4-(trifluoromethoxy)-N-(2-methoxybenzyl)benzamidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(trifluoromethoxy)-N-(2-methoxybenzyl)benzamidine
• 英文别名: N-(2-Methoxy-benzyl)-4-trifluoromethoxy-benzamidine；N'-[(2-methoxyphenyl)methyl]-4-(trifluoromethoxy)benzenecarboximidamide
• 化学式: C₁₆H₁₅F₃N₂O₂
• 分子量: 324.303
• InChiKey: BOWYULWXOYQNDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-三氟甲氧基苯腈 在 盐酸 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 34.0h， 生成 4-(trifluoromethoxy)-N-(2-methoxybenzyl)benzamidine
  参考文献：
  名称：

  Structure–activity relationships of N-substituted 4-(trifluoromethoxy)benzamidines with affinity for GluN2B-containing NMDA receptors

  摘要：

  GluN2B subtype-selective NMDA antagonists represent promising therapeutic targets for the symptomatic treatment of multiple CNS pathologies. A series of N-benzyl substituted benzamidines were synthesised and the benzyl ring was further replaced with various polycyclic moieties. Compounds were evaluated for activity at GluN2B containing NMDA receptors where analogues 9, 12, 16 and 18 were the most potent of the series, replacement of the benzyl ring with polycycles resulted in a complete loss of activity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.087

文献信息

• Orally Efficacious NR2B-Selective NMDA Receptor Antagonists
  作者：Christopher F Claiborne、John A McCauley、Brian E Libby、Neil R Curtis、Helen J Diggle、Janusz J Kulagowski、Stuart R Michelson、Kenneth D Anderson、David A Claremon、Roger M Freidinger、Rodney A Bednar、Scott D Mosser、Stanley L Gaul、Thomas M Connolly、Cindra L Condra、Bohumil Bednar、Gary L Stump、Joseph J Lynch、Alison Macaulay、Keith A Wafford、Kenneth S Koblan、Nigel J Liverton

  DOI：10.1016/s0960-894x(02)01061-2

  日期：2003.2

  A novel series of benzamidines as synthesized and shogun to exhibit NR2B-subtype selective NMDA antagonist activity. Compound 31 is orally active in a carrageenan-induced rat hyperalgesia model of pain and shows no motor coordination side effects. (C) 2003 Elsevier Science Ltd. All rights reserved.