2,2-dimethyl-7-<5-phenyl-2(3-phenylpropyl)-3-thienyl>heptanoic acid | 142422-68-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,2-dimethyl-7-<5-phenyl-2(3-phenylpropyl)-3-thienyl>heptanoic acid
• 英文别名: 2,2-Dimethyl-7-[5-phenyl-2-(3-phenyl-propyl)-thiophen-3-yl]-heptanoic acid；2,2-dimethyl-7-[5-phenyl-2-(3-phenylpropyl)thiophen-3-yl]heptanoic acid
• CAS: 142422-68-2
• 化学式: C₂₈H₃₄O₂S
• 分子量: 434.643
• InChiKey: GVIHRIFMDICCIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 6-bromo-2,2-dimethylhexanoate 在 盐酸 、 氢氧化钾 、 氯化亚砜 、 四氯化锡 、 一水合肼 作用下， 以 乙醇 、 二氯甲烷 、 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 74.0h， 生成 2,2-dimethyl-7-<5-phenyl-2(3-phenylpropyl)-3-thienyl>heptanoic acid
  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