N-[(1S,2S)-2-aminocyclohexyl]-7-oxobenzo[e]perimidine-4-carboxamide | 204204-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-[(1S,2S)-2-aminocyclohexyl]-7-oxobenzo[e]perimidine-4-carboxamide
• CAS: 204204-26-2
• 化学式: C₂₂H₂₀N₄O₂
• 分子量: 372.426
• InChiKey: YEIPENKZKGYLPU-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  97.97
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S)-2-aminocyclohexyl]-7-oxobenzo[e]perimidine-4-carboxamide 、 (1R,2R)-1,2-diaminocyclohexane 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (4R,9R)-N-[(1S,2S)-2-aminocyclohexyl]-24-oxo-3,10,14,16-tetrazahexacyclo[11.11.1.02,11.04,9.017,25.018,23]pentacosa-1(25),2(11),12,14,16,18,20,22-octaene-12-carboxamide
  参考文献：
  名称：

  Synthesis and biological activity of oxo-7H-benzo[e]perimidine-4-carboxylic acid derivatives as potent, nonpeptide corticotropin releasing factor (CRF) receptor antagonists

  摘要：

  A novel series of derivatives of oxo-7H-benzo[e]perimidine-4-carboxylic acid (I) potently displaced radioligand binding of I-125-CRF to both CRF1 and CRF2 receptors. The members of this series antagonized CRF-stimulated cAMP formation and CRF-stimulated corticotropin release from rat pituitary in vivo. These are the first nonpeptide antagonists to show activity at both CRF1 and CRF2 receptors. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00075-x
• 作为产物：
  描述：

  7-oxo-7H-benzo[e]perimidine-4-carboxylic acid 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 N-[(1S,2S)-2-aminocyclohexyl]-7-oxobenzo[e]perimidine-4-carboxamide
  参考文献：
  名称：

  Synthesis and biological activity of oxo-7H-benzo[e]perimidine-4-carboxylic acid derivatives as potent, nonpeptide corticotropin releasing factor (CRF) receptor antagonists

  摘要：

  A novel series of derivatives of oxo-7H-benzo[e]perimidine-4-carboxylic acid (I) potently displaced radioligand binding of I-125-CRF to both CRF1 and CRF2 receptors. The members of this series antagonized CRF-stimulated cAMP formation and CRF-stimulated corticotropin release from rat pituitary in vivo. These are the first nonpeptide antagonists to show activity at both CRF1 and CRF2 receptors. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00075-x