tert-butyl 4-(2-chloro-5-fluorophenoxy)piperidine-1-carboxylate | 944808-10-0

• 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: tert-butyl 4-(2-chloro-5-fluorophenoxy)piperidine-1-carboxylate
• 英文别名: 4-(2-chloro-5-fluoro-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 944808-10-0
• 化学式: C₁₆H₂₁ClFNO₃
• 分子量: 329.799
• InChiKey: KMBSMBPVRYKLIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-chloro-5-fluorophenoxy)piperidine-1-carboxylate 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙腈 为溶剂， 反应 2.33h， 生成 6-[4-(2-chloro-5-fluorophenoxy)piperidin-1-yl]-N-methylpyridazine-3-carboxamide
  参考文献：
  名称：

  Discovery of Potent, Selective, Orally Bioavailable Stearoyl-CoA Desaturase 1 Inhibitors

  摘要：

  Stearoyl-CoA desaturase 1 (SCD1) catalyzes the committed step in the biosynthesis of monounsaturated fatty acids from saturated, long-chain fatty acids. Studies with SCD1 knockout mice have established that these animals are lean and protected from leptin deficiency-induced and diet-induced obesity, with greater whole body insulin sensitivity than wild-type animals. In this work, we have discovered a series of potent, selective, orally bioavailable SCD1 inhibitors based on a known pyridazine carboxamide template. The representative lead inhibitor 28c also demonstrates excellent cellular activity in blocking the conversion of saturated long-chain fatty acid-CoAs (LCFA-CoAs) to monounsaturated LCFA-CoAs in HepG2 cells.

  DOI：

  10.1021/jm070219p
• 作为产物：
  描述：

  N-Boc-4-羟基哌啶 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 tert-butyl 4-(2-chloro-5-fluorophenoxy)piperidine-1-carboxylate
  参考文献：
  名称：

  [EN] DERIVATIVES OF TRIAZINES AND URACILS, THEIR PREPARATION AND THEIR APPLICATION IN HUMAN THERAPEUTICS
  [FR] DÉRIVÉS DE TRIAZINES ET D'URACILES, LEUR PRÉPARATION ET LEURS APPLICATIONS EN THÉRAPEUTIQUE HUMAINE

  摘要：

  本发明涉及一般式I的衍生物，其中： - W代表氮， - R1代表： • 氢或直链或支链C1-C5烷基基团，或者 • 被三氟甲基、腈、羟基、C1-C3烷氧基、C3-C6烷氧基烷氧基、吲哚基、噻吩基、氧硫吩基、C1-C3 N-烷基氨基羰基基团取代的C1-C3烷基基团，或者 • 苯基或吡啶基或萘基，或者选择性地被一个或多个卤素原子、硝基、腈、三氟甲基、乙烯、甲硫基、直链或支链C1-C4烷基、直链或支链C1-C3烷氧基基团取代的噻吩基， • C6 2-氧代环烷基基团 - R2代表甲基或庚基， - m，n等于1， - V代表CH2， - X-Y代表-N- (C=O) -，-CH-O-，- Z代表被一个或多个三氟甲基基团、卤素原子或直链C1-C4烷基基团取代的苯基。

  公开号：

  WO2010006962A1

文献信息

• NOVEL PIPERAZINE DERIVATIVES AS INHIBITORS OF STEAROYL-CoA DESATURASE
  申请人：Sundaresan Kumar

  公开号：US20090239810A1

  公开（公告）日：2009-09-24

  The present invention relates to piperidine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

  本发明涉及作为硬脂酰辅酶A脱饱和酶抑制剂的哌啶衍生物。该发明还涉及制备这些化合物的方法、含有这些化合物的组合物，以及使用这些化合物进行治疗的方法。
• Piperidine derivatives as inhibitors of stearoyl-CoA desaturase
  申请人：——

  公开号：US08129376B2

  公开（公告）日：2012-03-06

  The present invention relates to piperidine derivatives that act as inhibitors of stearoyl-CoA desaturase. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.

  本发明涉及对硬脂酰辅酶A去饱和酶具有抑制作用的哌啶衍生物。本发明还涉及制备该化合物的方法，含有该化合物的组合物，以及使用该化合物进行治疗的方法。
• WO2020154571A5
  申请人：——

  公开号：WO2020154571A5

  公开（公告）日：2023-02-02
• Discovery of piperidine-aryl urea-based stearoyl-CoA desaturase 1 inhibitors
  作者：Zhili Xin、Hongyu Zhao、Michael D. Serby、Bo Liu、Mei Liu、Bruce G. Szczepankiewicz、Lissa T.J. Nelson、Harriet T. Smith、Tom S. Suhar、Rich S. Janis、Ning Cao、Heidi S. Camp、Christine A. Collins、Hing L. Sham、Teresa K. Surowy、Gang Liu

  DOI：10.1016/j.bmcl.2008.06.088

  日期：2008.8

  A series of structurally novel stearoyl-CoA desaturase1 (SCD1) inhibitors has been identified via molecular scaffold manipulation. Preliminary structure-activity relationship (SAR) studies led to the discovery of potent, and orally bioavailable piperidine-aryl urea-based SCD1 inhibitors. 4-(2-Chlorophenoxy)-N-[3-(methyl carbamoyl)phenyl]piperidine-1-carboxamide 4c exhibited robust in vivo activity with dose-dependent desaturation index lowering effects. (c) 2008 Elsevier Ltd. All rights reserved.
• NOVEL PIPERIDINE DERIVATIVES AS INHIBITORS OF STEAROYL-COA DESATURASE
  申请人：Forest Laboratories Holdings Limited

  公开号：EP2268143A2

  公开（公告）日：2011-01-05