4-[(3-isopropyl-4-methoxyphenyl)amino]-3,5-dimethylbenzonitrile | 936133-12-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[(3-isopropyl-4-methoxyphenyl)amino]-3,5-dimethylbenzonitrile
• 英文别名: 4-(4-Methoxy-3-propan-2-ylanilino)-3,5-dimethylbenzonitrile
• CAS: 936133-12-9
• 化学式: C₁₉H₂₂N₂O
• 分子量: 294.396
• InChiKey: IDHGICBKXDWWIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(3-isopropyl-4-methoxyphenyl)amino]-3,5-dimethylbenzonitrile 在 哌啶 、 sodium hydroxide 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 29.5h， 生成 5-[4-[N-(3-isopropyl-4-methoxyphenyl)-N-methylamino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione
  参考文献：
  名称：

  Novel thyroid hormone receptor antagonists with an N-alkylated diphenylamine skeleton

  摘要：

  Thyroid hormones play important roles in growth, development and homeostasis, and disruption of their functions induces serious disease, so novel synthetic thyroid hormone analogues are candidates for clinical application. We designed and synthesized novel diphenylamine derivatives with a thiazolidinedione moiety as the terminal polar group as thyroid hormone receptor (TR) antagonists. Compounds bearing an appropriately sized N-alkyl group showed antagonistic activities towards both the hTR alpha 1 and hTR beta 1 subtypes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.02.053
• 作为产物：
  描述：

  4-溴-2,6-二甲基苯胺 在 tris(dibenzylideneacetone)dipalladium (0) copper(l) iodide 、 potassium iodide 、 sodium t-butanolate 、 N,N'-二甲基乙二胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 43.0h， 生成 4-[(3-isopropyl-4-methoxyphenyl)amino]-3,5-dimethylbenzonitrile
  参考文献：
  名称：

  Novel thyroid hormone receptor antagonists with an N-alkylated diphenylamine skeleton

  摘要：

  Thyroid hormones play important roles in growth, development and homeostasis, and disruption of their functions induces serious disease, so novel synthetic thyroid hormone analogues are candidates for clinical application. We designed and synthesized novel diphenylamine derivatives with a thiazolidinedione moiety as the terminal polar group as thyroid hormone receptor (TR) antagonists. Compounds bearing an appropriately sized N-alkyl group showed antagonistic activities towards both the hTR alpha 1 and hTR beta 1 subtypes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.02.053