methyl 3-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate | 1232775-10-8

• 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: methyl 3-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate
• 英文别名: (S)-methyl 3-[3-(tert-butoxycarbonylamino)piperidin-1-yl]benzoate；methyl 3-[(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidin-1-yl]benzoate
• CAS: 1232775-10-8
• 化学式: C₁₈H₂₆N₂O₄
• 分子量: 334.415
• InChiKey: GWRRFCCAJHHIIT-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 methyl 3-[(3S)-3-aminopiperidin-1-yl]benzoate
  参考文献：
  名称：

  Discovery of cyclic amine-substituted benzoic acids as PPARα agonists

  摘要：

  A series of novel cyclic amine-substituted benzoic acid derivatives were synthesized and evaluated for their PPAR alpha agonist activity. Strucure-activity relationship studies led to the identification of (S)-3-[3[2-(4-chlorophenyl)-4-methylthyazole-5-carboxamido] piperidin-1-yl] benzoic acid (S)-4f (KRP-105) as a potent and high subtype-selective human PPARa agonist. (S)-4f showed excellent PK profile and oral administration of (S)-4f to high-fat diet dogs effectively lowered triglycerides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.002
• 作为产物：
  描述：

  3-甲氧基羰基苯硼酸 、 (S)-3-Boc-氨基哌啶 在 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 3-{(3S)-3-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate
  参考文献：
  名称：

  Discovery of cyclic amine-substituted benzoic acids as PPARα agonists

  摘要：

  A series of novel cyclic amine-substituted benzoic acid derivatives were synthesized and evaluated for their PPAR alpha agonist activity. Strucure-activity relationship studies led to the identification of (S)-3-[3[2-(4-chlorophenyl)-4-methylthyazole-5-carboxamido] piperidin-1-yl] benzoic acid (S)-4f (KRP-105) as a potent and high subtype-selective human PPARa agonist. (S)-4f showed excellent PK profile and oral administration of (S)-4f to high-fat diet dogs effectively lowered triglycerides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.002

文献信息

• IMIDAZOPYRIDINE COMPOUNDS
  申请人：Astellas Pharma Inc.

  公开号：US20140088080A1

  公开（公告）日：2014-03-27

  [Problem] An excellent drug for treating or preventing cardiovascular diseases, based on cGMP production enhancing action due to soluble guanylate cyclase activating action, is provided. [Means for Solution] It was found that imidazopyridine compounds having a carbamoyl group at the 3-position and a substituent bonded at the 8-position via an oxygen atom in an imidazo[1,2-a]pyridine skeleton exhibits a cGMP production enhancing action by a potent soluble guanylate cyclase activating action, and is useful as a drug for treating or preventing various soluble guanylate cyclase-related cardiovascular diseases, thereby completing the present invention.

  提供一种用于治疗或预防心血管疾病的优秀药物，其基于可溶性鸟苷酸环化酶激活作用增强cGMP产生的作用。发现在咪唑吡啶骨架中，3-位具有羰胺基团，8-位通过氧原子与取代基键合的咪唑并[1,2-a]吡啶化合物表现出通过强效可溶性鸟苷酸环化酶激活作用增强cGMP产生的作用，并可用作治疗或预防各种可溶性鸟苷酸环化酶相关心血管疾病的药物，从而完成本发明。
• EP1780210
  申请人：——

  公开号：——

  公开（公告）日：——
• US9447090B2
  申请人：——

  公开号：US9447090B2

  公开（公告）日：2016-09-20
• Discovery of cyclic amine-substituted benzoic acids as PPARα agonists
  作者：Masahiro Nomura、Kazuhiro Yumoto、Takehiro Shinozaki、Shigeki Isogai、Yasuo Takano、Koji Murakami

  DOI：10.1016/j.bmcl.2011.11.002

  日期：2012.1

  A series of novel cyclic amine-substituted benzoic acid derivatives were synthesized and evaluated for their PPAR alpha agonist activity. Strucure-activity relationship studies led to the identification of (S)-3-[3[2-(4-chlorophenyl)-4-methylthyazole-5-carboxamido] piperidin-1-yl] benzoic acid (S)-4f (KRP-105) as a potent and high subtype-selective human PPARa agonist. (S)-4f showed excellent PK profile and oral administration of (S)-4f to high-fat diet dogs effectively lowered triglycerides. (C) 2011 Elsevier Ltd. All rights reserved.