1-benzyloxymethyl-4-[(2-chloro-4-isopropylphenyl)amino]-2-ethyl-N-methyl-1H-imidazole-5-carboxamide | 756481-47-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyloxymethyl-4-[(2-chloro-4-isopropylphenyl)amino]-2-ethyl-N-methyl-1H-imidazole-5-carboxamide
• 英文别名: 5-(2-chloro-4-propan-2-ylanilino)-2-ethyl-N-methyl-3-(phenylmethoxymethyl)imidazole-4-carboxamide
• CAS: 756481-47-7
• 化学式: C₂₄H₂₉ClN₄O₂
• 分子量: 440.973
• InChiKey: YXSBQUHRWQVHOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyloxymethyl-4-[(2-chloro-4-isopropylphenyl)amino]-2-ethyl-N-methyl-1H-imidazole-5-carboxamide 在 potassium carbonate 、 对甲苯磺酸 、 三氟乙酸 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3-[2-chloro-4-isopropylphenyl]-8-ethyl-7-(1-ethyl-2-methylpropyl)-1-methyl-1,2,3,7-tetrahydro-6H-purin-6-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of 1,2,3,7-Tetrahydro-6H-purin-6-one and 3,7-Dihydro-1H-purine-2,6-dione Derivatives as Corticotropin-Releasing Factor₁ Receptor Antagonists

  摘要：

  A growing body of evidence suggests that CRF1, receptor antagonism offers considerable therapeutic potential in the treatment of diseases resulting from elevated levels of CRF, such as anxiety and depression. A series of novel 1,2,3,7-tetrahydro-6H-purin-6-one and 3,7-dihydro-1H-purine-2,6-dione derivatives was synthesized and evaluated as corticotropin releasing factor-1 (CRF1) receptor antagonists. Compounds within this series, represented by compound 12d (IC50 = 5.4 nM), were found to be highly potent CRF, receptor antagonists. In addition, compounds 12d and 12j were determined to be selective CRF, antagonists. The synthesis, structure-activity relationships and pharmacokinetic properties of compounds within this series is presented.

  DOI：

  10.1021/jm049787k
• 作为产物：
  描述：

  1-(4-异丙基苯基)-3-甲基脲 在 ammonium hydroxide 、 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 、 sodium dithionite 、 乙酸酐 、 四丁基碘化铵 、 potassium carbonate 、 溶剂黄146 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 1.25h， 生成 1-benzyloxymethyl-4-[(2-chloro-4-isopropylphenyl)amino]-2-ethyl-N-methyl-1H-imidazole-5-carboxamide
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of 1,2,3,7-Tetrahydro-6H-purin-6-one and 3,7-Dihydro-1H-purine-2,6-dione Derivatives as Corticotropin-Releasing Factor₁ Receptor Antagonists

  摘要：

  A growing body of evidence suggests that CRF1, receptor antagonism offers considerable therapeutic potential in the treatment of diseases resulting from elevated levels of CRF, such as anxiety and depression. A series of novel 1,2,3,7-tetrahydro-6H-purin-6-one and 3,7-dihydro-1H-purine-2,6-dione derivatives was synthesized and evaluated as corticotropin releasing factor-1 (CRF1) receptor antagonists. Compounds within this series, represented by compound 12d (IC50 = 5.4 nM), were found to be highly potent CRF, receptor antagonists. In addition, compounds 12d and 12j were determined to be selective CRF, antagonists. The synthesis, structure-activity relationships and pharmacokinetic properties of compounds within this series is presented.

  DOI：

  10.1021/jm049787k