Benzoylacetaldoxim | 53009-69-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoylacetaldoxim
• 英文别名: acetophenoneoxime；Benzoyl acetaldoxime；(3E)-3-hydroxyimino-1-phenylpropan-1-one
• CAS: 53009-69-1
• 化学式: C₉H₉NO₂
• 分子量: 163.176
• InChiKey: VTUNWGJEGRRTQR-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Benzoylacetaldoxim 、 (E)-ethyl 2-cyano-2-(2-nitrophenylsulfonyloxyimino)acetate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (E)-acetophenone-O-ethoxycarbonyloxime
  参考文献：
  名称：

  An unexpected involvement of ethyl-2-cyano-2-(hydroxyimino) acetate cleaved product in the promotion of the synthesis of nitriles from aldoximes: a mechanistic perception

  摘要：

  While attempting to synthesize nitriles from aldoximes using O-sulfonate esters of oxyma [ethyl 2-cyano-2-(hydroxyimino)acetate], an unexpected involvement of oxyma cleaved product in promoting the synthesis of nitriles was observed. Such involvement of the oxyma cleaved product in the reaction mechanism, together with the usual anticipated pathway improved drastically the applicability of the method by reducing the time needed for the reaction to be completed over that of the sulfonyl chlorides. Other advantages of the present protocol are excellent yields in ambient and milder conditions. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.149
• 作为产物：
  描述：

  Benzenepropanal, b-oxo-, ion(1-), sodium 在 羟胺 作用下， 反应 3.0h， 以87%的产率得到Benzoylacetaldoxim
  参考文献：
  名称：

  Henning, Hans-Georg; Haber, Hanka, Zeitschrift fur Chemie, 1987, vol. 27, # 8, p. 290 - 292

  摘要：

  DOI：

文献信息

• N-Heterocyclic carbene catalyzed synthesis of oxime esters
  作者：Dieter Enders、André Grossmann、David Van Craen

  DOI：10.1039/c2ob26974k

  日期：——

  A triazolium salt derived N-heterocyclic carbene catalyzes the redox esterification reaction between α–β-unsaturated aldehydes and oximes. The resulting saturated oxime esters were obtained in very good yields for a broad range of aliphatic, aromatic and heteroaromatic substrates.

  由三唑盐衍生的N-杂环卡宾催化α-β-不饱和醛与肟之间的氧化酯化反应。对于广泛的脂肪族、芳香族和杂芳香族底物，最终生成饱和的肟酯，产率非常高。
• [EN] PROCESS FOR PREPARATION OF OPTICALLY ACTIVE 1-ERYTHRO-2-AMINO-1-PHENYL-1-PROPANOL<br/>[FR] PROCEDE POUR PREPARER DU 1-ERYTHRO-2-AMINO-1-PHENYL-1-PROPANOL ACTIF DE MANIERE OPTIQUE
  申请人：EMMELLEN BIOTECH PHARMACEUTICA

  公开号：WO2005100299A1

  公开（公告）日：2005-10-27

  An efficient cost-effective process for preparation of l-erythro-2-amino-1-phenyl-1-propanol from l-1-phenyl-1-hydroxy-2-propanone, which comprises converting l-1-phenyl-1-hydroxy-2-propanone to l-1-phenyl-1-hydroxy-2-propanone oxime and reducing the oxime with a catalyst consisting of finely divided nickel and aluminium metals giving good diastereomeric purity and yield.

  从l-1-苯基-1-羟基-2-丙酮转化为l-1-苯基-1-羟基-2-丙酮肟，然后用由细分散的镍和铝金属组成的催化剂还原肟，从而高效、具有成本效益地制备l-erythro-2-氨基-1-苯基-1-丙醇的过程。
• [EN] NOVEL PROCESS FOR THE PREPARATION OF R-PHENYLACETYLCARBINOL AND β-AMINOALCOHOLS<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION DE R-PHÉNYLACÉTYLCARBINOL ET DE β-AMINOALCOOLS
  申请人：MALLADI DRUGS AND PHARMACEUTICALS LTD

  公开号：WO2020129087A1

  公开（公告）日：2020-06-25

  Disclosed herein is a process for the manufacture of (R)-phenylacetylcarbinol ((R)-PAC), (1R,2S). Ephedrine and its salts, (1R,2S)-norephedrine and its salts and 1-(Phenyl/Substituted phenyl)-2-(amino/alkylamino/dialklyamino) propan-1-ol and its salts, by enzymatic reduction of α-isonitrosopropiophenone (INP) and substituted α-isonitrosopropiophenone (substituted INP). The β-amino alcohols, produced by the process of present invention gives their corresponding diastereomers on Walden inversion. The present preparation process of (R)-PAC with (R)-PAC oxime as an intermediate has the advantage, that propiophenone as a key raw material which is easily available and has a low-price, operationally simple with high yield and a single process leading to the synthesis of several 1,2-aminoalcohol/ β- aminoalcohols active pharmaceutical ingredients. The design approach of the process is to reduce environmental impact of the product by comparing to the present manufacturing process.

  本文披露了一种用于制备(R)-苯乙酰甲醇((R)-PAC)的过程，其中(R)-PAC为(1R,2S)。通过对α-异硝基丙苯酮(INP)和取代的α-异硝基丙苯酮(取代INP)进行酶还原，制备(R)-PAC、依非得林及其盐、(1R,2S)-去甲依非得林及其盐、1-(苯基/取代苯基)-2-(氨基/烷基氨基/二烷基氨基)丙醇及其盐。本发明的过程产生的β-氨基醇在瓦尔登反转时会形成相应的对映异构体。本文介绍的(R)-PAC制备过程以(R)-PAC肟为中间体具有优势，即丙酮苯作为一种关键原料易于获取且价格低廉，操作简单且收率高，并且通过单一过程合成多种1,2-氨基醇/β-氨基醇活性药物成分。该过程的设计方法旨在通过与现有制造过程相比减少产品对环境的影响。
• [EN] METHODS AND COMPOSITIONS FOR TREATMENT OF ISCHEMIC CONDITIONS AND CONDITIONS RELATED TO MITOCHONDRIAL FUNCTION<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR LE TRAITEMENT D'ÉTATS ISCHÉMIQUES ET D'ÉTATS ASSOCIÉS À UNE FONCTION MITOCHONDRIALE
  申请人：CARDERO THERAPEUTICS INC

  公开号：WO2010121232A1

  公开（公告）日：2010-10-21

  The present invention relates to compositions and methods for prophylactic and/or therapeutic treatment of conditions related to mitochondrial function. In various aspects, the present invention comprises administering one or more compounds selected from the group consisting of epicatechin, an epicatechin derivative, catechin, a catechin derivative, nicorandil, and a nicorandil derivative in an amount effective to stimulate mitochondrial function in cells. The methods and compositions described herein provide for reducing infarct size in the heart following permanent ischemia or ischemia /reperfusion (IR) event or method for delaying, attenuating or preventing adverse cardiac remodeling, and can assist in prevention of impaired mitochondria biogenesis and thus prevention of the consequences of impaired mitochondrial biogenesis in various diseases and conditions, as well as provide for the active therapy of mitochondrial depletion that may have already occurred.

  本发明涉及与线粒体功能相关的疾病的预防和/或治疗的组合物和方法。在各个方面上，本发明包括在有效剂量下给予来自以下化合物组合中的一个或多个化合物，其中所述化合物组合包括表儿茶素，表儿茶素衍生物，儿茶素，儿茶素衍生物，尼可地尔和尼可地尔衍生物，以刺激细胞的线粒体功能。本文所描述的方法和组合物可减小心脏在永久性缺血或缺血/再灌注（IR）事件后的梗死面积，或者延迟，减轻或预防不良心脏重构，并可帮助预防受损线粒体生物发生，从而预防各种疾病和情况中受损线粒体生物发生的后果，同时也可提供已经发生的线粒体耗竭的积极治疗。
• Cumarin-Verbindungen und ihre Verwendung als Aufheller für organische hochmolekulare Materialien
  申请人：BAYER AG

  公开号：EP0005172A1

  公开（公告）日：1979-11-14

  Zum Weißtönen von synthetischen Fasermaterialien, nsbesondere Polyestermaterialien, eignen sich vorzüglich Verbindungen der Formel in der R, und R2 = Wasserstoff, Alkyl, Aralkyl oder Aryl, (jedoch nicht gleichzeitig Wasserstoff) X = Cyan- oder Estergruppe ist. Die erzielten Aufhellungen sind wasch- und lichtecht. Man erhält die Verbindungen I z. B. durch Kondensation entsprechender Triazolylsalicylaldehyde mit Cyanessigestern oder Malonestern.

  用于增白合成纤维材料，尤其是聚酯材料，其化合物的化学式为 中的 R，和 R2 = 氢、烷基、芳烷基或芳基（但不能同时为氢） X = 氰基或酯基。 得到的增白剂具有耐洗和耐光性。化合物 I 可通过相应的三唑水杨醛与氰基乙酸酯或丙二酸酯缩合得到。