(1R,3S)-3-amino-cyclopentanecarboxylic acid N-[4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-N-methyl-amide | 1291779-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: (1R,3S)-3-amino-cyclopentanecarboxylic acid N-[4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-N-methyl-amide
• 英文别名: (1R,3S)-3-amino-N-methyl-N-[4-(1-methylbenzimidazol-2-yl)phenyl]cyclopentane-1-carboxamide
• CAS: 1291779-67-3
• 化学式: C₂₁H₂₄N₄O
• 分子量: 348.448
• InChiKey: HEPNIUUSNNRERC-CVEARBPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,3S)-3-amino-cyclopentanecarboxylic acid N-[4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-N-methyl-amide 、 丙酰氯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (1R,3S)-3-propionylamino-cyclopentanecarboxylic acid N-methyl-N-(4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl)-amide
  参考文献：
  名称：

  Discovery of BI 99179, a potent and selective inhibitor of type I fatty acid synthase with central exposure

  摘要：

  Based on a high-throughput screen, cyclopentanecarboxanilides were identified as a new chemotype of non-covalent inhibitors of type I fatty acid synthase (FAS). Starting from initial hits we aimed at generating a tool compound suitable for the in vivo validation of FAS as a therapeutic target. Optimisation yielded BI 99179 which is characterised by high potency, remarkably high selectivity and significant exposure (both peripheral and central) upon oral administration in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.083
• 作为产物：
  描述：

  N-甲基-1,2-苯二胺 在 哌啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (1R,3S)-3-amino-cyclopentanecarboxylic acid N-[4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl]-N-methyl-amide
  参考文献：
  名称：

  Discovery of BI 99179, a potent and selective inhibitor of type I fatty acid synthase with central exposure

  摘要：

  Based on a high-throughput screen, cyclopentanecarboxanilides were identified as a new chemotype of non-covalent inhibitors of type I fatty acid synthase (FAS). Starting from initial hits we aimed at generating a tool compound suitable for the in vivo validation of FAS as a therapeutic target. Optimisation yielded BI 99179 which is characterised by high potency, remarkably high selectivity and significant exposure (both peripheral and central) upon oral administration in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.083

文献信息

• [EN] METHODS FOR THE TREATMENT OF NEUROLOGICAL DISORDERS<br/>[FR] MÉTHODES DE TRAITEMENT DE TROUBLES NEUROLOGIQUES
  申请人：YUMANITY THERAPEUTICS INC

  公开号：WO2020150423A1

  公开（公告）日：2020-07-23

  The present disclosure provides compounds and methods useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.

  本公开提供了在治疗神经系统疾病中有用的化合物和方法。本发明的化合物可以单独或与其他药用活性剂结合使用，用于治疗或预防神经系统疾病。
• Cyclopentanecarboxamide derivatives, medicaments containing such compounds and their use
  申请人：Kley Joerg

  公开号：US20130053412A1

  公开（公告）日：2013-02-28

  The invention relates to cyclopentanecarboxamide derivatives of formula 1, to their use as Fatty Acid Synthase inhibitors, to methods for their therapeutic use and to pharmaceutical compositions containing them, wherein R 1 , R 2 , R 3 , LO, W, AR 1 , n are as defined in claim 1 .

  本发明涉及公式1的环戊烷羧酰胺衍生物，以及它们作为脂肪酸合成酶抑制剂的用途，它们的治疗应用方法以及含有它们的制药组合物，其中R1，R2，R3，LO，W，AR1，n如权利要求1所定义。
• CYCLOPENTANECARBOXAMIDE DERIVATIVES, MEDICAMENTS CONTAINING SUCH COMPOUNDS AND THEIR USE
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2491009B1

  公开（公告）日：2017-07-05
• METHODS FOR THE TREATMENT OF NEUROLOGICAL DISORDERS
  申请人：Yumanity Therapeutics, Inc.

  公开号：US20200222400A1

  公开（公告）日：2020-07-16

  The present disclosure provides compounds and methods useful in the treatment of neurological disorders. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders.
• US8614238B2
  申请人：——

  公开号：US8614238B2

  公开（公告）日：2013-12-24