(S)-N,N-diethylpiperidine-3-carboxamide | 167392-61-2

• 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: (S)-N,N-diethylpiperidine-3-carboxamide
• 英文别名: (3S)-N,N-diethylpiperidine-3-carboxamide
• CAS: 167392-61-2
• 化学式: C₁₀H₂₀N₂O
• mdl: MFCD00005990
• 分子量: 184.282
• InChiKey: ZXQKYQVJDRTTLZ-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-N,N-diethylpiperidine-3-carboxamide 、 2-氨基-3-硝基-6-氯吡啶 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (3S)-1-(6-amino-5-nitropyridin-2-yl)-N,N-diethylpiperidine-3-carboxamide
  参考文献：
  名称：

  Discovery and Optimization of Imidazopyridine-Based Inhibitors of Diacylglycerol Acyltransferase 2 (DGAT2)

  摘要：

  The medicinal chemistry and preclinical biology of imidazopyridine-based inhibitors of diacylglycerol acyltransferase 2 (DGAT2) is described. A screening hit 1 with low lipophilic efficiency (LipE) was optimized through two key structural modifications: (1) identification of the pyrrolidine amide group for a significant LipE improvement, and (2) insertion of a sp(3)-hybridized carbon center in the core of the molecule for simultaneous improvement of N-glucuronidation metabolic liability and off-target pharmacology. The preclinical candidate 9 (PF-06424439) demonstrated excellent ADMET properties and decreased circulating and hepatic lipids when orally administered to dyslipidemic rodent models.

  DOI：

  10.1021/acs.jmedchem.5b01006

文献信息

• Synthesis and Peptidyl-Prolyl Isomerase Inhibitory Activity of Quinoxalines as Ligands of Cyclophilin A
  作者：Feng Wang、Jing Chen、Xuejun Liu、Xu Shen、Xuchang He、Hualiang Jiang、Donglu Bai

  DOI：10.1248/cpb.54.372

  日期：——

  In search of small molecule compounds as the ligands of cyclophilin A, a series of quinoxalines were prepared, and their Kd values of cyclophilin A and IC50 values for peptidyl-prolyl isomerase activity of cyclophilin A were tested. The results suggest that some quinoxalines are promising ligands of cyclophilin A.

  为寻找环孢菌素A小分子化合物配体，制备了一系列的喹喔啉，并测试了它们的环孢菌素A的Kd值和环孢菌素A肽酰脯氨酰异构酶活性的IC50值。结果表明某些喹喔啉是环孢菌素A有希望的配体。
• Biphenyl compounds useful as muscarinic receptor antagonists
  申请人：Mammen Mathai

  公开号：US20050203133A1

  公开（公告）日：2005-09-15

  This invention provides compounds of formula I: wherein a, b, c, d, m, n, p, s, t, W, Ar 1 , R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , and R 8 are as defined in the specification. The compounds of formula I are muscarinic receptor antagonists. The invention also provides pharmaceutical compositions containing such compounds, processes and intermediates for preparing such compounds and methods of using such compounds to treat pulmonary disorders.

  这项发明提供了式I的化合物：其中a、b、c、d、m、n、p、s、t、W、Ar1、R1、R2、R3、R4、R6、R7和R8如规范中所定义。式I的化合物是肌氨酸受体拮抗剂。该发明还提供了含有这些化合物的药物组合物，用于制备这些化合物的过程和中间体，以及使用这些化合物治疗肺部疾病的方法。
• BIPHENYL COMPOUNDS USEFUL AS MUSCARINIC RECEPTOR ANTAGONISTS
  申请人：THERAVANCE BIOPHARMA R&D IP, LLC

  公开号：US20190047957A1

  公开（公告）日：2019-02-14

  This invention provides compounds of formula I: wherein a, b, c, d, m, n, p, s, t, W, Ar 1 , R 1 , R 2 , R 3 , R 4 , R 6 , R 7 , and R 8 are as defined in the specification. The compounds of formula I are muscarinic receptor antagonists. The invention also provides pharmaceutical compositions containing such compounds, processes and intermediates for preparing such compounds and methods of using such compounds to treat pulmonary disorders.

  本发明提供了I式化合物：其中a、b、c、d、m、n、p、s、t、W、Ar1、R1、R2、R3、R4、R6、R7和R8如规范中定义。I式化合物是肌肉型受体拮抗剂。本发明还提供了含有这种化合物的药物组合物、制备这种化合物的方法和中间体以及使用这种化合物治疗肺部疾病的方法。
• Biphenyl compounds useful in the synthesis of muscarinic receptor antagonists
  申请人：Theravance, Inc.

  公开号：EP1930323A1

  公开（公告）日：2008-06-11

  Compounds of formula XVIII: wherein a, R1, b, R2, W, c, R3, m, R4, s, Ar1, t, n , d , R6, p and R' are as defined in the specification, are intermediates in the preparation of biphenyl compounds useful as muscarinic receptor antagonists.

  式 XVIII 的化合物： 其中 a、R1、b、R2、W、c、R3、m、R4、s、Ar1、t、n、d、R6、p 和 R' 如说明书中所定义，是制备用作毒蕈碱受体拮抗剂的联苯化合物的中间体。
• US7288657B2
  申请人：——

  公开号：US7288657B2

  公开（公告）日：2007-10-30