2-hydroxy-2-trifluoromethyl-4-pentenoic acid | 115347-50-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-hydroxy-2-trifluoromethyl-4-pentenoic acid
• 英文别名: 2-hydroxy-2-(trifluoromethyl)pent-4-enoic acid
• CAS: 115347-50-7
• 化学式: C₆H₇F₃O₃
• 分子量: 184.115
• InChiKey: IRTLLAJCWWXDKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2-trifluoromethyl-4-pentenoic acid 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 N-(4-benzoylphenyl)-2-hydroxy-2-trifluoromethyl-4-pentenamide
  参考文献：
  名称：

  N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers

  摘要：

  Based on the most stable conformation of ZD6169, a series of N-arylated derivatives of oxazolidindione (2), morpholin-3-one (3-5), piperidin-2-one (6), and pyrrolidin-2-one (7-13) was synthesized and evaluated for potassium channel opening activity. In the in-vitro assays, N-(4-benzoylphenyl)-piperidin-2-one (6) and N-(4-benzoylphenyl)-3,3-dimethyl-pyrrolidin-2-one (9) demonstrated potent and selective relaxant activity at the bladder detrusor muscle [IC50, bladder = 7.4 and 6.7 muM, respectively; IC50 ratio (portal vein/bladder) = 41 and 51, respectively]. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00171-2
• 作为产物：
  描述：

  ethyl 2-hydroxy-2-trifluoromethyl-4-pentenoate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以69%的产率得到2-hydroxy-2-trifluoromethyl-4-pentenoic acid
  参考文献：
  名称：

  N-Arylated pyrrolidin-2-ones and morpholin-3-ones as potassium channel openers

  摘要：

  Based on the most stable conformation of ZD6169, a series of N-arylated derivatives of oxazolidindione (2), morpholin-3-one (3-5), piperidin-2-one (6), and pyrrolidin-2-one (7-13) was synthesized and evaluated for potassium channel opening activity. In the in-vitro assays, N-(4-benzoylphenyl)-piperidin-2-one (6) and N-(4-benzoylphenyl)-3,3-dimethyl-pyrrolidin-2-one (9) demonstrated potent and selective relaxant activity at the bladder detrusor muscle [IC50, bladder = 7.4 and 6.7 muM, respectively; IC50 ratio (portal vein/bladder) = 41 and 51, respectively]. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00171-2

文献信息

• KUBOTA, TOSHIO;KONDOH, YASUO;OHYAMA, TOSHIHIRO;TANAKA, TATSUO, NIPPON KAGAKU KAJSI,(1989) N, S. 1576-1588
  作者：KUBOTA, TOSHIO、KONDOH, YASUO、OHYAMA, TOSHIHIRO、TANAKA, TATSUO

  DOI：——

  日期：——
• KUBOTA, T.;KONDON, Y.;SUDA, Y.;TANAKA, A.;KATOH, SH.;ONYAMA, T.;TANAKA, T+, CHEM. EXPRESS, 3,(1988) N 1, 619-622
  作者：KUBOTA, T.、KONDON, Y.、SUDA, Y.、TANAKA, A.、KATOH, SH.、ONYAMA, T.、TANAKA, T+

  DOI：——

  日期：——