(E)-m-(trifluoromethyl)-α-methylcinnamic acid | 77302-37-5

• 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)-m-(trifluoromethyl)-α-methylcinnamic acid
• 英文别名: Trans-2-Methyl-3-(3-Trifluoromethylphenyl)-Acrylic Acid；(E)-2-methyl-3-[3-(trifluoromethyl)phenyl]prop-2-enoic acid
• CAS: 77302-37-5
• 化学式: C₁₁H₉F₃O₂
• 分子量: 230.186
• InChiKey: LFOVCMBBWJEIGN-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-m-(trifluoromethyl)-α-methylcinnamic acid 在 草酰氯 、 calcium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 24.0h， 生成 (E)-2-methyl-3-[3-(trifluoromethyl)phenyl]prop-2-enoyl chloride
  参考文献：
  名称：

  Structure-activity relationship in cinnamamides. 3. Synthesis and anticonvulsant activity evaluation of some derivatives of (E)- and (Z)-m-(trifluoromethyl)cinnamamide

  摘要：

  The (E)- and (Z)-m-(trifluoromethyl)-alpha, beta-dimethylcinnamamides and some of their N-alkyl derivatives were prepared and pharmacologically tested as anticonvulsant agents in order to verify if a ring substituent, like the m-CF3 group, different from a halogen but possessing the same electronic effect could lead to equally active compounds. Some (E)-m-(trifluoromethyl)-alpha-methyl- and -non-methyl-substituted-cinnamamides were also prepared and tested. In the alpha, beta-dimethyl series the results show that the m-CF3 group leads to products more active than the ones unsubstituted on the phenyl ring but still less active than the p-halogen-substituted compounds previously studied. In the alpha-methyl and non-methyl-substituted series, the trend shows the m-CF3 group being able to produce less toxic and, in some cases, more active products than the previously studied amides.

  DOI：

  10.1021/jm00137a010
• 作为产物：
  描述：

  3-Hydroxy-2-methyl-3-(3-trifluoromethyl-phenyl)-propionic acid ethyl ester 在 氢氧化钾 、 phosphorus pentoxide 作用下， 以 1,4-二氧六环 、 水 、 苯 为溶剂， 反应 20.0h， 生成 (E)-m-(trifluoromethyl)-α-methylcinnamic acid
  参考文献：
  名称：

  Structure-activity relationship in cinnamamides. 3. Synthesis and anticonvulsant activity evaluation of some derivatives of (E)- and (Z)-m-(trifluoromethyl)cinnamamide

  摘要：

  The (E)- and (Z)-m-(trifluoromethyl)-alpha, beta-dimethylcinnamamides and some of their N-alkyl derivatives were prepared and pharmacologically tested as anticonvulsant agents in order to verify if a ring substituent, like the m-CF3 group, different from a halogen but possessing the same electronic effect could lead to equally active compounds. Some (E)-m-(trifluoromethyl)-alpha-methyl- and -non-methyl-substituted-cinnamamides were also prepared and tested. In the alpha, beta-dimethyl series the results show that the m-CF3 group leads to products more active than the ones unsubstituted on the phenyl ring but still less active than the p-halogen-substituted compounds previously studied. In the alpha-methyl and non-methyl-substituted series, the trend shows the m-CF3 group being able to produce less toxic and, in some cases, more active products than the previously studied amides.

  DOI：

  10.1021/jm00137a010

文献信息

• Phenyl.-substituted alkenylcarboguanidides carrying perfluoroalkyl
  申请人：Hoechst Aktiengesellschaft

  公开号：US06025349A1

  公开（公告）日：2000-02-15

  Phenyl-substituted alkenylcarboguanidides carrying perfluoroalkyl groups, a process for their preparation, their use as a medicament or diagnostic agent, and also a medicament containing them. Phenyl-substituted alkenylcarboguanidides carrying perfluoroalkyl groups, of the formula I ##STR1## in which the substituents have the meanings stated in the description, and their pharmaceutically suitable salts, are described. They are obtained by reacting a compound II ##STR2## with guanidine, in which R(1) to R(5) and R(A), R(B), R(C) and R(D) have the stated meaning, and L is a leaving group which easily undergoes nucleophilic substitution. Compounds I are excellent cardiovascular therapeutic agents.

  苯基取代的烯丙基碳酰脲基胍衍生物携带全氟烷基，其制备方法，它们作为药物或诊断剂的用途，以及含有它们的药物。描述了携带全氟烷基的苯基取代的烯丙基碳酰脲基胍衍生物，其化学式为I，其中取代基在说明中具有所述含义，以及其药学上适合的盐。它们是通过将化合物II与胍嘧啶反应而获得的，其中R（1）至R（5）和R（A），R（B），R（C）和R（D）具有所述含义，L是易于发生亲核取代的离去基团。化合物I是优秀的心血管治疗剂。
• Resin for hydrophobilizing resist surface, method for production thereof, and positive resist composition containing the resin
  申请人：Kanda Hiromi

  公开号：US10678132B2

  公开（公告）日：2020-06-09

  A resin is to be added to a resist composition and localized on a surface of a resist film so as to hydrophobilize the surface of a resist film and has a peak area of a high molecular weight component having a molecular weight of 30,000 or more is 0.1% or less of a total peak area in a molecular weight distribution measured by gel permeation chromatography.

  将一种树脂添加到抗蚀剂组合物中，并固定在抗蚀剂薄膜的表面，使抗蚀剂薄膜的表面疏水，其分子量为 30,000 或更高的高分子量成分的峰面积占凝胶渗透色谱法测量的分子量分布总峰面积的 0.1%或更少。
• BALSAMO A.; CROTTI P.; LAPUCCI A.; MACCHIA B.; MACCHIA F.; CUTTICA A.; PA+, J. MED. CHEM., 1981, 24, NO 5, 525-532
  作者：BALSAMO A.、 CROTTI P.、 LAPUCCI A.、 MACCHIA B.、 MACCHIA F.、 CUTTICA A.、 PA+

  DOI：——

  日期：——
• US6025349A
  申请人：——

  公开号：US6025349A

  公开（公告）日：2000-02-15