(R)-N-(4-{2-[4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}phenyl)piperidine-2-carboxylic acid | 1021987-38-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (R)-N-(4-{2-[4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}phenyl)piperidine-2-carboxylic acid
• 英文别名: (R)-1-(4-(2-(4-(2,2-dimethylbutyl)-1H-imidazol-2-yl)ethyl)phenyl)piperidine-2-carboxylic acid；(2R)-1-[4-[2-[5-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl]phenyl]piperidine-2-carboxylic acid
• CAS: 1021987-38-1
• 化学式: C₂₃H₃₃N₃O₂
• 分子量: 383.534
• InChiKey: HBUOBPDQRHXPRD-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  69.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (R)-1-(4-(2-(4-(2,2-dimethylbutyl)-1-trityl-1H-imidazol-2-yl)ethyl)phenyl)piperidine-2-carboxylic acid 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-N-(4-{2-[4-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}phenyl)piperidine-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and SAR of heterocyclic carboxylic acid isosteres based on 2-biarylethylimidazole as bombesin receptor subtype-3 (BRS-3) agonists for the treatment of obesity

  摘要：

  SAR around non-peptidic potent bombesin receptor subtype-3 (BRS-3) agonist lead 2 is presented. Attempts to replace the carboxylic acid with heterocyclic isosteres to improve oral bioavailability and brain penetration are described. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.028

文献信息

• Substituted imidazoles as bombesin receptor subtype-3 modulators
  申请人：Dobbelaar Peter H.

  公开号：US20100204236A1

  公开（公告）日：2010-08-12

  Certain novel substituted imidazoles are ligands of the human bombesin receptor and, in particular, are selective ligands of the human bombesin receptor subtype-3 (BRS-3). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of BRS-3, such as obesity, and diabetes.

  某些新型取代咪唑是人类炸弹肽受体的配体，特别是人类炸弹肽受体亚型-3（BRS-3）的选择性配体。因此，它们可用于治疗、控制或预防对BRS-3调节敏感的疾病和障碍，例如肥胖症和糖尿病。
• US8183275B2
  申请人：——

  公开号：US8183275B2

  公开（公告）日：2012-05-22
• [EN] SUBSTITUTED IMIDAZOLES AS BOMBESIN RECEPTOR SUBTYPE-3 MODULATORS<br/>[FR] IMIDAZOLES SUBSTITUES UTILISES COMME MODULATEURS SOUS-TYPE 3 DU RÉCEPTEUR DE BOMBÉSINE
  申请人：MERCK & CO INC

  公开号：WO2008051405A1

  公开（公告）日：2008-05-02

  [EN] Certain novel substituted imidazoles are ligands of the human bombesin receptor and, in particular, are selective ligands of the human bombesin receptor subtype-3 (BRS-3). They are therefore useful for the treatment, control, or prevention of diseases and disorders responsive to the modulation of BRS-3, such as obesity, and diabetes.
  [FR] L'invention concerne certains nouveaux imidazoles substitués qui sont des ligands du récepteur de la bombésine humain et, en particulier, des ligands sélectifs du sous-type 3 du récepteur de la bombésine humaine (BRS-3). Lesdits imidazoles substitués sont utiles dans le traitement, le contrôle et la prévention de maladies et de troubles réagissant à la modulation du BRS-3, comme l'obésité et le diabète.
• Synthesis and SAR of heterocyclic carboxylic acid isosteres based on 2-biarylethylimidazole as bombesin receptor subtype-3 (BRS-3) agonists for the treatment of obesity
  作者：Mark Hadden、Allan Goodman、Cheng Guo、Peter R. Guzzo、Alan J. Henderson、Kevin Pattamana、Megan Ruenz、Bruce J. Sargent、Brian Swenson、Larry Yet、Jian Liu、Shuwen He、Iyassu K. Sebhat、Linus S. Lin、Constantin Tamvakopoulos、Qianping Peng、Yanqing Kan、Oksana Palyha、Theresa M. Kelly、Xiao-Ming Guan、Joseph M. Metzger、Marc L. Reitman、Ravi P. Nargund

  DOI：10.1016/j.bmcl.2010.03.028

  日期：2010.5

  SAR around non-peptidic potent bombesin receptor subtype-3 (BRS-3) agonist lead 2 is presented. Attempts to replace the carboxylic acid with heterocyclic isosteres to improve oral bioavailability and brain penetration are described. (C) 2010 Elsevier Ltd. All rights reserved.