乙基7-(3-噻吩基)庚酸酯 | 142422-84-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 乙基7-(3-噻吩基)庚酸酯
• 英文名称: 7-(3-thienyl)heptanoate d'ethyle
• 英文别名: ethyl 7-(3-thienyl)heptanoate；Ethyl 7-(thiophen-3-yl)heptanoate；ethyl 7-thiophen-3-ylheptanoate
• CAS: 142422-84-2
• 化学式: C₁₃H₂₀O₂S
• 分子量: 240.367
• InChiKey: NROUTCPPCHONSP-UHFFFAOYSA-N

物化性质

• 沸点：
  324.9±25.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙基7-(3-噻吩基)庚酸酯 在 N-溴代丁二酰亚胺(NBS) 、 四氯化锡 作用下， 以 氯仿 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 1.03h， 生成 ethyl 7-<2-bromo-5-(3-phenylpropionyl)-3-thienyl>heptanoate
  参考文献：
  名称：

  .omega.-[(.omega.-Arylalkyl)thienyl]alkanoic acids: from specific LTA4 hydrolase inhibitors to LTB4 receptor antagonists

  摘要：

  A series of omega-[(omega-arylalkyl)thienyl]alkanoic acid isomers was prepared and a structure-activity relationship was investigated. These compounds have displayed either LTA, hydrolase inhibition activities or LTB4 receptor binding activities, or both, depending on the relative orientation of the two side chains on the thiophene ring. Whereas the 2,5-isomers specifically exhibited LTA4 hydrolase inhibition, 3,5-isomers displayed both activities. On the other hand, the ''ortho-isomers'' specifically inhibited the binding of the LTB4 to its receptor. The side-chain lengths were also important for an optimal inhibition or binding activity. Substitutions on the terminal aromatic ring or on the thiophene nucleus led to small changes in both activities. The most dramatic effect was obtained by substituting the carboxylic acid side chain in the alpha-position with one or two methyl groups, which substantially enhanced the LTB4 receptor binding activity. In the most favorable case, the alpha,alpha-dimethyl derivative RP66153 was found 20-fold more potent than its linear counterpart.

  DOI：

  10.1021/jm00095a011
• 作为产物：
  描述：

  3-溴甲基噻吩 在 氢氧化钾 、 sodium hydroxide 、 对甲苯磺酸 、 一水合肼 、 potassium iodide 作用下， 以 甲醇 、 环己烷 、 水 、 苯 为溶剂， 反应 48.0h， 生成 乙基7-(3-噻吩基)庚酸酯
  参考文献：
  名称：

  Blanchetiere, D.; Noyere, C.; Catel, J., Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 91, # 1-4, p. 93 - 102

  摘要：

  DOI：

文献信息

• .omega.-[(.omega.-Arylalkyl)thienyl]alkanoic acids: from specific LTA4 hydrolase inhibitors to LTB4 receptor antagonists
  作者：Richard Labaudiniere、Gerd Hilboll、Alicia Leon-Lomeli、Bernard Terlain、Francoise Cavy、Michael Parnham、Peter Kuhl、Norbert Dereu

  DOI：10.1021/jm00095a011

  日期：1992.8

  A series of omega-[(omega-arylalkyl)thienyl]alkanoic acid isomers was prepared and a structure-activity relationship was investigated. These compounds have displayed either LTA, hydrolase inhibition activities or LTB4 receptor binding activities, or both, depending on the relative orientation of the two side chains on the thiophene ring. Whereas the 2,5-isomers specifically exhibited LTA4 hydrolase inhibition, 3,5-isomers displayed both activities. On the other hand, the ''ortho-isomers'' specifically inhibited the binding of the LTB4 to its receptor. The side-chain lengths were also important for an optimal inhibition or binding activity. Substitutions on the terminal aromatic ring or on the thiophene nucleus led to small changes in both activities. The most dramatic effect was obtained by substituting the carboxylic acid side chain in the alpha-position with one or two methyl groups, which substantially enhanced the LTB4 receptor binding activity. In the most favorable case, the alpha,alpha-dimethyl derivative RP66153 was found 20-fold more potent than its linear counterpart.
• Blanchetiere, D.; Noyere, C.; Catel, J., Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 91, # 1-4, p. 93 - 102
  作者：Blanchetiere, D.、Noyere, C.、Catel, J.、Andrieu, C. G.、Ebel, M.

  DOI：——

  日期：——