2-(4,4,6-Trimethyl-2-thioxo-3,4-dihydro-2H-pyrimidin-1-yl)-benzonitrile | 66665-65-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4,4,6-Trimethyl-2-thioxo-3,4-dihydro-2H-pyrimidin-1-yl)-benzonitrile
• 英文别名: 2-(4,6,6-trimethyl-2-sulfanylidene-1H-pyrimidin-3-yl)benzonitrile
• CAS: 66665-65-4
• 化学式: C₁₄H₁₅N₃S
• 分子量: 257.359
• InChiKey: VEXXHZZDTCCHDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4,4,6-Trimethyl-2-thioxo-3,4-dihydro-2H-pyrimidin-1-yl)-benzonitrile 、 2-(4,4-dimethyl-6-methylidene-2-sulfanylidene-1,3-diazinan-1-yl)benzonitrile 、 N,N-二甲基甲酰胺 生成 2-(2,2-dimethyl-6-thioxo-1,2,3,6-tetrahydro-pyridin-4-ylamino)-benzonitrile
  参考文献：
  名称：

  ZIGEUNER G.; SCHWEIGER K.; BAIER M.; FUCHSGRUBER A., MONATSH. CHEM., 1978, 109, NO 1, 113-121

  摘要：

  DOI：
• 作为产物：
  描述：

  4-isothiocyanato-4-methylpentan-2-one 、 2-氨基苯甲腈 以 甲醇 为溶剂， 反应 6.0h， 以70%的产率得到2-(4,4,6-Trimethyl-2-thioxo-3,4-dihydro-2H-pyrimidin-1-yl)-benzonitrile
  参考文献：
  名称：

  One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities

  摘要：

  A number of pyrimidine derivatives (1-10) have been synthesized by condensation of 4-isothiocyanato-4-methylpentan-2-one with furfurylamine, histamine, 1-(3-aminopropyl)imidazole, 1-(3-aminopropyl)-2-pyrrolidinone, 2-aminobenzonitrile and 3-isothiocyanatobutanal with 1-(3-aminopropyl)-2-pyrrolidin one and 2-hydrazinopyridine under different reaction conditions. Various bispyrimidine derivatives (11-15) were obtained by condensation of 4-isothiocyanato-4-methylpentan-2-one with 2,4,8,10-tetraoxaspiro[5,5]undecane3,9-dipropamine (11'), 1,4-bis(3-aminopropyl)piperazine (13'), 3,5-diamino 1,2,4-triazole (15') and 3-isothiocyanatobutanal with 2,4,8,10-tetraoxaspiro[5,5]undecane 3,9-dipropamine, 1,4-bis(3-aminopropyl)piperazine. All these compounds were characterized by correct FT-IR, H-1 NMR, MS and elemental analysis. These compounds were screened for anti-inflammatory and analgesic activities. Anti-inflammatory activity of 3 is comparable while analgesic activity was found to be better than that of standard drug. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.03.028

文献信息

• One pot synthesis of pyrimidine and bispyrimidine derivatives and their evaluation for anti-inflammatory and analgesic activities
  作者：Sham M. Sondhi、Shubhi Jain、Monica Dinodia、Rakesh Shukla、Ram Raghubir

  DOI：10.1016/j.bmc.2007.03.028

  日期：2007.5

  A number of pyrimidine derivatives (1-10) have been synthesized by condensation of 4-isothiocyanato-4-methylpentan-2-one with furfurylamine, histamine, 1-(3-aminopropyl)imidazole, 1-(3-aminopropyl)-2-pyrrolidinone, 2-aminobenzonitrile and 3-isothiocyanatobutanal with 1-(3-aminopropyl)-2-pyrrolidin one and 2-hydrazinopyridine under different reaction conditions. Various bispyrimidine derivatives (11-15) were obtained by condensation of 4-isothiocyanato-4-methylpentan-2-one with 2,4,8,10-tetraoxaspiro[5,5]undecane3,9-dipropamine (11'), 1,4-bis(3-aminopropyl)piperazine (13'), 3,5-diamino 1,2,4-triazole (15') and 3-isothiocyanatobutanal with 2,4,8,10-tetraoxaspiro[5,5]undecane 3,9-dipropamine, 1,4-bis(3-aminopropyl)piperazine. All these compounds were characterized by correct FT-IR, H-1 NMR, MS and elemental analysis. These compounds were screened for anti-inflammatory and analgesic activities. Anti-inflammatory activity of 3 is comparable while analgesic activity was found to be better than that of standard drug. (c) 2007 Elsevier Ltd. All rights reserved.
• ZIGEUNER G.; SCHWEIGER K.; BAIER M.; FUCHSGRUBER A., MONATSH. CHEM., 1978, 109, NO 1, 113-121
  作者：ZIGEUNER G.、 SCHWEIGER K.、 BAIER M.、 FUCHSGRUBER A.

  DOI：——

  日期：——