tert-butyl 4-(aminomethyl)-4-cyanopiperidine-1-carboxylate | 1207178-51-5

• 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-(aminomethyl)-4-cyanopiperidine-1-carboxylate
• CAS: 1207178-51-5
• 化学式: C₁₂H₂₁N₃O₂
• 分子量: 239.318
• InChiKey: POYWVVDLDGFKOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(aminomethyl)-4-cyanopiperidine-1-carboxylate 在 盐酸 、 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 生成 3,5-dichloro-N-[[4-cyano-1-[[3-(trifluoromethyl)phenyl]methyl]piperidin-4-yl]methyl]benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-piperidinecarboxylate and 4-piperidinecyanide derivatives for T-type calcium channel blockers

  摘要：

  To obtain selective and potent inhibitor for T-type calcium channel by ligand based drug design, 4-piperidinecarboxylate and 4-piperidinecyanide derivatives were prepared and evaluated for in vitro and in vivo activity against alpha(1G) calcium channel. Among them, several compounds showed good T-type calcium channel inhibitory activity and minimal off-target activity over hERG channel (% inhibition at 10 mu M = 61.85-71.99, hERG channel IC50 = 1.57 +/- 0.14-4.98 +/- 0.36 mu M). Selected compound 31a was evaluated on SNL model of neuropathic pain and showed inhibitory effect on mechanical allodynia. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.087
• 作为产物：
  描述：

  1-叔丁基4-乙基4-氰基哌啶-1,4-二羧酸 在 吡啶 、 platinum(IV) oxide 、 palladium 10% on activated carbon 、 水 、 氢气 、 碳酸氢钠 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸酐 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl 4-(aminomethyl)-4-cyanopiperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and biological evaluation of 4-piperidinecarboxylate and 4-piperidinecyanide derivatives for T-type calcium channel blockers

  摘要：

  To obtain selective and potent inhibitor for T-type calcium channel by ligand based drug design, 4-piperidinecarboxylate and 4-piperidinecyanide derivatives were prepared and evaluated for in vitro and in vivo activity against alpha(1G) calcium channel. Among them, several compounds showed good T-type calcium channel inhibitory activity and minimal off-target activity over hERG channel (% inhibition at 10 mu M = 61.85-71.99, hERG channel IC50 = 1.57 +/- 0.14-4.98 +/- 0.36 mu M). Selected compound 31a was evaluated on SNL model of neuropathic pain and showed inhibitory effect on mechanical allodynia. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.087

文献信息

• [EN] COMPOUNDS ACTIVE TOWARDS NUCLEAR RECEPTORS<br/>[FR] COMPOSÉS ACTIFS VIS-À-VIS DES RÉCEPTEURS NUCLÉAIRES
  申请人：NUEVOLUTION AS

  公开号：WO2021124279A1

  公开（公告）日：2021-06-24

  Disclosed are compounds active towards nuclear receptors, pharmaceutical compositions containing the compounds and use of the compounds in therapy.

  揭示了对核受体活性的化合物，包含这些化合物的药物组合物以及这些化合物在治疗中的用途。
• IMIDAZO[1,2-A]PYRAZINES AS INHIBITORS OF HASPIN AND THERAPEUTIC USES THEREOF
  申请人：Fundación del Sector Público Estatal Centro Nacional de Investigaciones Oncológicas Carlos III (F.S.P. CNIO)

  公开号：EP4049726A1

  公开（公告）日：2022-08-31

  The present invention relates to a group of compounds with an imidazo[1,2-a]pyrazine core of formula (I): which are inhibitors of HASPIN, whose activity is required for the proliferation of certain tumoral cells, so the compounds of the invention are useful for the prevention and/or treatment of cancer.

  本发明涉及一组具有Imidazo[1,2-a]吡嗪核心的化合物，其化学式为(I)，这些化合物是HASPIN的抑制剂，其活性对于某些肿瘤细胞的增殖是必需的，因此本发明的化合物对于癌症的预防和/或治疗是有用的。
• Non-aromatic A-ring replacement in the triaryl bis-sulfone CB2 receptor inhibitors
  作者：Eric J. Gilbert、Guowei Zhou、Michael K.C. Wong、Ling Tong、Bandarpalle B. Shankar、Chunli Huang、Joseph Kelly、Brian J. Lavey、Stuart W. McCombie、Lei Chen、Razia Rizvi、Youhao Dong、Youheng Shu、Joseph A. Kozlowski、Neng-Yang Shih、R. William Hipkin、Waldemar Gonsiorek、Asra Malikzay、Charles A. Lunn、Len Favreau、Daniel J. Lundell

  DOI：10.1016/j.bmcl.2009.11.084

  日期：2010.1

  The triaryl bis-sulfone 1 was modified by converting the aryl A-ring to a piperidine ring. The piperidine ring was further elaborated to a spirocyclopropyl piperidine moiety. The effect on CB2 binding potency, rat calcium channel affinity, and CYP 2C9 inhibition is described. (C) 2009 Elsevier Ltd. All rights reserved.
• PYRAZOLO[3,4-B]PYRAZINE DERIVATIVES AS SHP2 PHOSPHATASE INHIBITORS
  申请人：Relay Therapeutics, Inc.

  公开号：EP3630770A1

  公开（公告）日：2020-04-08
• COMPOUNDS ACTIVE TOWARDS NUCLEAR RECEPTORS
  申请人：NUEVOLUTION A/S

  公开号：US20210188807A1

  公开（公告）日：2021-06-24

  Disclosed are compounds active towards nuclear receptors, pharmaceutical compositions containing the compounds and use of the compounds in therapy.