4-<1-(4-Methyl-piperazinyl)>-benzylidenmalonitril | 66883-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-<1-(4-Methyl-piperazinyl)>-benzylidenmalonitril
• 英文别名: [4-(4-methyl-piperazin-1-yl)-benzylidene]-malononitrile；[4-(4-Methylpiperazin-1-yl)benzylidene]malononitrile；2-[[4-(4-methylpiperazin-1-yl)phenyl]methylidene]propanedinitrile
• CAS: 66883-96-3
• 化学式: C₁₅H₁₆N₄
• mdl: MFCD06214519
• 分子量: 252.319
• InChiKey: FVHVBUBHTCVYEU-UHFFFAOYSA-N

物化性质

• 熔点：
  154 °C(Solv: ethanol (64-17-5))
• 沸点：
  442.1±45.0 °C(Predicted)
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-氨基-2-硫脲嘧啶 、 4-<1-(4-Methyl-piperazinyl)>-benzylidenmalonitril 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以76%的产率得到7-amino-6-cyano-5-[4-(4-methyl-piperazinyl)phenyl]-2-thioxopyrido[2,3-d]pyrimidin-4(1H)-one
  参考文献：
  名称：

  用作镇痛和抗炎药的4-取代吡啶并[2,3- d ]嘧啶-4（1 H）-one的合成

  摘要：

  4-取代吡啶并[2,3- d ]嘧啶-4（1 ħ） -酮4A - Ç由4-取代的二氢吡啶并[2,3-的氧化合成d ]嘧啶-4（1 ħ） -酮3a - c依次由芳基丙二腈1a - c和6-氨基硫尿嘧啶2制备。研究了化合物4a – c对某些试剂（如甲酰胺，二硫化碳，尿素，硫脲，甲酸和乙酸）的反应性。通过光谱手段和元素分析对所有合成的化合物进行表征。化合物4c表现出64％和72％的镇痛活性。而且，化合物4b显示出50％和65％的抗炎活性。有趣的是，这些化合物显示出参比阿司匹林和双氯芬酸的溃疡指数的三分之一。

  DOI：

  10.1016/j.bmcl.2009.05.044
• 作为产物：
  描述：

  丙二腈 、 对氟苯甲醛 、 N-甲基哌嗪 以37%的产率得到
  参考文献：
  名称：

  BRUNSKILL J. S. A.; VAS A. DE; VAS G. M. F., SYNTH. COMMUN., 1978, 8, NO 1, 1-7

  摘要：

  DOI：

文献信息

• Synthesis of [1,2,4]triazolo[1,5-a]pyridines of potential PGE2 inhibitory properties
  作者：Adel S. Girgis、Flora F. Barsoum

  DOI：10.1016/j.ejmech.2008.09.049

  日期：2009.5

  A variety of 5-amino-6,8-dicyano-1H-[1,2,4]triazolo[1,5-a]pyridin-4-ium-2-thiolate containing compounds 3a-i, 5a-c were prepared via reaction of arylidenemalononitriles la-c, 4a and 4b with 2[(substituted amino)thiocarbonyl]cyanoacetohydrazides 2a-d in refluxing ethanol in the presence of triethylamine. Anti-inflammatory activity screening of the synthesized compounds (at a dose of 50 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method in rats exhibited that the prepared heterocycles possess considerable pharmacological properties especially, 3f, 3h, 5b and 5c which reveal remarkable activities relative to indomethacin (which was used as a reference standard at a dose of 10 mg/kg body weight). PGE(2) inhibitory properties of the highly promising synthesized anti-inflammatory active agents (3f, 3h, 5b and 5c) were determined by PGE2 assay kit technique, which reveal remarkable activity coinciding greatly with the observed anti-inflammatory properties. Anti-tumor activity screening of 3b and 3e, as representative examples of the synthesized compounds, at a dose of 10 mu M utilizing 59 different human tumor cell lines, representing leukemia, melanoma and cancers of the lung, colon, brain, ovary, breast, prostate and kidney exhibited that the tested compounds reflect mild or no activity at all against most of the used human tumor cell lines. However, compound 3e reveals considerable anti-tumor properties against leukemia CCRF-CEM and HL-60(TB) cell line. (C) 2008 Elsevier Masson SAS. All rights reserved.
• Synthesis of 4-substituted pyrido[2,3-d]pyrimidin-4(1H)-one as analgesic and anti-inflammatory agents
  作者：Abdel-Rahman B.A. El-Gazzar、Hend N. Hafez

  DOI：10.1016/j.bmcl.2009.05.044

  日期：2009.7

  4-Substituted-pyrido[2,3-d]pyrimidin-4(1H)-ones 4a–c were synthesized by oxidation of 4-substituted-dihydropyrido[2,3-d]pyrimidin-4(1H)-ones 3a–c which were in turn prepared from arylidenemalononitriles 1a–c and 6-aminothiouracil 2. The reactivity of compounds 4a–c towards some reagents such as formamide, carbon disulfide, urea, thiourea, formic and acetic acids were studied. All the synthesized compounds

  4-取代吡啶并[2,3- d ]嘧啶-4（1 ħ） -酮4A - Ç由4-取代的二氢吡啶并[2,3-的氧化合成d ]嘧啶-4（1 ħ） -酮3a - c依次由芳基丙二腈1a - c和6-氨基硫尿嘧啶2制备。研究了化合物4a – c对某些试剂（如甲酰胺，二硫化碳，尿素，硫脲，甲酸和乙酸）的反应性。通过光谱手段和元素分析对所有合成的化合物进行表征。化合物4c表现出64％和72％的镇痛活性。而且，化合物4b显示出50％和65％的抗炎活性。有趣的是，这些化合物显示出参比阿司匹林和双氯芬酸的溃疡指数的三分之一。
• BRUNSKILL J. S. A.; VAS A. DE; VAS G. M. F., SYNTH. COMMUN., 1978, 8, NO 1, 1-7
  作者：BRUNSKILL J. S. A.、 VAS A. DE、 VAS G. M. F.

  DOI：——

  日期：——