1-[1-[(3-fluorophenyl)methyl]-4-methylimidazol-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethanamine | 1174705-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1-[1-[(3-fluorophenyl)methyl]-4-methylimidazol-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethanamine
• CAS: 1174705-36-2
• 化学式: C₂₁H₂₂FN₅
• 分子量: 363.438
• InChiKey: DLXSOHJMGCTAHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  72.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[1-[(3-fluorophenyl)methyl]-4-methylimidazol-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethanamine 、 3-(哌啶-4-基)-3,4-二氢喹唑啉-2(1H)-酮 、 N,N'-羰基二咪唑 以 四氢呋喃 为溶剂， 以74%的产率得到N-[1-[1-[(3-fluorophenyl)methyl]-5-methylimidazol-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethyl]-4-(2-oxo-1,4-dihydroquinazolin-3-yl)piperidine-1-carboxamide
  参考文献：
  名称：

  Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists

  摘要：

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.031
• 作为产物：
  描述：

  (+/-)-tert-butyl 1-(4-methyl-1H-imidazol-2-yl)-2-(7-methyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-5-yl)ethylcarbamate 在 盐酸 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-[1-[(3-fluorophenyl)methyl]-4-methylimidazol-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethanamine
  参考文献：
  名称：

  Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists

  摘要：

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.031

文献信息

• Preparation of imidazoles as potent calcitonin gene-related peptide (CGRP) antagonists
  作者：George Tora、Andrew P. Degnan、Charles M. Conway、Walter A. Kostich、Carl D. Davis、Sokhom S. Pin、Richard Schartman、Cen Xu、Kimberly A. Widmann、John E. Macor、Gene M. Dubowchik

  DOI：10.1016/j.bmcl.2013.08.031

  日期：2013.10

  Several new potent CGRP receptor antagonists have been prepared in which the amide bond of lead compound 1 has been replaced by bioisosteric imidazole moieties. Substitution at N-1 of the imidazole was optimized to afford compounds with comparable potency to that of lead 1. Conformational restraint of the imidazole to form tetrahydroimidazo[1,5-a] pyrazine 43 gave substantially improved permeability. (C) 2013 Elsevier Ltd. All rights reserved.