4,4'-联苯亚基二(二氢-4,4,6-三甲基-2-嘧啶硫醇) | 63732-02-5

• 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: 4,4'-联苯亚基二(二氢-4,4,6-三甲基-2-嘧啶硫醇)
• 英文名称: 2-Pyrimidinethiol, p,p'-biphenylylenebis(dihydro-4,4,6-trimethyl-
• 英文别名: 4,6,6-trimethyl-3-[4-[4-(4,6,6-trimethyl-2-sulfanylidene-1H-pyrimidin-3-yl)phenyl]phenyl]-1H-pyrimidine-2-thione
• CAS: 63732-02-5
• 化学式: C₂₆H₃₀N₄S₂
• 分子量: 462.683
• InChiKey: HYVMLBNBBQAAGG-UHFFFAOYSA-N

物化性质

• 熔点：
  273-275 °C
• 沸点：
  578.4±60.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  94.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  联苯胺 、 4-isothiocyanato-4-methylpentan-2-one 以 甲醇 为溶剂， 反应 8.0h， 以60%的产率得到4,4'-联苯亚基二(二氢-4,4,6-三甲基-2-嘧啶硫醇)
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-thiopyrimidine derivatives

  摘要：

  Various 2-thiopyrimidine derivatives have been synthesized by an efficient, one-pot reaction of functionalized amines with either 4-isothiocyanato-4-methyl-2-pentanone or 3-isothiocyanatobutanal. All the synthesized compounds were fully characterized by elemental analysis (CHN), FT-IR, H-1 NMR, and mass spectral data. One of the compounds, 7,7,8a-trimethyl-hexahydro-thiazolo[3,2-c]pyrimidine-5-thione (17) showed good anti-inflammatory (37.4% at 100 mg/kg p.o.) and analgesic activity (75% at 100 mg/ kg p.o.). 7-(1-Mercapto-3,3,4a-trimethyl-4,4a,5,9b-tetrahydro-3H-pyrido[4,3-b]indol-7-yl)-3,3,4a-trimethyl-3,4,4a,5-tetrahydrobenzo[4,5]imidazo[ 1,2-c]pyrimidine-1-thiol (3) showed moderate activity against CDK-1 (IC50 = 5 mu M). The other compounds showed moderate anti-inflammatory (5-20%), analgesic (25-75%) and protein kinase (CDK-5, GSK-3) inhibitory activities (IC50 > 10 mu m). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.047

文献信息

• Synthesis and biological evaluation of 2-thiopyrimidine derivatives
  作者：Sham M. Sondhi、Rajendra N. Goyal、Anand M. Lahoti、Nirupma Singh、Rakesh Shukla、Ram Raghubir

  DOI：10.1016/j.bmc.2005.02.047

  日期：2005.5

  Various 2-thiopyrimidine derivatives have been synthesized by an efficient, one-pot reaction of functionalized amines with either 4-isothiocyanato-4-methyl-2-pentanone or 3-isothiocyanatobutanal. All the synthesized compounds were fully characterized by elemental analysis (CHN), FT-IR, H-1 NMR, and mass spectral data. One of the compounds, 7,7,8a-trimethyl-hexahydro-thiazolo[3,2-c]pyrimidine-5-thione (17) showed good anti-inflammatory (37.4% at 100 mg/kg p.o.) and analgesic activity (75% at 100 mg/ kg p.o.). 7-(1-Mercapto-3,3,4a-trimethyl-4,4a,5,9b-tetrahydro-3H-pyrido[4,3-b]indol-7-yl)-3,3,4a-trimethyl-3,4,4a,5-tetrahydrobenzo[4,5]imidazo[ 1,2-c]pyrimidine-1-thiol (3) showed moderate activity against CDK-1 (IC50 = 5 mu M). The other compounds showed moderate anti-inflammatory (5-20%), analgesic (25-75%) and protein kinase (CDK-5, GSK-3) inhibitory activities (IC50 > 10 mu m). (c) 2005 Elsevier Ltd. All rights reserved.