3-[3-(1,1-dimethylethylthio)-5-(quinolin-2-ylmethoxy)-1-(4-chlorophenylmethyl)indol-2-yl]-2,2-dimethylpropionaldehyde | 141863-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-[3-(1,1-dimethylethylthio)-5-(quinolin-2-ylmethoxy)-1-(4-chlorophenylmethyl)indol-2-yl]-2,2-dimethylpropionaldehyde
• 英文别名: 3-[3-tert-butylsulfanyl-1-[(4-chlorophenyl)methyl]-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanal
• CAS: 141863-27-6
• 化学式: C₃₄H₃₅ClN₂O₂S
• 分子量: 571.183
• InChiKey: NEDIHQXMAGZSHL-UHFFFAOYSA-N

物化性质

• 沸点：
  714.4±60.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[3-(1,1-dimethylethylthio)-5-(quinolin-2-ylmethoxy)-1-(4-chlorophenylmethyl)indol-2-yl]-2,2-dimethylpropionaldehyde 、 2-(氨基氧基)乙酸 以 吡啶 、 乙醇 为溶剂， 反应 16.0h， 生成 A 81834
  参考文献：
  名称：

  O-alkylcarboxylate oxime and N-hydroxyurea analogs of substituted indole leukotriene biosynthesis inhibitors

  摘要：

  Reference FLAP inhibitors 1 and 2 were converted into the corresponding O-acetic acid oxime congeners 8 and 11a, respectively, resulting in potent, orally active, leukotriene biosynthesis inhibitors. An attempt to create a dual FLAP and direct 5-LO inhibitor by replacing the carboxylate group in 1 with the N-hydroxyurea pharmacophore did not provide superior inhibitors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00271-5
• 作为产物：
  描述：

  喹夫拉朋 在 草酰氯 、 dimethyl sulfide borane 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 13.0h， 生成 3-[3-(1,1-dimethylethylthio)-5-(quinolin-2-ylmethoxy)-1-(4-chlorophenylmethyl)indol-2-yl]-2,2-dimethylpropionaldehyde
  参考文献：
  名称：

  O-alkylcarboxylate oxime and N-hydroxyurea analogs of substituted indole leukotriene biosynthesis inhibitors

  摘要：

  Reference FLAP inhibitors 1 and 2 were converted into the corresponding O-acetic acid oxime congeners 8 and 11a, respectively, resulting in potent, orally active, leukotriene biosynthesis inhibitors. An attempt to create a dual FLAP and direct 5-LO inhibitor by replacing the carboxylate group in 1 with the N-hydroxyurea pharmacophore did not provide superior inhibitors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0960-894x(96)00271-5

文献信息

• Indole derivatives which inhibit leukotriene biosynthesis
  申请人：Abbott Laboratories

  公开号：US05459150A1

  公开（公告）日：1995-10-17

  Substituted indolyl compounds of the formula ##STR1## are potent inhibitors of the lipoxygenase enzymes and are useful as agents for the treatment of allergies and inflammatory disease states.

  公式为##STR1##的吲哚基化合物是脂氧酶酶的强效抑制剂，可用作治疗过敏和炎症性疾病的药物。
• INDOLE DERIVATIVES WHICH INHIBIT LEUKOTRIENE BIOSYNTHESIS
  申请人：ABBOTT LABORATORIES

  公开号：EP0544819B1

  公开（公告）日：1995-12-06
• US5459150A
  申请人：——

  公开号：US5459150A

  公开（公告）日：1995-10-17
• [EN] INDOLE DERIVATIVES WHICH INHIBIT LEUKOTRIENE BIOSYNTHESIS
  申请人：ABBOTT LABORATORIES

  公开号：WO1992003132A1

  公开（公告）日：1992-03-05

  (EN) Substituted indolyl compounds of formula (I) are potent inhibitors of the lipoxygenase enzymes and are useful as agents for the treatment of allergies and inflammatory disease states.(FR) Des composés d'indolyle substitués correspondant à la formule (I) sont des inhibiteurs puissants des enzymes de lipoxygénase et sont utiles comme agents destinés au traitement des allergies et des maladies inflammatoires.
• O-alkylcarboxylate oxime and N-hydroxyurea analogs of substituted indole leukotriene biosynthesis inhibitors
  作者：Keith W. Woods、Clint D.W. Brooks、Robert G. Maki、Karen E. Rodriques、Jennifer B. Bouska、Patrick Young、Randy L. Bell、George W. Carter

  DOI：10.1016/s0960-894x(96)00271-5

  日期：1996.7

  Reference FLAP inhibitors 1 and 2 were converted into the corresponding O-acetic acid oxime congeners 8 and 11a, respectively, resulting in potent, orally active, leukotriene biosynthesis inhibitors. An attempt to create a dual FLAP and direct 5-LO inhibitor by replacing the carboxylate group in 1 with the N-hydroxyurea pharmacophore did not provide superior inhibitors. Copyright (C) 1996 Elsevier Science Ltd