4-(cyclopentylamino)-2-(methylthio)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide | 1421367-69-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(cyclopentylamino)-2-(methylthio)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide
• 英文别名: 4-(Cyclopentylamino)-2-(methylthio)-N-[3-(2-oxo-1-pyrrolidinyl)propyl]-5-pyrimidinecarboxamide；4-(cyclopentylamino)-2-methylsulfanyl-N-[3-(2-oxopyrrolidin-1-yl)propyl]pyrimidine-5-carboxamide
• CAS: 1421367-69-2
• 化学式: C₁₈H₂₇N₅O₂S
• 分子量: 377.511
• InChiKey: PVFUITDQUPLFMB-UHFFFAOYSA-N

物化性质

• 沸点：
  666.6±50.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(cyclopentylamino)-2-(methylthio)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 4-(cyclopentylamino)-2-[2-(4-hydroxy-3-methoxyphenyl)ethylamino]-N-[3-(2-oxopyrrolidin-1-yl)propyl]pyrimidine-5-carboxamide
  参考文献：
  名称：

  Highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase

  摘要：

  We report the SAR around a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. 2-Aminophenethyl analogs demonstrate excellent potency but moderate kinase selectivity, while 2-aminobenzyl analogs that fill the Ala571 subpocket exhibit good inhibition activity and excellent kinase selectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.013
• 作为产物：
  描述：

  1-(3-氨基丙基)-2-吡咯烷酮 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 4-(cyclopentylamino)-2-(methylthio)-N-(3-(2-oxopyrrolidin-1-yl)propyl)pyrimidine-5-carboxamide
  参考文献：
  名称：

  Highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase

  摘要：

  We report the SAR around a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. 2-Aminophenethyl analogs demonstrate excellent potency but moderate kinase selectivity, while 2-aminobenzyl analogs that fill the Ala571 subpocket exhibit good inhibition activity and excellent kinase selectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.013

文献信息

• Design and Development of a Chemical Probe for Pseudokinase Ca²⁺/calmodulin-Dependent Ser/Thr Kinase
  作者：Nadine Russ、Martin Schröder、Benedict-Tilman Berger、Sebastian Mandel、Yagmur Aydogan、Sandy Mauer、Christian Pohl、David H. Drewry、Apirat Chaikuad、Susanne Müller、Stefan Knapp

  DOI：10.1021/acs.jmedchem.1c00845

  日期：2021.10.14
• Highly selective 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase
  作者：Noel A. Powell、Jennifer K. Hoffman、Fred L. Ciske、Michael D. Kaufman、Jeffrey T. Kohrt、John Quin、Derek J. Sheehan、Amy Delaney、Sangita M. Baxi、Cornel Catana、Patrick McConnell、Jeff Ohren、Lisa A. Perrin、Jeremy J. Edmunds

  DOI：10.1016/j.bmcl.2012.12.013

  日期：2013.2

  We report the SAR around a series of 2,4-diaminopyrimidine-5-carboxamide inhibitors of Sky kinase. 2-Aminophenethyl analogs demonstrate excellent potency but moderate kinase selectivity, while 2-aminobenzyl analogs that fill the Ala571 subpocket exhibit good inhibition activity and excellent kinase selectivity. (C) 2012 Elsevier Ltd. All rights reserved.