(E)-4-(2-cyanoethenyl)benzoic acid | 53891-48-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-(2-cyanoethenyl)benzoic acid
• 英文别名: (E)-4-(2-cyanovinyl)benzoic acid；4-(trans-2-cyano-vinyl)-benzoic acid；4-(trans-2-Cyan-vinyl)-benzoesaeure；p-(Cyanovinyl)benzoic acid；4-[(E)-2-cyanoethenyl]benzoic acid
• CAS: 53891-48-8
• 化学式: C₁₀H₇NO₂
• 分子量: 173.171
• InChiKey: BAWSWEWUJBUEDV-OWOJBTEDSA-N

物化性质

• 熔点：
  256-257 °C
• 沸点：
  394.9±25.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-(2-cyanoethenyl)benzoic acid 在 盐酸 作用下， 生成 trans-p-carboxycinnamic acid
  参考文献：
  名称：

  Malinowski, Roczniki Chemii, 1952, vol. 26, p. 85,92

  摘要：

  DOI：
• 作为产物：
  描述：

  对氨基苯甲酸 在 盐酸 、 氢氧化钾 、 丙酮 、 sodium nitrite 作用下， 生成 (E)-4-(2-cyanoethenyl)benzoic acid
  参考文献：
  名称：

  Feltenstein, Annales de Chimie (Cachan, France), 1957, vol. <13> 2, p. 587,603

  摘要：

  DOI：

文献信息

• [EN] HISTONE DEACETYLASE INHIBITORS<br/>[FR] INHIBITEURS DE L'HISTONE DÉSACÉTYLASE
  申请人：ORCHID RES LAB LTD

  公开号：WO2012117421A1

  公开（公告）日：2012-09-07

  Provided herein are isoform selective histone deacetylase inhibitors of the formula (I), their derivatives, analogs, tautomeric forms, stereoisomers, polymorphs, hydrates, metabolites, prodrugs, solvates, pharmaceutically acceptable salts and compositions thereof. These compounds are isoform selective inhibitors of HDACs and are useful as a therapeutic or ameliorating agent for diseases that are involved in cellular growth such as cancer, malignant tumors, autoimmune diseases, skin diseases, fungal infections, protozoal infections, HIV, inflammation and CNS disorders.

  提供的是具有公式(I)的亚型选择性组蛋白去乙酰化酶抑制剂，以及它们的衍生物、类似物、互变异构体、对映异构体、多态性、水合物、代谢物、前药、溶剂化物、药物可接受的盐和它们组成的制剂。这些化合物是HDACs的亚型选择性抑制剂，并且对于涉及细胞生长的疾病，如癌症、恶性肿瘤、自身免疫病、皮肤病、真菌感染、原生动物感染、HIV、炎症和中枢神经系统紊乱，作为治疗或改善药物是有用的。
• Palladium(II) supported on polycarbosilane: Application as reusable catalyst for Heck reaction
  作者：Kunniyur Mangala、P.S. Sinija、Krishnapillai Sreekumar

  DOI：10.1016/j.molcata.2015.06.012

  日期：2015.10

  catalytic activity was investigated. Heck reaction in which C–C coupling between aryl halides or vinyl halides and activated alkenes in the presence of a base has been selected for the study. Palladium ions supported on PCS have been used as a catalyst for the first time and it efficiently catalyzed Heck reaction and an yield of 75–90% was obtained with different substrates. For comparison, catalytic activities

  报道了钯（II）连接的聚碳硅烷催化的Heck反应。聚碳硅烷（PCS）是一种在背面骨骼结构中同时包含Si和C的有机-无机杂化聚合物，是通过在钠金属存在下三氯甲基硅烷和三甲氧基乙烯基硅烷的缩聚反应合成的。将乙酸钯连接到聚碳硅烷（Pd-PCS）上，并研究了其催化活性。选择了在碱存在下芳基卤化物或乙烯基卤化物与活化烯烃之间进行C-C偶联的Heck反应。负载在PCS上的钯离子首次被用作催化剂，它有效地催化了Heck反应，使用不同的底物可获得75-90％的产率。为了比较，SBA-15上负载的Pd离子的催化活性 还研究了活性炭和无定形二氧化硅。结果表明Pd-PCS具有优越的活性。
• In Situ Generation of Palladium Nanoparticles: Reusable, Ligand-Free Heck Reaction in PEG-400 Assisted by Focused Microwave Irradiation
  作者：Zhengyin Du、Lin Bai、Wanwei Zhou、Fen Wang、Jin-Xian Wang

  DOI：10.1055/s-0030-1259310

  日期：2011.2

  A rapid and efficient Heck coupling reaction of aryl iodides with terminal olefins was conducted in PEG-400 at 120 ˚C in the presence of potassium carbonate and palladium nanoparticles formed in situ from palladium chloride under focused microwave irradiation. High to excellent product yields were achieved. The reaction medium and catalyst could be easily recycled at least five times without significant loss in reactivity.

  在聚乙二醇-400中，以120°C的温度，在碳酸钾和原位生成的钯纳米颗粒的存在下，利用聚焦微波辐射快速高效地进行芳基碘化物与末端烯烃的Heck偶联反应。获得了高至优异的产物收率。反应介质和催化剂至少可以回收五次，而反应活性几乎没有显著损失。
• Antifungal azole compounds
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0174769A1

  公开（公告）日：1986-03-19

  1,3-Diazolyl-2-propanol derivatives of the formula:- wherein X and Y are N or CH, R' is phenyl, heterocyclyl, heterocyclyl-alkyl, -alkenyl or - alkynyl, optionally substituted, R2 and R3 are hydrogen or alkyl, and R4 and R5 are hydrogen, amino, alkoxyalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, or alkenyl, or phenyl, phenylalkyl or phenylalkenyl, heterocycyl, heterocyclylalkyl or heterocyclylalkenyl, each optionally substituted, provided that when R1 is optionally substituted phenyl at least one of R1, R4 and R5 is, or contains, a phenyl ring bearing at least one substituent selected from cyano, cyanoalkyl, nitro, aminocarbonylalkyl, halogenoalkoxy and radicals of the formulae -CONR6R7, -NHCOR8 or OR9 as defined herein, and the acid addition salts of compounds which contain a basic substituent; together with processes for their manufacture, pharmaceutical, veterinary and plant antifungal compositions, a method of treating fungal diseases in plants, and the use of the compounds for the manufacture of pharmaceutical or veterinary antifungal compositions.

  式中的 1，3-二氮唑-2-丙醇衍生物：- 1，3-二氮唑-2-丙醇衍生物 其中X和Y是N或CH，R'是任选取代的苯基、杂环基、杂环烷基、-烯基或-炔基，R2和R3是氢或烷基，R4和R5是氢、氨基、烷氧基烷基、氨基烷基、烷基氨基烷基、二烷基氨基烷基、或烯基、或苯基、苯基烷基或苯基烯基、杂环基、杂环烷基或杂环烷基，各自任选取代、条件是当 R1 是任选取代的苯基时，R1、R4 和 R5 中至少有一个是或含有一个苯基环，该苯基环上至少有一个取代基，该取代基可选自氰基、氰基烷基、硝基、氨基羰基烷基、卤代烷氧基和本文定义的-CONR6R7、-NHCOR8 或 OR9 式中的基团，以及含有碱性取代基的化合物的酸加成盐；连同其生产工艺、药用、兽用和植物抗真菌组合物、治疗植物真菌疾病的方法，以及使用这些化合物生产药用或兽用抗真菌组合物。
• Oxidative Cleavage of Olefins by In Situ-Generated Catalytic 3,4,5,6-Tetramethyl-2-iodoxybenzoic Acid/Oxone
  作者：Jarugu Narasimha Moorthy、Keshaba Nanda Parida

  DOI：10.1021/jo502002w

  日期：2014.12.5

  Oxidative cleavage of a variety of olefins to the corresponding ketones/carboxylic acids is shown to occur in a facile manner with 3,4,5,6-tetramethyl-2-iodobenzoic acid (TetMe-IA)/oxone. The simple methodology involves mere stirring of the olefin and catalytic amount (10 mol %) of TetMe-IA and oxone in acetonitrile-water mixture (1:1, v/v) at rt. The reaction mechanism involves initial dihydroxylation of the olefin with oxone, oxidative cleavage by the in situ-generated 3,4,5,6-tetramethyl-2-iodoxybenzoic acid (TetMe-IBX), and oxidation of the aldehyde functionality to the corresponding acid with oxone. Differences in the reactivities of electron-rich and electron-poor double bonds have been exploited to demonstrate chemoselective oxidative cleavage in substrates containing two double bonds.