3-amino-3-(4-chlorophenyl)-2-methylacrylonitrile | 1050392-16-9

• 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: 3-amino-3-(4-chlorophenyl)-2-methylacrylonitrile
• 英文别名: 3-Amino-3-(4-chlorophenyl)-2-methylacrylonitrile；3-amino-3-(4-chlorophenyl)-2-methylprop-2-enenitrile
• CAS: 1050392-16-9
• 化学式: C₁₀H₉ClN₂
• 分子量: 192.648
• InChiKey: ZPEYOZZMCMPGOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-amino-3-(4-chlorophenyl)-2-methylacrylonitrile 在 盐酸 、 双氧水 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 3-(4-chlorophenyl)-4-methylisothiazol-5-ylamine
  参考文献：
  名称：

  3-Phenyl-5-isothiazole carboxamides with potent mGluR1 antagonist activity

  摘要：

  The disclosed 3-phenyl-5-isothiazole carboxamides are potent allosteric antagonists of mGluR1 with generally good selectivity relative to the related group 1 receptor mGluR5. Pharmacokinetic properties of a member of this series (1R,2R)-N-(3-(4-methoxyphenyl)-4-methylisothiazol-5-yl)-2-methylcyclopropanecarboxamide (14) are good, showing acceptable plasma and brain exposure after oral dosing. Oral administration of isothiazole 14 gave robust activity in the formalin model of persistent pain which correlated with CNS receptor occupancy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.003
• 作为产物：
  描述：

  对氯苯甲腈 、 丙腈 在 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 生成 3-amino-3-(4-chlorophenyl)-2-methylacrylonitrile
  参考文献：
  名称：

  3-Phenyl-5-isothiazole carboxamides with potent mGluR1 antagonist activity

  摘要：

  The disclosed 3-phenyl-5-isothiazole carboxamides are potent allosteric antagonists of mGluR1 with generally good selectivity relative to the related group 1 receptor mGluR5. Pharmacokinetic properties of a member of this series (1R,2R)-N-(3-(4-methoxyphenyl)-4-methylisothiazol-5-yl)-2-methylcyclopropanecarboxamide (14) are good, showing acceptable plasma and brain exposure after oral dosing. Oral administration of isothiazole 14 gave robust activity in the formalin model of persistent pain which correlated with CNS receptor occupancy. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.003

文献信息

• Substituted carboxamides
  申请人：Eli Lilly and Company

  公开号：US07960419B2

  公开（公告）日：2011-06-14

  This application relates to a substituted carboxamide compound of formula I, or a pharmaceutically acceptable salt thereof, as defined herein, a pharmaceutical composition thereof, and its use in treating pain.

  本申请涉及一种代替的羧酰胺化合物I式，或其在此定义下的药物可接受的盐，以及其制备的药物组合物，以及其在治疗疼痛中的应用。
• SUBSTITUTED CARBOXAMIDES
  申请人：Backer Ryan Thomas

  公开号：US20090182025A1

  公开（公告）日：2009-07-16

  This application relates to a substituted carboxamide compound of formula I, or a pharmaceutically acceptable salt thereof, as defined herein, a pharmaceutical composition thereof, and its use in treating pain.

  本申请涉及一种公式I的取代羧酰胺化合物，或其在药学上可接受的盐，如本文中所定义的，以及其制备的药物组合物及其在治疗疼痛中的应用。
• WO2008/103185
  申请人：——

  公开号：——

  公开（公告）日：——
• 3-Phenyl-5-isothiazole carboxamides with potent mGluR1 antagonist activity
  作者：Matthew J. Fisher、Ryan T. Backer、Vanessa N. Barth、Kim E. Garbison、Joseph M. Gruber、Beverly A. Heinz、Smriti Iyengar、Sean P. Hollinshead、Anne Kingston、Steven L. Kuklish、Linglin Li、Eric S. Nisenbaum、Steven C. Peters、Lee Phebus、Rosa Maria A. Simmons、Ellen van der Aar

  DOI：10.1016/j.bmcl.2012.02.003

  日期：2012.4

  The disclosed 3-phenyl-5-isothiazole carboxamides are potent allosteric antagonists of mGluR1 with generally good selectivity relative to the related group 1 receptor mGluR5. Pharmacokinetic properties of a member of this series (1R,2R)-N-(3-(4-methoxyphenyl)-4-methylisothiazol-5-yl)-2-methylcyclopropanecarboxamide (14) are good, showing acceptable plasma and brain exposure after oral dosing. Oral administration of isothiazole 14 gave robust activity in the formalin model of persistent pain which correlated with CNS receptor occupancy. (C) 2012 Elsevier Ltd. All rights reserved.