(1S,3R)-3-amino-N-(3,5-bis(trifluoromethyl)benzyl)-1-isopropylcyclopentane-1-carboxamide hydrochloride | 860797-45-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,3R)-3-amino-N-(3,5-bis(trifluoromethyl)benzyl)-1-isopropylcyclopentane-1-carboxamide hydrochloride
• CAS: 860797-45-1
• 化学式: C₁₈H₂₂F₆N₂O*ClH
• 分子量: 432.837
• InChiKey: HSCSINGSFYNIPB-XMZRARIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.12
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-醛基四氢吡喃 、 (1S,3R)-3-amino-N-(3,5-bis(trifluoromethyl)benzyl)-1-isopropylcyclopentane-1-carboxamide hydrochloride 在 三乙酰氧基硼氢化钠 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (1S,3R)-N-(3,5-bis(trifluoromethyl)benzyl)-1-isopropyl-3-((tetrahydro-2H-pyran-4-yl)methylamino)cyclopentanecarboxamide
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel CCR2 antagonists

  摘要：

  A series of novel 1-aminocyclopentyl-3-carboxyamides incorporating substituted tetrahydropyran moieties have been synthesized and subsequently evaluated for their antagonistic activity against the human CCR2 receptor. Among them analog 59 was found to posses potent antagonistic activity. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.12.050
• 作为产物：
  描述：

  tert-butyl (3-((3,5-bis(trifluoromethyl)benzyl)carbamoyl)-3-isopropylcyclopentyl)carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以100%的产率得到(1S,3R)-3-amino-N-(3,5-bis(trifluoromethyl)benzyl)-1-isopropylcyclopentane-1-carboxamide hydrochloride
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel CCR2 antagonists

  摘要：

  A series of novel 1-aminocyclopentyl-3-carboxyamides incorporating substituted tetrahydropyran moieties have been synthesized and subsequently evaluated for their antagonistic activity against the human CCR2 receptor. Among them analog 59 was found to posses potent antagonistic activity. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.12.050

文献信息

• Alkylamino, arylamino, and sulfonamido cyclopentyl amide modulators of chemokine receptor activity
  申请人：Goble D. Stephen

  公开号：US20070117797A1

  公开（公告）日：2007-05-24

  Compounds of the formula (I) which are modulators of chemokine receptor activity useful in the prevention or treatment of certain inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis, and pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which chemokine receptors are involved.

  公式(I)的化合物是化学趋化因子受体活性调节剂，对预防或治疗某些炎症和免疫调节性疾病和疾病、过敏性疾病、包括过敏性鼻炎、皮炎、结膜炎和哮喘等特应性疾病，以及风湿性关节炎和动脉粥样硬化等自身免疫病理学，以及包含这些化合物的药物组合物，以及这些化合物和组合物在涉及化学趋化因子受体的疾病的预防或治疗中的用途。