1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-5-amine | 929028-88-6

• 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: 1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-5-amine
• 英文别名: 2-[(2,4-dichlorophenyl)methyl]pyrazol-3-amine
• CAS: 929028-88-6
• 化学式: C₁₀H₉Cl₂N₃
• mdl: MFCD07686041
• 分子量: 242.108
• InChiKey: NQYSFJUBWFLIMB-UHFFFAOYSA-N

物化性质

• 沸点：
  424.6±40.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-5-amine 在 N-甲基吡咯烷酮 、 溶剂黄146 、 三氯氧磷 作用下， 生成 1-(2,4-dichlorobenzyl)-N-(5-(diethylamino)pentan-2-yl)-1H-pyrazolo[3,4-b]pyridin-6-amine
  参考文献：
  名称：

  Core exploration in optimization of chemokine receptor CCR4 antagonists

  摘要：

  The design, synthesis, and SAR studies of 'core' variations led to identification of novel, selective, and potent small molecule antagonist (22) of the CC chemokine receptor-4 (CCR4) with improved in vitro activity and liability profile. Compound 22 was efficacious in a murine allergic inflammation model (ED50 similar to 10 mg/kg). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.091
• 作为产物：
  描述：

  2,4-二氯苯甲醛 、 2-氰基乙基肼 在 palladium on activated charcoal 氢气 作用下， 以70%的产率得到1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-5-amine
  参考文献：
  名称：

  Core exploration in optimization of chemokine receptor CCR4 antagonists

  摘要：

  The design, synthesis, and SAR studies of 'core' variations led to identification of novel, selective, and potent small molecule antagonist (22) of the CC chemokine receptor-4 (CCR4) with improved in vitro activity and liability profile. Compound 22 was efficacious in a murine allergic inflammation model (ED50 similar to 10 mg/kg). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.10.091

文献信息

• US4097475A
  申请人：——

  公开号：US4097475A

  公开（公告）日：1978-06-27
• Core exploration in optimization of chemokine receptor CCR4 antagonists
  作者：Ashok V. Purandare、Honghe Wan、John E. Somerville、Christine Burke、Wayne Vaccaro、XiaoXia Yang、Kim W. McIntyre、Michael A. Poss

  DOI：10.1016/j.bmcl.2006.10.091

  日期：2007.2

  The design, synthesis, and SAR studies of 'core' variations led to identification of novel, selective, and potent small molecule antagonist (22) of the CC chemokine receptor-4 (CCR4) with improved in vitro activity and liability profile. Compound 22 was efficacious in a murine allergic inflammation model (ED50 similar to 10 mg/kg). (c) 2006 Elsevier Ltd. All rights reserved.