[2-(1H-吡唑-1-基甲基)苄基]胺 | 878466-22-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [2-(1H-吡唑-1-基甲基)苄基]胺
• 中文别名: [2-(1H-吡唑-1-甲基)苄基]胺
• 英文名称: 1-[2-(1H-pyrazol-1-ylmethyl)phenyl]methanamine
• 英文别名: [2-(pyrazol-1-ylmethyl)phenyl]methanamine
• CAS: 878466-22-9
• 化学式: C₁₁H₁₃N₃
• mdl: MFCD08245275
• 分子量: 187.244
• InChiKey: QFYIZKYKKIPFMG-UHFFFAOYSA-N

物化性质

• 沸点：
  352.4±30.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  43.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  、 [2-(1H-吡唑-1-基甲基)苄基]胺 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-chloro-2,5,5-trimethyl-N-[[2-(pyrazol-1-ylmethyl)phenyl]methyl]-6,7-dihydro-4H-isoindole-1-carboxamide
  参考文献：
  名称：

  Discovery and evaluation of Ca v 3.2-selective T-type calcium channel blockers

  摘要：

  We identified and characterized a series of pyrrole amides as potent, selective Ca(v)3.2-blockers. This series culminated with the identification of pyrrole amides 13b and 26d, with excellent potencies and/or selectivities toward the Ca(v)3.1- and Ca(v)3.3-channels. These compounds display poor physicochemical and DMPK properties, making their use difficult for in vivo applications. Nevertheless, they are well-suited for in vitro studies. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.09.062

文献信息

• Lipophilic Permeability Efficiency Reconciles the Opposing Roles of Lipophilicity in Membrane Permeability and Aqueous Solubility
  作者：Matthew R. Naylor、Andrew M. Ly、Mason J. Handford、Daniel P. Ramos、Cameron R. Pye、Akihiro Furukawa、Victoria G. Klein、Ryan P. Noland、Quinn Edmondson、Alexandra C. Turmon、William M. Hewitt、Joshua Schwochert、Chad E. Townsend、Colin N. Kelly、Maria-Jesus Blanco、R. Scott Lokey

  DOI：10.1021/acs.jmedchem.8b01259

  日期：2018.12.27

  As drug discovery moves increasingly toward previously "undruggable" targets such as protein-protein interactions, lead compounds are becoming larger and more lipophilic. Although increasing lipophilicity can improve membrane permeability, it can also incur serious liabilities, including poor water solubility, increased toxicity, and faster metabolic clearance. Here we introduce a new efficiency metric, especially relevant to "beyond rule of 5" molecules, that captures, in a simple, unitless value, these opposing effects of lipophilicity on molecular properties. Lipophilic permeability efficiency (LPE) is defined as log D-dec/w(7.4) - m(lipo)cLogP + b(scaffold), where log D-dec/w(7.4) is the experimental decadiene-water distribution coefficient (pH 7.4), cLogP is the calculated octanol-water partition coefficient, and m(lipo) and b(scaffold) are scaling factors to standardize LPE values across different cLogP metrics and scaffolds. Using a variety of peptidic and nonpeptidic macrocycle drugs, we show that LPE provides a functional assessment of the efficiency with which a compound achieves passive membrane permeability at a given lipophilicity.
• Discovery and evaluation of Ca v 3.2-selective T-type calcium channel blockers
  作者：Olivier Bezençon、Luboš Remeň、Sylvia Richard、Catherine Roch、Melanie Kessler、Eric A. Ertel、Richard Moon、Jacques Mawet、Thomas Pfeifer、Bruno Capeleto

  DOI：10.1016/j.bmcl.2017.09.062

  日期：2017.12

  We identified and characterized a series of pyrrole amides as potent, selective Ca(v)3.2-blockers. This series culminated with the identification of pyrrole amides 13b and 26d, with excellent potencies and/or selectivities toward the Ca(v)3.1- and Ca(v)3.3-channels. These compounds display poor physicochemical and DMPK properties, making their use difficult for in vivo applications. Nevertheless, they are well-suited for in vitro studies. (C) 2017 Elsevier Ltd. All rights reserved.