Stereospecific Synthesis of Codeine 7,8-Oxide and Codeinone 7,8-Oxide

スポンサーリンク

概要

• 論文の詳細を見る

• Condeinone (1) was oxidized to codeinone 7,8-oxide (2) by hydrogen peroxide. Stereospecific reduction of 2 by sodium borohydride afforded codeine 7,8-oxide (3). The configuration of 3 was confirmed by X-ray analysis.

• 社団法人日本薬学会の論文
• 1979-09-25

著者

• 広部 雅昭

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 宮田 直樹

  National Institute Of Hygienic Sciences University Of Tokyo

• 宮田 直樹

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 鳥羽 希代子

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 渡辺 敬三

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 鳥羽 希代子

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 渡辺 敬三

  東京大学薬学部

• 広部 雅昭

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 広部 雅昭

  東京大学薬学部:文部省

関連論文

• BACTERIOSTATIC EFFECT OF 4,7-DICYANOBENZOFURAZAN DUE TO INACTIVATION OF 2,3-DIHYDROXYISOVALERATE DEHYDRATASE
• FORMATION OF SUPEROXIDE BY BENZOFURAZANS IN ESCHERICHIA COLI UNDER AEROBIC INCUBATION
• Toxicities of Dicyanobenzofurazans with Formation of Superoxide in Escherichia coli
• Degradation of 1,3-Diaryl-1-nitrosoureas in Aqueous Solutions and in Organic Solvents(Organic,Chemical)
• Studies on the Oxidation of 5H-N-Substituted Dibenz[b, f]azepines. III. : Oxidative Metabolism by Rat Liver Microsomes
• Studies on the Oxidation of N-Substituted-dibenz [b, f] azepines. II. Syntheses and Reactions of 5H-Dibenz [b, f] azepine 10,11-Oxides
• OXIDATION OF TERTIARY AMINES AND SULFIDES BY AN IRON (III) PORPHYRIN-O_2-Na_2S_2O_4 SYSTEM AS A MODEL OF CYTOCHROME P-450
• DEOXYGENATION OF TERTIARY AMINE N-OXIDES AND ARENE OXIDES BY IRON (II) PORPHYRIN AS A MODEL OF CYTOCHROME P-450 DEPENDENT REDUCTION
• チトクロムP-450をモデルとした反応
• Oxidative Dealkylation of Tertiary Amines by Iron (III) Porphyrin-Iodosoxylene System as a Model of Cytochrome P-450
• Studies on the Oxidation of N-Substituted-dibenz [b, f] azepines I. Oxidation with m-Chloroperbenzoic Acid
• Synthesis and Analgesic Activity of Morphine-7,8-oxide and Heroin-7,8-oxide
• Codeine-7,8-oxide (4,5α-Epoxy-7β, 8β-epoxy-3-methoxy-17-methylmorphinan-6α-ol) : Identification as a Metabolite of Codeine
• Stereospecific Synthesis of Codeine 7,8-Oxide and Codeinone 7,8-Oxide
• Reactions of K-Region Oxides of Carcinogenic and Noncarcinogenic Aromatic Hydrocarbons. Comparative Studies on Reactions with Nucleophiles and Acid-catalyzed Reactions
• INTER-INDIVIDUAL DIFFERENCES OF (+)-4-[4-(4-METHYLPHENYL)PHENYLMETHOXY-1-PIPERIDINYL]BUTYRIC ACID ((+)-MPPB) DISPOSITION IN RATS
• N-Aminopyridinium誘導体の反応(第11報) : N-Benzylideneamino Pyridinium塩誘導体とシアニドイオンとの反応 : 5-Aminooxazole誘導体の新合成法
• N-Aminopyridinium誘導体の反応(第8報) : N-Aminopyridinium塩とアルデヒド類との反応
• DOCA-食塩高血圧ラットの内皮由来一酸化窒素(NO)の遊離に及ぼすL-Arginine(L-Arg)長期投与の影響 : ポスター発表 : 第57回日本循環器学会学術集会
• NEW METHOD OF DETECTING NITRIC OXIDE PRODUCTION
• 実験高血圧ラットにおける内皮依存性腎血管拡張反応の低下機序の検討
• 12. 化学構造とCytokinin活性
• 薬学教育モデルカリキュラム作成に当っての考え方 : 薬学教育、薬剤師教育に関する基本姿勢
• Mass Fragmentographyによる尿中Heroinの検出
• 創薬科学を構想する
• Clusters [Fe_4S_4(SR)_4]^ as Novel Catalysts in Organic Reductions
• Synthetic Antimicrobials. II. Synthesis of Pyrazolo [1,5-a] pyridine Derivatives. (1)
• 合成抗菌剤の研究(第1報)ピリジン-4-チオカルボンアミド誘導体の合成
• Steric and Electronic Effects of Methyl Substitutents at the 2- and 6-Positions on N-Benzyl-1.4-dihydronicotinamide(Organic,Chemical)
• 医薬化学部会の設立について
• Novel Rearrangement of Pyrazole N-Imines with Acetic Anhydride
• Syntheses of Novel Antimicrobial Compounds : Pyrazolo [5,1-b] thiazole, Imidazo [1,2-b] pyrazole, and Thiazolo [3,2-b] dihydro-1,2-diazepine
• マスフラグメントグラフィーによるN^4-Behenoyl-1-β-D-arabinofuranosylcytosineの尿中代謝物Ara-U, Ara-Cの同時微量分析
• 薬物代謝の研究例から(GC-MS) (バイオメディカルクロマトグラフィ--1-) -- (薬物および薬物代謝のクロマトグラフィ-)
• Mass FragmentgraphyによるLSDの微量分析
• 赤外吸収スペクトルによる大麻の迅速鑑定法
• 活性酸素増産剤としての超原子価化合物のデザイン・合成・生物活性評価 (有機超原子価化合物) -- (超原子価化合物の合成反応への応用)
• pH Lowering in Liposomal Dispersiond Induced by Phospholipid Peroxidation
• Alkyl Chain Length Dependency in Hydrolysis of Liposomal Phosphatidylcholine by Dialkylphosphate
• Toxicity of Singlet Oxygen Generated Thermolytically in Escherichia coli
• Characteristic Coloration in Formation of N-1-Pyridinio Amidate and Enhancing Effect of Benzaldehydes
• A Novel Metabolite of 3,4-Methylenedioxyamphetamine (MDA) : Formation of 3-Methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline and Its Pharmacological Effect
• Oxygen Activation by Iron(III)-Porphyrin/NaBH_4/Me_4N・OH System as Cytochrome P-450 Model. Oxygenation of Olefin, N-Dealkylation of Tertiary Amine, Oxidation of Sulfide, and Oxidative Cleavage of Ether Bond
• COMPARISON OF THE REACTIVITIES OF [Fe_4S_4(SPh)_4]^ AND [Fe_2S_2(SPh)_4]^
• バイオオーガニックケミストリー
• REVERSIBLE ELECTROCHEMICAL REDUCTION OF 1,6,6a-TRITHIA-3,4-DIAZA-PENTALENES TO THEIR ANION RADICALS WITH THE PRODUCTION OF SUPEROXIDE
• COOXIDATION OF ENONES DURING REACTION OF SUPEROXIDE WITH ACIDIC AROMATIC AMINES
• メディシナルケミストリーを構想する
• INCREASING 5-LIPOXYGENASE INHIBITORY ACTIVITIES BY OXIDATIVE CONVERSION OF O-METHOXYPHENOLS TO CATECHOLS USING A Cu^ - ASCORBIC ACID - O_2 SYSTEM
• The Crystal Structure of the Bromoacetylated Dimer-A synthesized by the Reaction of Acridine with Hydroxylamine-O-sulfonic Acid
• 生体試料の前処理に用いる吸着樹脂
• マスフラグメントグラフィーについて
• Synthesis, Chemical Properties and Mutagenicity of 1,6- and 3,6-Dinitrobenzo[a]pyrenes
• Studies on Photochemical Reaction of Air Pollutants. X. Identification of Nitrophenols in Suspended Particulates
• Studies on Photochemical Reactions of Air Pollutants. IX. Formation of o-Nitrophenol and p-Nitrophenol by Reaction of Benzene Oxide with NO_2 in Air
• Studies on Photochemical Reactions of Air Pollutants. VIII. Photochemical Epoxidation of Olefins with NO_2 in a Solid-Gas Phase System
• N-Aminopyridinium誘導体の反応(第12報) : N-Aminopyridinium誘導体の求核反応(有機化学)
• Reaction of N-Aminopyridinium Derivatives. V. Syntheses of 1-(N-Methylacetamido) alkylpyridinium Salts and Their Reaction with Cyanide Ion.
• Reaction of N-Aminopyridinium Derivatives. II. The Reactions of 1-(N-Acylalkylamino) pyridinium Salt Derivatives with Cyanide Ion. : A New Synthesis of Primary Amines.
• Comparison of Singlet Oxygen Production Efficiency of C_ with Other Photosensitizers, Based on 1268nm Emission
• Application of Chemical P-450 Model Systems to Study Drug Metabolism. III. : Metabolism of 3-Isobutyryl-2-isopropylpyrazolo[1,5-α]pyridine
• FACILE PREPARATION OF UNSTABLE METABOLIC INTERMEDIATES : EPOXIDE(S) OF PYRAZOLO[1,5-a]PYRIDINE DERIVATIVES BY THE CYTOCHROME P-450 CHEMICAL MODEL
• 60 2-オキサゾロンを構築材とする1、2-アミノアルコール類の効率合成(口頭発表の部)
• OXYGEN ACTIVATION AND OLEFIN OXYGENATION BY IRON (III) PORPHYRIN AS A MODEL OF CYTOCHROME P-450
• Oxidation of Sulfides and Epoxidation of Olefins Caused by the Reaction of Pd-Peroxo or Co-Superoxo Complex with Carboxylic Acid Derivatives
• 3-Alkoxycarbonyl-2-oxazolones and Their Homopolymers as Highly Preservable Amino-Protecting Reagents. tert-Butoxycarbonylation and Benzyloxycarbonylation of Amino Groups
• "INVERSE"TYPE OF SYNTHETIC INHIBITORS OF TRYPSIN, S-ω-AMINOALKYL THIOESTERS
• Thermal Equilibrations of 1,11-Dioxa [11] paracyclophane Derivatives in Cholesteric Liquid Crystals
• Facile Desulfurization of Thiocarbonyl Groups to Carbonyls by Superoxide. A Model of Metabolic Reactions
• Disulfide Cleavage and Insulin Denaturation by Active Oxygen in the Copper(II)/Ascorbic Acid System
• Reaction of N-Aminopyridinium Derivatives. IV. Syntheses of N-Aminoquinolinium Salts and Their Reaction with Cyanide Ion
• o_2-cu^-ASCORBIC ACID : A NOVEL OXIDATION SYSTEM FOR THE HIGHLY SELECTIVE O-CEALKYLATION OF 2-ALKOXYPHENOLS
• Epoxidation of Olefins by Superoxide in the Presence of Acyl Halide
• Effects of Epoxidation on the Actions of Normorphine, Norcodeine, N-Allylnormorphine (Nalorphine) and N-Allylnorcodeine on the Electrically Stimulated Guinea Pig Ileum
• Facile Synthesis of 3-Methylbenzene Oxide and 1-Methylbenzene Oxide, and ^1H-NMR Data for Diels-Alder Adducts of Three Methylbenzene Oxides with 4-Phenyl-1,2,4-triazoline-3,5-dione
• N-Aminopyridinium誘導体の反応(第10報) : Pyridine N-Arylimine誘導体のニトロ化および過酸化水素による酸化反応
• N-Aminopyridinium誘導体の反応(第9報) : Pyridine N-Arylimine誘導体の合成
• Transnitrosation by N-Aryl-N-nitrosoureas : NO-Carrying O-Nitrosoisourea
• 2-オキサゾロン骨格の脱離能を利用した試薬類
• チトクロムP-450をモデルとした反応
• 8有機元素分析
• バイオサイエンスと有機合成化学との関わり
• Reaction of N-Aminopyridinium Derivatives. VI. Properties of s-Triazolo [1,5-α] pyridine Ring.
• Reaction of N-Aminopyridinium Derivatives. III. Synthesis of s-Triazolo [1,5-α]-pyridine Ring.
• N-Aminopyridinium誘導体の反応(第14報)Pyrazolo-diazine類の反応
• Application of Chemical P450 Model Systems to Studies on Drug Metabolism. I. Phencyclidine : A Multi-functional Model Substrate
• Qinazoline類とHydroxylamine-O-sulfonic Acidの反応について
• Reaction of N-Aminopyridinium Derivatives. XIII. Syntheses of Pyrazolodiazines by Cyclization of N-Aminodiazinium Salts
• スーパーオキシド(O_2^⨪)の反応 : 酸素毒性発現機構解明へのアプローチ
• Reaction of N-Aminopyridinium Salt with Cyanide Ion
• コルベン内代謝反応--生体機能を化学的に模倣する (自然に学ぶ化学) -- (生体との対話)
• ス-パ-オキシドジスムタ-ゼの活性中心構造とス-パ-オキシドジスムタ-ゼ作用を有する有機金属錯体
• Reactivity of [Fe(SAr)_4]^ (n=1 or 2) : Synthetic Model Complexes for Iron-Sulfur Protein, Rubredoxin
• 薬学教育の理想像(21世紀へ向けての薬学の創造)
• (2) 薬学の立場から(1. 大学の立場から)
• 鉄-硫黄錯体を触媒とする化学反応
• 溺れる者酸素をつかむ(酸素と私のかかわりあい)
• 部会制度導入による学会の活性化から(日本薬学会"サテライト学会"の設立の可能性とその方向)
• 有機化学的視点からの薬物代謝研究
• OXIDIZED RUBREDOXIN MODEL. NOVEL SYNTHESIS BY LIGAND-SUBSTITUTION WITH DISULFIDE

もっと見る 閉じる

スポンサーリンク