6-methyl-N4-iso-propylpyrimidine-2,4,5-triamine | 1184915-65-8

• 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: 6-methyl-N4-iso-propylpyrimidine-2,4,5-triamine
• 英文别名: N4-isopropyl-6-methylpyrimidine-2,4,5-triamine；6-methyl-4-N-propan-2-ylpyrimidine-2,4,5-triamine
• CAS: 1184915-65-8
• 化学式: C₈H₁₅N₅
• 分子量: 181.241
• InChiKey: HDAWFMYXLTWRCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙醛酸乙酯 、 6-methyl-N4-iso-propylpyrimidine-2,4,5-triamine 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 2-amino-8-isopropyl-4-methylpteridin-7(8H)-one
  参考文献：
  名称：

  4-Methylpteridinones as orally active and selective PI3K/mTOR dual inhibitors

  摘要：

  Pteridinones were designed based on a non-selective kinase template. Because of the uniqueness of the PI3K and mTOR binding pockets, a methyl group was introduced to C-4 position of the peteridinone core to give compounds with excellent selectivity for PI3K and mTOR. This series of compounds were further optimized to improve their potency against PI3K alpha and mTOR. Finally, orally active compounds with improved solubility and robust in vivo efficacy in tumor growth inhibition were identified as well. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.045
• 作为产物：
  描述：

  N4-isopropyl-6-methyl-5-nitropyrimidine-2,4-diamine 在 palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 生成 6-methyl-N4-iso-propylpyrimidine-2,4,5-triamine
  参考文献：
  名称：

  4-Methylpteridinones as orally active and selective PI3K/mTOR dual inhibitors

  摘要：

  Pteridinones were designed based on a non-selective kinase template. Because of the uniqueness of the PI3K and mTOR binding pockets, a methyl group was introduced to C-4 position of the peteridinone core to give compounds with excellent selectivity for PI3K and mTOR. This series of compounds were further optimized to improve their potency against PI3K alpha and mTOR. Finally, orally active compounds with improved solubility and robust in vivo efficacy in tumor growth inhibition were identified as well. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.045

文献信息

• Reconstructive Approach to the Regiospecific Synthesis of N9‐Alkylated Purines
  作者：Konstantin V. Savateev、Denis A. Gazizov、Pavel A. Slepukhin、Evgeniy N. Ulomsky、Vladimir L. Rusinov

  DOI：10.1002/ejoc.202400426

  日期：2024.8.26

  A regiospecific pathway to N9-alkylated purines as novel acyclic nucleoside analogs has been developed by using reconstructive methodology. The method is characterized by mild and scalable conditions, straightforward workup, high to excellent yields, and a metal-free final step, and the efficiency of the approach was demonstrated by the synthesis of a close structural analog of penciclovir.

  通过使用重建方法，开发了一种作为新型无环核苷类似物的 N9-烷基化嘌呤的区域特异性途径。该方法的特点是温和且可扩展的条件、简单的后处理、高至优异的产率以及无金属的最终步骤，并且通过喷昔洛韦的紧密结构类似物的合成证明了该方法的效率。