4-(氨基甲基)-4-(羟甲基)哌啶-1-甲酸叔丁酯 | 1416984-76-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-(氨基甲基)-4-(羟甲基)哌啶-1-甲酸叔丁酯
• 英文名称: tert-butyl 4-(aminomethyl)-4-(hydroxymethyl)piperidine-1-carboxylate
• 英文别名: Tert-butyl 4-(aminomethyl)-4-(hydroxymethyl)piperidine-1-carboxylate
• CAS: 1416984-76-3
• 化学式: C₁₂H₂₄N₂O₃
• 分子量: 244.334
• InChiKey: ICZZGWFGUCHDSG-UHFFFAOYSA-N

物化性质

• 沸点：
  355.2±7.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  75.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(氨基甲基)-4-(羟甲基)哌啶-1-甲酸叔丁酯 在 吡啶 、 盐酸 、 乙酰氯 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 3,5-dichloro-N-((4-(hydroxymethyl)piperidin-4-yl)methyl)benzamide hydrochloride
  参考文献：
  名称：

  Discovery of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichloro-benzamide as a selective T-type calcium channel (Cav3.2) inhibitor

  摘要：

  The T-type calcium channel inhibitor Mibefradil was reported to protect the heart from atrial remodeling, a key process involved in the development of atrial fibrillation and arrhythmias. Mibefradil is not a selective T-type calcium channel inhibitor and also affects the function of different ion channels. Our aim was to develop a selective T-type calcium channel inhibitor to validate the importance of T-type-related pharmacology in atrial fibrillation. Structural optimisation of a previously disclosed hit series focussed on minimising exposure to the central nervous system and improving pharmacokinetic properties, while maintain adequate potency and selectivity. This resulted in the design of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichloro-benzamide, a novel, selective, peripherally restricted chemical probe to verify the role of T-type calcium channel inhibition on atrial fibrillation protection. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.140
• 作为产物：
  描述：

  1-叔丁基4-乙基4-氰基哌啶-1,4-二羧酸 在 sodium tetrahydroborate 、 氨 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 4-(氨基甲基)-4-(羟甲基)哌啶-1-甲酸叔丁酯
  参考文献：
  名称：

  Discovery of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichloro-benzamide as a selective T-type calcium channel (Cav3.2) inhibitor

  摘要：

  The T-type calcium channel inhibitor Mibefradil was reported to protect the heart from atrial remodeling, a key process involved in the development of atrial fibrillation and arrhythmias. Mibefradil is not a selective T-type calcium channel inhibitor and also affects the function of different ion channels. Our aim was to develop a selective T-type calcium channel inhibitor to validate the importance of T-type-related pharmacology in atrial fibrillation. Structural optimisation of a previously disclosed hit series focussed on minimising exposure to the central nervous system and improving pharmacokinetic properties, while maintain adequate potency and selectivity. This resulted in the design of N-[[1-[2-(tert-butylcarbamoylamino)ethyl]-4-(hydroxymethyl)-4-piperidyl]methyl]-3,5-dichloro-benzamide, a novel, selective, peripherally restricted chemical probe to verify the role of T-type calcium channel inhibition on atrial fibrillation protection. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.140

文献信息

• [EN] PROGRANULIN MODULATORS AND METHODS OF USING THE SAME<br/>[FR] MODULATEURS DE LA PROGRANULINE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ARKUDA THERAPEUTICS

  公开号：WO2020252222A1

  公开（公告）日：2020-12-17

  Provided herein are compounds that modulate progranulin and methods of using the compounds in progranulin-associated disorders, such as Frontotemporal dementia (FTD).

  本文件提供了调节颗粒蛋白的化合物及其在颗粒蛋白相关疾病中的使用方法，例如额颞痴呆（FTD）。
• [EN] TRIAZOLOPYRIDINE COMPOUNDS, COMPOSITIONS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉ DE TRIAZOLOPYRIDINE, COMPOSITIONS ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015032286A1

  公开（公告）日：2015-03-12

  Compounds of Formula 0, Formula I and Formula II and methods of use as Janus kinase inhibitors are described herein.

  本文描述了化合物的公式0、公式I和公式II，以及作为Janus激酶抑制剂使用的方法。
• [EN] MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR<br/>[FR] MODULATEURS DU RÉGULATEUR DE LA CONDUCTANCE TRANSMEMBRANAIRE DE LA FIBROSE KYSTIQUE
  申请人：VERTEX PHARMA

  公开号：WO2022076621A1

  公开（公告）日：2022-04-14

  This disclosure provides modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR)having the core structure: pharmaceutical compositions containing at least one such modulator, methods of treating CFTR mediated diseases, including cystic fibrosis, using such modulators and pharmaceutical compositions, combination therapies, and processes and intermediates for making such modulators.

  这份披露提供了囊性纤维化跨膜传导调节因子(CFTR)的调节剂，其具有核心结构: 包含至少一种这样的调节剂的药物组合物、使用这样的调节剂和药物组合物治疗CFTR介导的疾病（包括囊性纤维化）的方法、组合疗法，以及制造这样的调节剂的过程和中间体。
• Quinazoline compound for EGFR inhibition
  申请人：MEDSHINE DISCOVERY INC.

  公开号：US11040984B2

  公开（公告）日：2021-06-22

  Disclosed is a novel quinazoline compound. Specifically, disclosed are a compound represented by the formula (I) and a pharmacologically acceptable salt.

  本发明公开了一种新型喹唑啉化合物。具体地说，公开了一种由式（I）表示的化合物和一种药理学上可接受的盐。
• [EN] QUINAZOLINE COMPOUND FOR EGFR INHIBITION<br/>[FR] COMPOSÉ QUINAZOLINE POUR L'INHIBITION DE L'EGFR<br/>[ZH] 作为EGFR抑制的喹唑啉类化合物
  申请人：MEDSHINE DISCOVERY INC

  公开号：WO2018121758A1

  公开（公告）日：2018-07-05

  本发明公开了新的一类喹唑啉类化合物，具体公开了式（I）所示化合物及其药学上可接受的盐。