N4-(3-(1H-1,2,4-triazol-1-yl)propyl)-N2,N2-diethyl-6-methyl-5-nitro-pyrimidine-2,4-diamine | 1075213-92-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: N4-(3-(1H-1,2,4-triazol-1-yl)propyl)-N2,N2-diethyl-6-methyl-5-nitro-pyrimidine-2,4-diamine
• 英文别名: N⁴-(3-(1H-1,2,4-triazol-1-yl)propyl)-N²,N²-diethyl-6-methyl-5-nitro-pyrimidine-2,4-diamine
• CAS: 1075213-92-1
• 化学式: C₁₄H₂₂N₈O₂
• 分子量: 334.381
• InChiKey: MARNSNNYCYRTAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  114.9
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 N4-(3-(1H-1,2,4-triazol-1-yl)propyl)-N2,N2-diethyl-6-methyl-5-nitro-pyrimidine-2,4-diamine 在 platinum on activated charcoal 、 氢气 、 sodium hydroxide 作用下， 反应 9.5h， 以74%的产率得到9-(3-(1H-1,2,4-triazol-1-yl)propyl)-2-(diethylamino)-6-methyl-9H-purine-8-thiol
  参考文献：
  名称：

  Design and SAR of new substituted purines bearing aryl groups at N9 position as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Twenty-four purine derivatives bearing aryl groups at N9 position were designed and synthesized as HIV-1 Tat-TAR interaction inhibitors. All the compounds showed high antiviral activities in inhibiting the formation of SIV-induced syncytium in CEM174 cells. Ten of them with low cytotoxicities were evaluated by Tat dependent HIV-1 LTR-driven CAT gene expression colorimetric enzyme assay in human 293T cells at a concentration of 30 mu M, indicating effective inhibitory activities of blocking the Tat-TAR interaction. The aryl groups at N9 position affected the binding affinities between compounds and TAR RNA, showing some specificities of aryl groups to TAR RNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.043
• 作为产物：
  描述：

  、 sodium triazole 反应 10.0h， 生成 N4-(3-(1H-1,2,4-triazol-1-yl)propyl)-N2,N2-diethyl-6-methyl-5-nitro-pyrimidine-2,4-diamine
  参考文献：
  名称：

  Design and SAR of new substituted purines bearing aryl groups at N9 position as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Twenty-four purine derivatives bearing aryl groups at N9 position were designed and synthesized as HIV-1 Tat-TAR interaction inhibitors. All the compounds showed high antiviral activities in inhibiting the formation of SIV-induced syncytium in CEM174 cells. Ten of them with low cytotoxicities were evaluated by Tat dependent HIV-1 LTR-driven CAT gene expression colorimetric enzyme assay in human 293T cells at a concentration of 30 mu M, indicating effective inhibitory activities of blocking the Tat-TAR interaction. The aryl groups at N9 position affected the binding affinities between compounds and TAR RNA, showing some specificities of aryl groups to TAR RNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.043