(1-Benzyl-piperidin-4-ylidene)-(4-bromo-phenyl)-acetonitrile | 846049-40-9

• 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: (1-Benzyl-piperidin-4-ylidene)-(4-bromo-phenyl)-acetonitrile
• 英文别名: 2-(1-Benzylpiperidin-4-ylidene)-2-(4-bromophenyl)acetonitrile
• CAS: 846049-40-9
• 化学式: C₂₀H₁₉BrN₂
• 分子量: 367.288
• InChiKey: XAISSRXHPDZAHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1-Benzyl-piperidin-4-ylidene)-(4-bromo-phenyl)-acetonitrile 在 Rh/Al₂O₃ 氢气 、 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(1-Benzylpiperidin-4-yl)-4-(4-bromophenyl)butanal
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061
• 作为产物：
  描述：

  N-苄基哌啶酮 、 对溴苯乙腈 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以56%的产率得到(1-Benzyl-piperidin-4-ylidene)-(4-bromo-phenyl)-acetonitrile
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061

文献信息

• 2-Substituted benzimidazole piperidines analogs as selective melanin concentrating hormone receptor antagonists for the treatment of obesity and related disorders
  申请人：Burnett A. Duane

  公开号：US20050054628A1

  公开（公告）日：2005-03-10

  The present invention discloses compounds of formula I wherein Ar, Y, m, n, R 1 and R 4 are herein defined, said compounds being novel antagonists for melanin-concentrating hormone (MCH), as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such MCH antagonists as well as methods of using them to treat obesity, metabolic disorders, eating disorders such as hyperphagia, and diabetes.

  本发明公开了以下式I的化合物 其中Ar、Y、m、n、R1和R4在此有定义，所述化合物是新型黑素浓缩激素（MCH）拮抗剂，以及制备这种化合物的方法。在另一实施例中，本发明公开了包含这种MCH拮抗剂的药物组合物，以及使用它们治疗肥胖、代谢紊乱、食欲紊乱（如过度进食）和糖尿病的方法。
• 2-Substituted benzimidazole derivatives as selective melanin concentrating hormone receptor antagonists for the treatment of obesity and related disorders
  申请人：Wu Wen-Lian

  公开号：US20050049269A1

  公开（公告）日：2005-03-03

  The present invention discloses compounds of formula I wherein Ar, X, R 1 and R 11 are herein defined, said compounds being novel antagonists for melanin-concentrating hormone (MCH), as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such MCH antagonists as well as methods of using them to treat obesity, metabolic disorders, eating disorders such as hyperphagia, and diabetes.

  本发明揭示了具有以下结构的化合物（I）其中Ar、X、R1和R11如下定义，所述化合物是新型黑素浓缩激素（MCH）拮抗剂，以及制备此类化合物的方法。在另一实施方案中，本发明揭示了包含这种MCH拮抗剂的药物组合物，以及使用它们治疗肥胖、代谢紊乱、食欲紊乱（如过食症）和糖尿病的方法。
• 2-SUBSTITUTED BENZIMIDAZOLE DERIVATIVES AS SELECTIVE MELANIN CONCENTRATING HORMONE RECEPTOR ANTAGONISTS FOR THE TREATMENT OF OBESITY AND RELATED DISORDERS
  申请人：SCHERING CORPORATION

  公开号：EP1660478A1

  公开（公告）日：2006-05-31
• US7214691B2
  申请人：——

  公开号：US7214691B2

  公开（公告）日：2007-05-08
• US7511146B2
  申请人：——

  公开号：US7511146B2

  公开（公告）日：2009-03-31