5-CFA | 5438-40-4

• 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: 5-CFA
• 英文别名: 5-chloro-4-hydroxy-3-methoxy-trans-cinnamic acid；5-Chlor-4-hydroxy-3-methoxy-trans-zimtsaeure；3-(3-Chloro-4-hydroxy-5-methoxyphenyl)prop-2-enoic acid；(E)-3-(3-chloro-4-hydroxy-5-methoxyphenyl)prop-2-enoic acid
• CAS: 5438-40-4
• 化学式: C₁₀H₉ClO₄
• 分子量: 228.632
• InChiKey: JPBRRRVTXWVBIF-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-氯香草醛 在 sodium acetate 、 乙酸酐 作用下， 生成 5-CFA
  参考文献：
  名称：

  Webster, American Journal of Pharmacy and the Sciences Supporting Public Health (1937-1978), 1940, vol. 112, p. 291,293, 294

  摘要：

  DOI：

文献信息

• Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines
  作者：Chun-nian Xia、Hai-bo Li、Feng liu、Wei-xiao Hu

  DOI：10.1016/j.bmcl.2008.10.046

  日期：2008.12

  Forty caffeate analogues were synthesized via a convenient method starting from vanillin with moderate to good yields. The testing of biological activity of these compounds against HIV-1 integrase indicates that four compounds: bornyl caffeate, bornyl 2-nitrocaffeate, 5-nitrocaffeic acid and 5-nitrocaffeic acid phenethyl ester (5-nitroCAPE) possess a good HIV integrase inhibitory activity, IC50 19.9, 26.8, 25.0 and 13.5 mu M, respectively. Twelve caffeate analogues were tested by MTT assay on growth of human hepatocellular carcinoma BEL-7404, human breast MCF-7 adenocarcinoma, human lung A549 adenocarcinoma and human gastric cancer BCG823 cell lines, respectively. And the best result is IC50 5.5 mu M for CAPE against BEL-7404. (C) 2008 Elsevier Ltd. All rights reserved.
• REACTIONS OF VANILLIN AND ITS DERIVED COMPOUNDS. XI.¹ CINNAMIC ACIDS DERIVED FROM VANILLIN AND ITS RELATED COMPOUNDS^{2, 3}
  作者：IRWIN A. PEARL、DONALD L. BEYER

  DOI：10.1021/jo01142a008

  日期：1951.2
• THE CHLORINE DERIVATIVES OF VANILLIN AND SOME OF THEIR REACTIONS
  作者：L. Chas. Raiford、J. G. Lichty

  DOI：10.1021/ja01374a061

  日期：1930.11
• Webster, American Journal of Pharmacy and the Sciences Supporting Public Health (1937-1978), 1940, vol. 112, p. 291,293, 294
  作者：Webster

  DOI：——

  日期：——