3-phenyl-2-(2-thienyl)acrylic acid | 38343-87-2

• 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: 3-phenyl-2-(2-thienyl)acrylic acid
• 英文别名: 3-Phenyl-2-thien-2-ylacrylic acid；(Z)-3-phenyl-2-thiophen-2-ylprop-2-enoic acid
• CAS: 38343-87-2
• 化学式: C₁₃H₁₀O₂S
• 分子量: 230.287
• InChiKey: PRFYTLRQUHFIRX-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-phenyl-2-(2-thienyl)acrylic acid 在 air 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 naphtho<2,1-b>thiophene-4-carboxylic acid
  参考文献：
  名称：

  Karminski-Zamola, G.; Bajic, M., Synthetic Communications, 1989, vol. 19, # 7,8, p. 1325 - 1334

  摘要：

  DOI：
• 作为产物：
  描述：

  2-噻吩乙酸 、 苯甲醛 在 乙酸酐 、 三乙胺 作用下， 反应 1.0h， 生成 3-phenyl-2-(2-thienyl)acrylic acid 、 3-phenyl-2-(2-thienyl)acrylic acid
  参考文献：
  名称：

  CH⋯S hydrogen bonds as the organising force in 2,3-thienyl- and phenyl- or 2,3-dithienyl-substituted propenoic acid aggregates studied by the combination of FT-IR spectroscopy and computations

  摘要：

  Various propenoic acid stereoisomers 2,3-disubstituted with thienyl and/or phenyl groups were synthesised and their aggregation behaviour was studied both in solution and in the solid state by experimental (mid-range FT-IR spectroscopy) and computational (semiempirical and ab initio) methods. Experimental approach embraced the identification of potential hydrogen bonding sites through finding the relevant IR bands and monitoring their displacement upon increasing the acid concentration in solution and on going from solution to the solid state. In solution O-H center dot center dot center dot O hydrogen bonds were only found providing short-range ordering, while in the solid state C-H center dot center dot center dot S hydrogen bonds were identified. Hydrogen bonding sites could be assigned and relevant aggregate models could be built. Molecular modelling allowed obtaining good estimates for hydrogen bond lengths and angles and visualisation of the geometric arrangements. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.09.033

文献信息

• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004099178A1

  公开（公告）日：2004-11-18

  Compounds of formula (I): compositions comprising them, processes for preparing them and their use in medical therapy (for example modulating CCR5 receptor activity in a warm blooded animal).

  公式（I）的化合物：包含它们的组合物，制备它们的方法以及它们在医学疗法中的用途（例如在温血动物中调节CCR5受体活性）。
• Chemical compounds
  申请人：Cumming John

  公开号：US20070015788A1

  公开（公告）日：2007-01-18

  Compounds of formula (I): compositions comprising them, processes for preparing them and their use in medical therapy (for example modulating CCR5 receptor activity in a warm blooded animal).

  公式（I）的化合物：包括它们的组合物，制备它们的过程以及它们在医疗治疗中的用途（例如在温血动物中调节CCR5受体活性）。
• CHEMICAL COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1625120A1

  公开（公告）日：2006-02-15
• US7294636B2
  申请人：——

  公开号：US7294636B2

  公开（公告）日：2007-11-13