tert-butyl [1-(2-naphthylmethyl)piperidin-4-yl]carbamate | 913960-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl [1-(2-naphthylmethyl)piperidin-4-yl]carbamate
• 英文别名: Tert-butyl[1-(2-naphthylmethyl)piperidin-4-yl]carbamate；tert-butyl N-[1-(naphthalen-2-ylmethyl)piperidin-4-yl]carbamate
• CAS: 913960-28-8
• 化学式: C₂₁H₂₈N₂O₂
• 分子量: 340.466
• InChiKey: ONKRQGVPWMSFON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl [1-(2-naphthylmethyl)piperidin-4-yl]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-amino-1-(2-naphthalenylmethyl)piperidine
  参考文献：
  名称：

  Identification of substituted 4-aminopiperidines and 3-aminopyrrolidines as potent MCH-R1 antagonists for the treatment of obesity

  摘要：

  A substituted 4-aminopiperidine was identified as showing activity in an MCH assay from an HTS effort. Subsequent structural modification of the scaffold led to the identification of a number of active MCH antagonists. 3,5-Dimethoxy-N-(1-(naphthalen-2-ylmethyl)piperidin-4-yl)benzamide (5c) was among those with the highest binding affinity to the MCH receptor (K-i = 27 nM), when variations were made at benzoyl and naphthylmethyl substitution sites from the initial HTS hit. Further optimization via piperidine ring contraction resulted in enhanced MCH activity in a 3-aminopyrrolidine series, where (R)-3,5-dimethoxy-N-(1-(naphthalen-2-ylmethyl)-pyrrolidin-3-yl)benzamide (10i) was found to be an excellent MCH antagonist (K-i = 7 nM). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.053
• 作为产物：
  描述：

  4-叔丁氧羰基氨基哌啶 、 2-溴甲基萘 在 TEA 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl [1-(2-naphthylmethyl)piperidin-4-yl]carbamate
  参考文献：
  名称：

  Identification of substituted 4-aminopiperidines and 3-aminopyrrolidines as potent MCH-R1 antagonists for the treatment of obesity

  摘要：

  A substituted 4-aminopiperidine was identified as showing activity in an MCH assay from an HTS effort. Subsequent structural modification of the scaffold led to the identification of a number of active MCH antagonists. 3,5-Dimethoxy-N-(1-(naphthalen-2-ylmethyl)piperidin-4-yl)benzamide (5c) was among those with the highest binding affinity to the MCH receptor (K-i = 27 nM), when variations were made at benzoyl and naphthylmethyl substitution sites from the initial HTS hit. Further optimization via piperidine ring contraction resulted in enhanced MCH activity in a 3-aminopyrrolidine series, where (R)-3,5-dimethoxy-N-(1-(naphthalen-2-ylmethyl)-pyrrolidin-3-yl)benzamide (10i) was found to be an excellent MCH antagonist (K-i = 7 nM). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.053

文献信息

• SUBSTITUTED 1-AMINOPHTHALAZINE DERIVATIVES, PREPARATION THEREOF AND THERAPEUTIC APPLICATION THEREOF
  申请人：AUGEREAU Jean Michel

  公开号：US20090124624A1

  公开（公告）日：2009-05-14

  The invention concerns 1-amino-phthalazine derivatives of general formula (I): Wherein A, B, L, R, R 1 , R 2 , R 3 , R 4 , R 5 and R 7 are as defined herein. The invention also concerns the preparation of said compounds and their therapeutic use.

  这项发明涉及一般式(I)的1-氨基邻苯二酮衍生物：其中A、B、L、R、R1、R2、R3、R4、R5和R7如本文所定义。该发明还涉及所述化合物的制备及其治疗用途。
• WO2007/71639
  申请人：——

  公开号：——

  公开（公告）日：——
• Identification of substituted 4-aminopiperidines and 3-aminopyrrolidines as potent MCH-R1 antagonists for the treatment of obesity
  作者：Nick Kim、Kenneth M. Meyers、Jose L. Mendez-Andino、Namal C. Warshakoon、Wei Ji、John A. Wos、Annyodile Colson、M. Chrissy Mitchell、Jan R. Davis、Beth B. Pinney、Ofer Reizes、X. Eric Hu

  DOI：10.1016/j.bmcl.2006.07.053

  日期：2006.10

  A substituted 4-aminopiperidine was identified as showing activity in an MCH assay from an HTS effort. Subsequent structural modification of the scaffold led to the identification of a number of active MCH antagonists. 3,5-Dimethoxy-N-(1-(naphthalen-2-ylmethyl)piperidin-4-yl)benzamide (5c) was among those with the highest binding affinity to the MCH receptor (K-i = 27 nM), when variations were made at benzoyl and naphthylmethyl substitution sites from the initial HTS hit. Further optimization via piperidine ring contraction resulted in enhanced MCH activity in a 3-aminopyrrolidine series, where (R)-3,5-dimethoxy-N-(1-(naphthalen-2-ylmethyl)-pyrrolidin-3-yl)benzamide (10i) was found to be an excellent MCH antagonist (K-i = 7 nM). (c) 2006 Elsevier Ltd. All rights reserved.