(2R)-N-((3S)-3-piperidylmethyl)-1-{(2S)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxamide | 323182-13-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2R)-N-((3S)-3-piperidylmethyl)-1-{(2S)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxamide
• 英文别名: (R)-N-((S)-piperidin-3-ylmethyl)-1-((S)-1-(3,3,3-triphenylpropanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxamide；(2R)-N-[[(3S)-piperidin-3-yl]methyl]-1-[(2S)-1-(3,3,3-triphenylpropanoyl)pyrrolidine-2-carbonyl]pyrrolidine-2-carboxamide
• CAS: 323182-13-4
• 化学式: C₃₇H₄₄N₄O₃
• 分子量: 592.781
• InChiKey: ZKWQIRHRFKLAAQ-DWCFPWJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  44
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-溴丙烯 、 (2R)-N-((3S)-3-piperidylmethyl)-1-{(2S)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxamide 在 ammonium hydroxide 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 (2R)-N-{((3R)-1-allyl-3-piperidyl)methyl}-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  NOVEL AMIDE DERIVATIVES

  摘要：

  公开号：

  EP1213281B1
• 作为产物：
  描述：

  3,3,3-三苯基丙酸 在 sodium hydroxide 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 (2R)-N-((3S)-3-piperidylmethyl)-1-{(2S)-1-(3,3,3-triphenylpropanoyl)pyrrolidin-2-yl}carbonylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes

  摘要：

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).

  DOI：

  10.1021/jm010480k

文献信息

• Novel amide derivatives
  申请人：——

  公开号：US20040204369A1

  公开（公告）日：2004-10-14

  This invention relates to compounds which are represented by the general formula [I] 1 [in which A stands for a group of the following formula [a o ] or [b o ] 2 Ar 1 , Ar 2 and Ar 3 stand for optionally substituted phenyl; k stands for 0 or 1; m, n and s stand for 0, 1 or 2; R 1 stands for hydrogen or optionally substituted lower alkyl; R 2 , R 3 , R 4 and R 5 either stand for hydrogen or optionally substituted lower alkyl, or R 2 and R 3 , or R 4 and R 5 together stand for trimethylene and the like; R 60 stands for hydrogen, alkyl, or the like; R 61 and R 71 either stand for alkyl and the like, or together stand for trimethylene and the like; X stands for carbonyl or methylene; Y stands for nitrogen or methine; and Q − stands for anion], and the like. The compounds of the invention exhibit selective antagonism to muscarinic M 3 receptors, and therefore are useful as safe and effective agents showing little side effect, for treating diseases of the respiratory, urinary and digestive systems.

  本发明涉及由一般公式[I]1表示的化合物，其中A代表以下式[ao]或[bo]2Ar1的基团，Ar2和Ar3代表可选取代的苯基；k代表0或1；m、n和s代表0、1或2；R1代表氢或可选取代的低碳基；R2、R3、R4和R5要么代表氢或可选取代的低碳基，要么R2和R3，或者R4和R5一起代表三亚甲基等；R60代表氢、烷基或类似物；R61和R71要么代表烷基等，要么一起代表三亚甲基等；X代表羰基或亚甲基；Y代表氮或亚甲基；Q^-代表阴离子等。本发明的化合物表现出选择性的M3胆碱能受体拮抗作用，因此可用作治疗呼吸、泌尿和消化系统疾病的安全有效药物，副作用小。
• Amide derivatives
  申请人：Banyu Pharmaceutical Co., Ltd.

  公开号：US06809108B1

  公开（公告）日：2004-10-26

  This invention relates to compounds which are represented by the general formula [I] [in which A stands for a group of the following formula [a0] or [b0] Ar1, Ar2 and Ar3 stand for optionally substituted phenyl; k stands for 0 or 1; m, n and a stand for 0, 1 or 2; R1 stands for hydrogen or optionally substituted lower alkyl; R2, R3, R4 and R5 either stand for hydrogen or optionally substituted lower alkyl, or R2 and R3, or R4 and R5 together stand for trimethylene and the like; R60 stands for hydrogen, alkyl, or the like; R61 and R71 either stand for alkyl and the like, or together stand for trimethylene and the like; X stands for carbonyl or methylene; Y stands for nitrogen or methine; and Q− stands for anion], and the like. The compounds of the invention exhibit selective antagonism to muscarinic M3 receptors, and therefore are useful as safe and effective agents showing little side effect, for treating diseases of the respiratory, urinary and digestive systems.

  本发明涉及化合物，其由一般式[I]表示，其中A代表以下式[a0]或[b0]的基团，Ar1、Ar2和Ar3代表可选取代的苯基；k代表0或1；m、n和a代表0、1或2；R1代表氢或可选取代的低碳基；R2、R3、R4和R5要么代表氢或可选取代的低碳基，要么R2和R3，或R4和R5一起代表三亚甲基等；R60代表氢、烷基或类似物；R61和R71要么代表烷基等，要么一起代表三亚甲基等；X代表羰基或亚甲基；Y代表氮或甲烷基；Q−代表阴离子等。本发明的化合物表现出对肌动蛋白M3受体的选择性拮抗作用，因此可用作治疗呼吸、泌尿和消化系统疾病的安全有效药物，副作用小。
• US6809108B1
  申请人：——

  公开号：US6809108B1

  公开（公告）日：2004-10-26
• US7452908B2
  申请人：——

  公开号：US7452908B2

  公开（公告）日：2008-11-18
• NOVEL AMIDE DERIVATIVES
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP1213281B1

  公开（公告）日：2004-02-18