(E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)acrylic acid | 122520-75-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
• 英文别名: 2-cyano-3t-(4-hydroxy-3-methoxy-phenyl)-acrylic acid；2-Cyan-3t-(4-hydroxy-3-methoxy-phenyl)-acrylsaeure；3t-(4-Hydroxy-3-methoxy-phenyl)-2-cyan-acrylsaeure；1-carboxy-1-cyano-2-(3-methoxy-4-hydroxyphenyl)ethylene；(2E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid；(E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid
• CAS: 122520-75-6
• 化学式: C₁₁H₉NO₄
• 分子量: 219.197
• InChiKey: VBHMEVXDNSXEME-XBXARRHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  90.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  香草醛 在 哌啶 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 生成 (E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
  参考文献：
  名称：

  Tyrphostins I: synthesis and biological activity of protein tyrosine kinase inhibitors

  摘要：

  A novel class of low molecular weight protein tyrosine kinase inhibitors is described. These compounds constitute a systematic series of molecules with a progressive increase in affinity toward the substrate site of the EGF receptor kinase domain. These competitive inhibitors also effectively block the EGF-dependent autophosphorylation of the receptor. The potent EGF receptor kinase blockers examined were found to competitively inhibit the homologous insulin receptor kinase at 10(2)-10(3) higher inhibitor concentrations in spite of the significant homology between these protein tyrosine kinases. These results demonstrate the ability to synthesize selective tyrosine kinase inhibitors. The most potent EGF receptor kinase inhibitors also inhibit the EGF-dependent proliferation of A431/clone 15 cells with little or no effect on EGF independent cell growth. These results demonstrate the potential use of protein tyrosine kinase inhibitors as selective antiproliferative agents for proliferative diseases caused by the hyperactivity of protein tyrosine kinases. We have suggested the name "tyrphostins" for this class of antiproliferative compounds which act as protein tyrosine kinase blockers.

  DOI：

  10.1021/jm00130a020

文献信息

• PAIN RELIEF COMPOUNDS
  申请人：ECOLE NATIONALE SUPERIEURE DE CHIMIE DE CLERMONT FERRAND

  公开号：US20150038466A1

  公开（公告）日：2015-02-05

  The present invention relates to the use of compounds for the treatment or prevention of pain in mammals, in particularly in human beings, and also to a process for preparing these compounds.

  本发明涉及使用化合物治疗或预防哺乳动物（尤其是人类）的疼痛，并且涉及一种制备这些化合物的方法。
• CO2 absorbing cost-effective ionic liquid for synthesis of commercially important alpha cyanoacrylic acids: A safe process for activation of cyanoacetic acid
  作者：Yogesh O. Sharma、Mariam S. Degani

  DOI：10.1039/b818540a

  日期：——

  Cost-effective and carbon dioxide absorbing ionic liquid, tri-(2-hydroxyethyl) ammonium acetate, was shown to perform multiple roles in Knoevenagel condensation. It acted as an environmentally benign solvent, as an activating catalyst for the less reactive cyanoacetic acid and also as a risk reduction medium for the unevenly generated large amount of CO2 gas for large scale reactions. The reaction was scaled up for multi-gram synthesis of commercially important alpha cyanoacrylic acids.

  一种具有成本效益且能吸收二氧化碳的离子液体三-(2-羟乙基)铵乙酸盐在Knoevenagel缩合反应中表现出多重作用。它作为一种环境友好的溶剂，作为反应性较低的氰基乙酸的活化催化剂，同时也作为大规模反应中对不均匀生成的大量二氧化碳气体的风险降低介质。该反应已扩展至多克规模，以合成商业上重要的α-氰基丙烯酸。
• [EN] COPPER SALTS OF ORGANIC ACIDS AND USE THEREOF AS FUNGICIDES<br/>[FR] SELS DE CUIVRE D'ACIDES ORGANIQUES ET LEUR UTILISATION EN TANT QUE FONGICIDE
  申请人：ISAGRO SPA

  公开号：WO2004103074A1

  公开（公告）日：2004-12-02

  Compounds are described, having general formula (I): A . Cu wherein A represents the bibasic ion of an organic acid which can have the meanings (A1) - (A8) and Cu represents the copper 2+ ion; and the use of compounds having formula (I), individually or in a mixture, for the control of bacterial and fungal phytopathogens on vegetables or parts thereof.

  化合物被描述为具有一般式（I）：A . Cu，其中A代表有机酸的二元离子，可以具有意义（A1）-（A8），Cu代表铜2+离子；以及使用具有式（I）的化合物，单独或混合使用，用于控制蔬菜或其部分上的细菌和真菌植物病原体。
• Ultraviolet absorber for cosmetics and polymeric materials
  申请人：East Anthony

  公开号：US20070189990A1

  公开（公告）日：2007-08-16

  Esters of cinnamic acids with sugar alcohols and anhydro-sugar alcohols are described. The esters have ultraviolet light absorbing properties. In particular, the diester of ferulic acid with isosorbide is a UV-absorber derived from natural materials and has use as a UV-absorber for polymeric materials and as a UV-absorber for cosmetics.

  描述了肉桂酸酯与糖醇和无水糖醇的酯类化合物。这些酯类化合物具有紫外光吸收特性。特别是，由异山梨酸二酯与异山梨醇制成的二酯类是一种源自天然材料的紫外吸收剂，可用作聚合材料和化妆品的紫外吸收剂。
• Cosmestic composition
  申请人：UNILEVER PLC

  公开号：EP0572167A1

  公开（公告）日：1993-12-01

  A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamic acid derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

  一种适用于哺乳动物皮肤和毛发的外用组合物，可诱导、维持或增加毛发生长，其中包括一种毛发生长促进剂，选自谷氨酸衍生物及其盐类。该组合物最好还包含一种活性增强剂，它可以选自毛发生长刺激剂、渗透增强剂和阳离子聚合物。