ピラゾロン誘導体の合成研究(第42報)2-Methyl-1-phenyl-6,7-dihydro-1H, 5H-pyrazolo[5,1-b][1,3]oxazin-8-ium Bromideの合成と鎮痛作用について

スポンサーリンク

概要

• 論文の詳細を見る

• The synthesis of 2-methyl-1-phenyl-6,7-dihydro-1H, 5H-pyrazolo [5,1-b] [1,3] oxazin-8-ium bromide (VII) and its reactions with some nucleophilic reagents were carried out : The reaction of 3-hydroxy-5-methyl-1-phenylpyrazole (IV) with trimethylene bromide in dimethylformamide (DMF) in the presence of potassium carbonate gave VII (86%) and 1,3-bis (5-methyl-1-phenyl-3-pyrazolyloxy) propane (VIII) (6%). Treatment of VII with 5% aqueous sodium hydroxide solution or sodium hydrosulfide in DMF gave 1-(3-hydroxypropyl)-3-methyl-2-phenyl-3-pyrazolin-5-one (VI) (80%) or 1-(3-hydroxypropyl)-3-methyl-2-phenyl-3-pyrazoline-5-thione (IX) (55%). However, the reaction of VII with sodium p-nitrophenolate or sodium diethyldithiocarbamate gave 3-methyl-1-[3-(p-nitrophenoxy) propyl]-2-phenyl-3-pyrazolin-5-one (X) (74%) or 3-(3-methyl-5-oxo-2-phenyl-3-pyrazolin-1-yl) propyl N, N-diethyldithiocarbamate (XI) (72%).

• 公益社団法人日本薬学会の論文
• 1982-08-25

著者

• 織田 範一

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 伊藤 磯雄

  名古屋市立大学薬学部

• 織田 範一

  名古屋市立大学薬学部

• 永井 慎一

  名古屋市立大学薬学部

• 織田 範一

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 加藤 福実

  名古屋市立大学薬学部

• 杉浦 央祥

  名古屋市立大学薬学部

• 植田 泰誠

  Faculty Of Pharmaceutical Sciences Nagoya City University

関連論文

• Synthesis of Pyrazolone Derivatives. XXIX. Synthesis of 1,3-Dioxolane-indazole Derivatives
• Synthesis of Compounds related to Antitumor Agents. V. On the Reaction of Aliphatic Carboxylates with 2,4-Diamino-5-hydroxy-6-methylpyrimidine
• Synthesis of Compounds related to Antitumor Agents. VI. The Conversion of 2,4-Dialkoxypyrimidines into N-Dialkyl-1,2,3,4-tetrahydro-2,4-dioxopyrimidines in the Presence of p-Toluenesulfonic Acid Derivatives
• Synthesis of Compounds related to Antitumor Agents. IV. On the Reaction of Aromatic Carboxylates with 2,4-Diamino-5-hydroxy-6-methylpyrimidine
• Synthesis of Compounds Related to Antitumor Agents. III. On the Additions of Acyl Halide, Dialkyl Acetylenedicarboxylate and N-Substituted Maleimides to 2,4-Diamino-5-hydroxy-6-methylpyrimidine
• 抗腫瘍剤関連化合物の合成研究-7-Imidazolo〔1,2-c〕pyrimidine類の合成研究
• Synthesis of Compounds Related to Antitumor Agents. II. Studies on the Synthesis of Oxazolo [4,5-d] pyrimidine Nucleoside Derivatives
• Novel Annelations of Xanthines by the Reaction of 8-Aminoxanthines with Dimethyl Acetylene-dicarboxylate
• Synthesis of Isoselenazolo- or Isothiazolo[4,3-e][1,4]diazepines
• ピラツォロン誘導体の合成研究(第18報) : 1,2,4,5,6,7-Hexahydro-3H-pyrazolo[4,3-c]pyridine類の合成
• Studies on Chemical Modification of Monensin. V. Synthesis, Sodium Ion Permeability, Antibacterial Activity, and Crystal Structure of 7-O-(4-Substituted benzyl)monensins
• Studies on Cardiac Ingredients of Plants. XI. Synthesis of New Bufotoxin Homologues Utilizing Scillarenin (the Genuine Aglycone of Proscillaridin), and Their Biological Activities
• Ring Transformation Medeated by Lewis Acids and Oxidizing Agents.Synthesis of 2-Methoxy-1H-imidazole from 5-Aminopyrimidin-4(3H)-one
• 強心性植物成分の研究(第10報)Tetrahydroproscillaridinの硝酸エステル体の合成とその薬理作用
• Studies on the Chemical Modification of Monensin. IV. Synthesis, Sodium Ion Permeability, and Biological Activity of 7-O-Acyl-and 7-O-Alkylmonensins
• Studies on Cardiac Ingredients of Plants. IX. Chemical Transformation of Proscillaridin by Utilizing Its 1,4-Cycloadducts as Key Compounds and Biological Activities of Their Derivatives
• The Oxidized Products of 8-Methoxypsoralen (8-MOP) with H_2O_2-NaOCl
• Studies on Glycolipids. III. Glyceroglycolipids from an Axenically Cultured Cyanobacterium, Phormidium tenue
• 強心性植物成分の研究(第8報)強心配糖体Proscillaridinの硝酸エステル体の合成とその薬理作用
• Utilization of Organoselenium Compounds. II. Reaction of Fused Isoselenazoles with Alkylamines(Organic,Chemical)
• Studies on the chemical Modification of Monensin. III. Synthesis and Sodium Ion transport Activity of macrocylic Monenslamino Acid-1,29-lactones
• Studies on the Chemical Modification of Monensin. II. : Measurement of Sodium Ion Permeability of Monensylamino Acids Using Sodium-23 Nuclear Magnetic Resonance Spectroscopy
• Studies on the Chemical Modification of Monensin. I. : Synthesis and Crystal Stuructures of NaBr Complexes of Monensylamino Acids
• ピラゾロン誘導体の合成研究(第42報)2-Methyl-1-phenyl-6,7-dihydro-1H, 5H-pyrazolo[5,1-b][1,3]oxazin-8-ium Bromideの合成と鎮痛作用について
• ピラゾロン誘導体の合成研究(第40報)4-Alkoxyimino(or alkylamino-methylene)-3-methylcarbamoyl-1-methyl(or phenyl)-2-pyrazolin-5-one-の合成と鎮痛作用について
• Synthesis of Pyrazolone Derivatives. XXXIX. Synthesis and Analgesic Activity of Pyrano [2,3-c] pyrazoles
• 抗腫瘍性抗生物質の骨格変換に関する研究(第2報)Naphtho[2,3-g]-quinolineおよびNaphtho[2,3-g]quinoxaline誘導体の合成
• Studies on Synthetic Methods for 5-Amino-4 (3H)-pyrimidones. I. A Novel Ring Expansion Reaction of 4-Aminoantipyrines to 5-Amino-4 (3H)-pyrimidones
• Synthesis of Organometallic Complexes. II. Reaction of (Ferrocenylmethyl) trimethylammonium Iodide with Thiol-Type Nucleophiles
• Synthesis of Polycyclines. II. Synthesis of 12-Hydroxy-5a, 6,-7,8,9,10,11,11a-octahydro-5 (12H)-naphthacenones
• Synthesis of Pyrazolone Derivatives. XXXVI. Synthetic and Pharmacological Studies on (4S, 7R)-4,7-Methano-1H (or 2H)-indazoles and indazolium Compounds
• Synthesis of Pyrazolone Derivatives. XXXV. Synthetic and Pharmacological Studies on Some (4S, 7R)-4,7-Methano-1H-indazoles
• ピラツォロン誘導体の合成研究(第38報)(1R, 4S)-3-Diazobornane-2-oneと活性アセチレンとのCycloadditionにおける[1,5]Sigmatropic転位について
• ピラツォロン誘導体の合成研究(第37報)(4S, 7R)-2-Amino-7,8,8-trimethyl-4,5,6,7-tetrahydro-4,7-methano-2H-indazole関連化合物の合成と薬理
• Synthesis of Polycyclines. I. Diels-Alder Reaction of 5-Nitronaphthoquinone with Unsymmetrical Butadienes
• Synthesis of Pyrazolone Derivatives. XXXI. Asynmetric Synthesis of 3a-Alkyl-3,3a, 4,5,6,7-hexahydro-2H-indazol-3-ones
• Synthesis of Organometallic Complexes. I. Synthesis of Ferrocenylpyrazolone Derivatives
• Synthesis of Pyrazolone Derivatives. XXX. Synthesis of Pyrazolo [3,4-b] [1,4] oxazepines
• Synthetic Studies on Pyridoxine Derivatives. II. Synthesis of 3-(3-Hydroxy-4-hydroxymethyl-2-methyl-5-pyridyl) methyl-4-methyl-5-substitutedthiazoline-2-thiones
• Studies on Cardiac Ingredients of Plants. VII : Chemical Transformation of Proscillaridin by Means of the Diels-Alder Reaction and Biological Activities of Its Derivatives
• PHOTOCHEMICAL TRANSFORMATION OF BUFADIENOLIDE
• Syntheses of Dihydrodioxepinopyridines, Dihydrodioxocinopyridines, and a Dihydrooxazepinopyridine
• Studies on the Chemical Transformations of Rotenoids. IV. : Synthesis of Novel Benzofuro[2,3-d]pyridazines Fused with Tetrazole, 1,2,4-Triazole and 1,2,4-Triazine
• Transformation of Pyrazolo [3,4-c] [1,5] benzothiazepines into Quinolines
• 新規複素環キノン"Benzo[g]pyrido[2,1-b]quinazoline-6,11-dioneおよびBenzo[g]pyrazolo[3,2-b]quinazoline-5,10-diones"の合成
• ナフトキノンを原料とするBenzo[α]phenazine誘導体の合成とその抗菌活性
• Synthesis of Coumarins by Nucleophilic Denitrocyclization Reaction(Organic,Chemical)
• Synthesis of Imidazo[4,5-c][1,2,6]thiadiazine 2-Oxides from Hydrolytes of Xanthines and Determination of Their Vasodilating Activity
• Synthesis of Imidazo[4,5-e][1,4]diazepine and Imidazo[4,5-e][1,4]-oxazepine Derivatives Using Caffeidine, a Hydrolysis Product of Caffeine
• Studies on Xanthine Derivatives. II. : Synthesis of 1,2,3,7-Tetrahydro-6H-purin-6-ones from Xanthine Hydrolyzates
• Synthesis of Pyrazolone Derivatives. XXVI. Reaction of 1-Methyl-2-phenyl-1,2,3,10-tetrahydro-4H-benzo [6,7] thiepino [3,4-c] pyrazole-3,4-dione with Dimethyl Acetylenedicarboxylate
• Syntheses, Antitumor Activity and Vascular Relaxing Effect of Purino[7,8-g]-6-azapteridines and [1,2,4]Triazino-[3,2-f]purines(Organic,Chemical)
• 強心性植物成分の研究 : キサンチン誘導体の構造変換と生理活性について
• Synthesis of 5-Amino-4 (3H)-pyrimidinones. II. Synthesis of 5-Acyl- and 5-Alkylamino-3-phenyl-6-methyl-4 (3H)-pyrimidinones and Determination of Their Analgesic and Antiinflammatory Activities
• Diphenylmethane誘導体の研究(第4報)Diphenylglycine誘導体の合成
• ピラツォロン誘導体の合成研究(第25報)Thiopyrano[3,4-c]pyrazole誘導体の合成
• 強心性植物成分の研究(第4報) : Proscillaridin還元体のモルモット心臓に対する作用について―モルモットの摘出心室筋における陽性変力作用と心電図所見―
• Phenethylamineの含イオウ化合物の閉環反応について(第3報)Bischler-Napieralski反応によるN-(Phenylthiomethyl)benzamide類の転位閉環反応
• Pyridoxine誘導体の合成研究(第1報)5-Substituted-3-(2-methyl-3-hydroxy-5-hydroxymethyl-4-pyridyl)methyl-4-methylthiazoline-2-thione類の合成
• NOVEL UTILIZATION OF ORGANOSELENIUM COMPOUNDS. I. A FACILE TRANSFORMATION OF FUSED ISOSELENAZOLES TO FUSED PYRIDINES
• NOVEL RING TRANSFORMATION OF 5-AMINO-4 (3H)-PYRIMIDINONES INTO IMIDAZOLES AND IMIDAZOLES INTO A 1,2,4-TRIAZINE
• AN UNUSUAL TRANSFORMATION OF 5-AMINO-6-METHYL-3-PHENYL-4 (3H)-PYRIMIDONE WITH SELENIUM DIOXIDE : X-RAY CRYSTAL STRUCTURE OF 3-PHENYLCARBAMOYL-4-METHYL-1,2,5-SELENADIAZOLE
• Synthesis of N-Methyl-2-[8-(3,4-dimethoxyphenyl)-1,4-dioxaspiro-[4,5] decan-8-yl] ethylamine
• 悪性腫瘍診断薬の研究-1-Ethyl β-Oxo-γ-amino-γ-(3-oxocyclohexane)acetomalonateの合成
• β-ケト酸誘導体の合成研究(第1報) : 2-Bromo-3-oxoglutaric Esterの求核試薬に対する反応性
• Diphenylmethane 誘導体の研究 (第5報) N-Alkylaminopropyl-1,1-diphenyl-methylamine 類およびN-Alkylaminopropyl-1,2-diphenylethylamine 類の合成および薬理作用について
• 1,1-Diphenylmethylamine誘導体の薬理学的研究(第1報)N-Alkyl-1,1-diphenylmethylamine誘導体の局所麻酔作用について
• Diphenylmethane誘導体の研究(第3報)N-Substituted-1-(2,3-dimethoxyphenyl)-1-(2-, 3- or 4-substituted phenyl) methylamine誘導体の合成
• Diphenylmethane誘導体の研究(第2報)N-Substituted-1-(3,4-dimethoxyphenyl)-1-(2-, 3- or 4-substituted phenyl) methylamine誘導体の合成
• Synthesis of 1-(2,3-and 3,4-Dimethoxyphenyl)-1-phenyldimethylamine
• ピラツォロン誘導体の合成研究(第27報) 4-(N-Phenyl)aminopyrazoloneおよび3-(N-Phenyl)aminomethylpyrazolone誘導体の合成
• ピラツォロン誘導体の合成研究-28-ピラツォリン環の3位および4位の反応性について
• Synthesis of Pyrazolone Derivatives. XXIV. Reaction of Pyrazolo [3,4-c]-[1,5] benzothiazepines with Wohl-Ziegler's Reagents
• 抗腫瘍剤関連化合物の合成研究(第1報)Oxazolo[4,5-d]pyrimidine類ならびにPyrimido[5,4-b][1,4]oxazine類の合成研究
• ピラツォロン誘導体の合成研究(第20報)4-Bromo-3-(2-formamidophenyl)-thiomethyl-2-methyl-1-phenyl-3-pyrazolin-5-oneの閉環反応について
• Synthesis of Pyrazolone Derivatives. XVII. Synthesis of a Pyrazolo [3,4-c]-[1] benzoxepin and Pyrazolo [3,4-c] [1,5] benzoxazepines
• Synthesis of Pyrazolone Derivatives. XVI. Synthesis of Pyrazolo [3,4-c] [1,5] -benzothiazepines and 3- (2-Benzothiazolyl) -3-pyrazolin-5-ones
• Synthesis of Pyrazolone Derivatives. XV. Synthesis of 1-Methyl-2-phenyl-1,2,3,10-tetrahydro-4H-pyrazolo [3,4-c] [1] benzothiepin-3,4-dione and Its Derivatives
• Synthesis of Pyrazolone Derivatives. XIV. Synthesis of 3-Mercaptomethyl-2-methyl-1-phenyl-3-pyrazolin-5-one Derivatives
• Synthesis of Pyrazolone Derivatives. XII. Synthesis of 3-Mercaptomethyl-2-methyl-4-substituted-1-phenyl-3-pyrazolin-5-one
• Synthesis of Pyrazolone Derivatives. XI. Synthesis of 6-Substituted 1,2,6,7-Tetrahydro-3H-pyrazolo[4,3-c]pyridine
• Synthesis of Pyrazolone Derivatives. X. Synthesis of 2,4,6-Trioxohexahydro-5-pyrimidinyl Derivatives

もっと見る 閉じる

スポンサーリンク