Ethyl 3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indole-2-carboxylate | 168018-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Ethyl 3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indole-2-carboxylate
• CAS: 168018-35-7
• 化学式: C₃₂H₃₁ClN₂O₃S
• 分子量: 559.129
• InChiKey: ARXHCEDWSDWSCW-UHFFFAOYSA-N

物化性质

• 沸点：
  712.4±60.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indole-2-carboxylate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 6.0h， 以72%的产率得到3-Tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of indolylalkoxyiminoalkylcarboxylates as leukotriene biosynthesis inhibitors

  摘要：

  A series of substituted indolylalkoxyiminoalkylcarboxylates were found to be potent leuko triene biosynthesis inhibitors. The structure-activity relationships were investigated. Representative potent inhibitors identified were the quinolyl 3a (A-86885) and pyridyl 3b (A-86886) congeners with in vitro IC(50)s of 21 and 9 nM and in vivo leukotriene inhibition in the rat with oral ED(50)s of 0.9 and 1.7 mg/kg, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00265-9
• 作为产物：
  描述：

  ethyl 3-tert-butylthio-2-oxo-propionate 在 三氯化铝 、 sodium hydride 、 potassium carbonate 、 叔丁基硫醇 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 77.0h， 生成 Ethyl 3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indole-2-carboxylate
  参考文献：
  名称：

  Synthesis of indolylalkoxyiminoalkylcarboxylates as leukotriene biosynthesis inhibitors

  摘要：

  A series of substituted indolylalkoxyiminoalkylcarboxylates were found to be potent leuko triene biosynthesis inhibitors. The structure-activity relationships were investigated. Representative potent inhibitors identified were the quinolyl 3a (A-86885) and pyridyl 3b (A-86886) congeners with in vitro IC(50)s of 21 and 9 nM and in vivo leukotriene inhibition in the rat with oral ED(50)s of 0.9 and 1.7 mg/kg, respectively. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00265-9

文献信息

• US5399699A
  申请人：——

  公开号：US5399699A

  公开（公告）日：1995-03-21
• Synthesis of indolylalkoxyiminoalkylcarboxylates as leukotriene biosynthesis inhibitors
  作者：Teodozyj Kolasa、Pramila Bhatia、Clint D.W. Brooks、Keren I. Hulkower、Jennifer B. Bouska、Richard R. Harris、Randy L. Bell

  DOI：10.1016/s0968-0896(96)00265-9

  日期：1997.3

  A series of substituted indolylalkoxyiminoalkylcarboxylates were found to be potent leuko triene biosynthesis inhibitors. The structure-activity relationships were investigated. Representative potent inhibitors identified were the quinolyl 3a (A-86885) and pyridyl 3b (A-86886) congeners with in vitro IC(50)s of 21 and 9 nM and in vivo leukotriene inhibition in the rat with oral ED(50)s of 0.9 and 1.7 mg/kg, respectively. (C) 1997 Elsevier Science Ltd.