxoquinoline Derivatives as Blood Platelet Aggregation Inhibitors. III. N-Cyclohexyl-N-(2-hydroxyethyl)-4-(1,2-dihydro-2-oxo-6-quinolyloxy)-butyramide and Related Compounds
• Anti-HIV-1 Activity of Herbs in Labiatae
• In Vitro Antioxidant Activity of Vietnamese Ginseng Saponin and Its Components
• The Possible Involvement of GABA_A Systems in the Antinarcotic Effect of Majonoside-R2, a Major Constituent of Vietnamese Ginseng, in Mice
• A New Secoiridoid Glucoside from a Malagasy Medicinal Plant, Cassinopsis chapieleri
• Iridoid Glucosides from a Malagasy Medicinal Plant, Ophiocolea floribunda
• Cussosaponins A-E, Triterpene Saponins from the Leaves of Cussonia racemosa, a Malagasy Endemic Plant
• A New ent-Kaurane Diterpenoid Glycoside from the Leaves of Cussonia bojeri, a Malagasy Endemic Plant
• New Iridoid and phenethyl glycosides from Malagasy medicinal plant,Phyllarthron madagascariense
• Stunned myocardium に対する Preconditioning の効果 : ブタモデルにおける実験的検討(日本循環器学会 第71回近畿地方会)
• 新強心薬OPC-8212とジギタリスの相互作用
• Synthetic Approach to the Quassinoid Klaineanone : The Synthesis of a Potential Intermediate by Intramolecular Cycloaddition
• β-受容体遮断作用を有する8-アシルアミノ-3,4-ジヒドロカルボスチリル誘導体の合成
• Effects of Preparations of Chinese Medicinal Prescriptions on Digestive Enzymes in Vitro and in Vivo
• A Novel Preparation Method for Microspheres of Water Soluble Polymers Using Polypropyleneglycol as the Dispersion Medium
• Identification and Quantification of 20(S)-Protopanaxatriol and its 20S, 24S-Epoxide in Human Urine with the Treatment of A1kaline Cleavage after the Ingestion of Sanchi Ginseng, the Roots of Panax notoginseng(三七人参)
• Antimicrobial Activities of Saponins of Pericarps of Sapindus mukurossi on Dermatophytes
• Enzymic Production of Sweet Stevioside Derivatives : Transglucosylation by Glucosidases(Organic Chemistry)
• Synthesis and Absolute Configuration of the Enantiomers of 7-Fluoro-1-methyl-3-(methylsulfinyl)-4(1H)-quinolinone (Flosequinan)
• Hydrolyzable tannins and phenylpropanoid from Rafflesia kerrii Meijer (Rafflesiaceae)
• Chemical Constituents of Thai Medicinal Plant, Diplocyclos palmatus
• Chemical Constituents of Thai Medicinal Plant, Polyalthia cerasoides
• Pregnane and Pregnane Glycosides from the Malagasy Plant, Cynanchum aphyllum
• Flavonoid glycosides from Acanthus ilicifolius L
• Stilbene and 2-Arylbenzofuran Glucosides from the Rhizomes of Schoenocaulon officinale
• Canthin-6-one alkaloids from callus cultures of Eurycoma longifolia
• Chemical Constituents of Beaumontia grandiflora Wall
• Acetylated Triterpene Saponins from the Thai Medicinal Plant, Sapindus emarginatus
• New Glucosides from Thai Medicinal Plant Balanophora Iatisepala
• Sweet Pregnane Glycosides from Telosma procumbens
• Major Metabolites of Ginseng Sapogenins formed by Rat Liver Microsomes
• Flavonol Glycosides and Phenolics from Leaves of Cordia dichotoma
• Phenylethanoids and Cyclohexylethanoids from Oroxylum indicum
• 抗血小板剤シロスタゾールの研究開発
• 生体試料の前処理法として水系ゲルろ過カラムを接続したクロマトグラフィー
• Synthesis of Possible Metabolites of 1-Cyclopropyl-1,4-dihydro-6-fluoro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic Acid (Grepafloxacin, OPC-17116)
• Indole Alkaloid Production in Callus Cultures of Uncaria rhynchophylla (MIQ.) MiQUEL
• Flavonol Glycosides and Phenolics from Leaves of Cordia dichotoma(Natural Medicine Note)
• Screening of Anti-HIV-1 Activity of North American Plants. : Anti-HIV-1 Activities of Plant extracts, and Active Components of Lethalia vulpina (L.) Hue.
• Identification and Quantification of 20(S)-Protopanaxatriol and its 20S, 24S-Epoxide in Human Urine with the Treatment of A1kaline Cleavage after the Ingestion of Sanchi Ginseng, the Roots of Panax notoginseng(三七人参)
• Antimicrobial Activities of Saponins of Pericarps of Sapindus mukurossi on Dermatophytes
• Iridoid Glucosides from a Malagasy Medicinal Plant, Ophiocolea floribunda(Natural Medicine Note)
• A New Secoiridoid Glucoside from a Malagasy Medicinal Plant, Cassinopsis chapieleri
• Iridoid glucosides from Catunaregam tomentosa Tirveng(Natural Medicine Note)
• Chemical Constituents of Beaumontia grandiflora Wall(Natural Medicine Note)
• Chemical Constituents of Thai Medicinal Plant, Diplocyclos palmatus(Natural Medicine Note)
• Chemical Constituents of Thai Medicinal Plant, Polyalthia cerasoides
• Flavonoid glycosides from Acanthus ilicifolius L.(Natural Medicine Note)
• Canthin-6-one alkaloids from callus cultures of Eurycoma longifolia
• A Hemiterpenoid Glucoside from Musa paradisiaca
• New Glucosides from Thai Medicinal Plant, Balanophora latisepala
• Clonal Multiplication of Panax japonicus by Tissue Culture
• Formation of Stigma-like Structures and Pigments in Cultured Tissues of Crocus sativus
• Phenolic compounds from leaves of Cassia alata(Natural Medicine Note)
• Lignan glucoside from Syzygium cumini
• C-Glycosyl Flavones from Clinacanthus nutans(Natural Medicine Note)
• Phenylethanoids and Cyclohexylethanoids from Oroxylum indicum

もっと見る 閉じる

スポンサーリンク