3-(4-chlorophenyl-1-(2-thienyl)-3-oxopropyl)propanedinitrile | 82137-59-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-chlorophenyl-1-(2-thienyl)-3-oxopropyl)propanedinitrile
• 英文别名: [1-(4-Chlorophenyl)-3-oxo-3-(thiophen-2-yl)propyl]propanedinitrile；2-[1-(4-chlorophenyl)-3-oxo-3-thiophen-2-ylpropyl]propanedinitrile
• CAS: 82137-59-5
• 化学式: C₁₆H₁₁ClN₂OS
• 分子量: 314.795
• InChiKey: MRVHNBRDNDBDAW-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C(Solv: ethanol (64-17-5))
• 沸点：
  571.7±50.0 °C(Predicted)
• 密度：
  1.328±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  92.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl-1-(2-thienyl)-3-oxopropyl)propanedinitrile 在 morpholinium hydrosulfide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以71%的产率得到4-(4-chlorophenyl)-6-(thien-2-yl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  Promonenkov, V. K.; Shestopalov, A. M.; Sharanin, Yu. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 9, p. 1797 - 1802

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-chlorophenyl)-1-(thiophen-2-yl)prop-2-en-1-one 、 丙二腈 在 吗啉 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以89%的产率得到3-(4-chlorophenyl-1-(2-thienyl)-3-oxopropyl)propanedinitrile
  参考文献：
  名称：

  Synthesis, Bioassay, and Molecular Field Topology Analysis of Diverse Vasodilatory Heterocycles

  摘要：

  A diverse training set composed of 76 in-house synthesized and 61 collected from the literature was subjected to molecular field topology analysis. This resulted in a high-quality quantitative structure-activity relationships model (R-2 = 0.932, Q(2) = 0.809) which was used for the topological functional core identification and prediction of vasodilatory activity of 19 novel pyridinecarbonitriles, which turned out to be active in experimental bioassay.

  DOI：

  10.1021/ci400723m

文献信息

• Sharanin, Yu. A.; Promonenkov, V. K.; Shestopalov, A. M., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 548 - 556
  作者：Sharanin, Yu. A.、Promonenkov, V. K.、Shestopalov, A. M.

  DOI：——

  日期：——
• SHARANIN, YU. A.;PROMONENKOV, V. K.;SHESTOPALOV, A. M., ZH. ORGAN. XIMII, 1982, 18, N 3, 630-640
  作者：SHARANIN, YU. A.、PROMONENKOV, V. K.、SHESTOPALOV, A. M.

  DOI：——

  日期：——
• PROMONENKOV, V. K.;SHESTOPALOV, A. M.;SHARANIN, YU. A.;LITVINOV, V. P.;RO+, ZH. ORGAN. XIMII, 1985, 21, N 9, 1963-1968
  作者：PROMONENKOV, V. K.、SHESTOPALOV, A. M.、SHARANIN, YU. A.、LITVINOV, V. P.、RO+

  DOI：——

  日期：——
• Promonenkov, V. K.; Shestopalov, A. M.; Sharanin, Yu. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 9, p. 1797 - 1802
  作者：Promonenkov, V. K.、Shestopalov, A. M.、Sharanin, Yu. A.、Litvinov, V. P.、Rodinovskaya, L. A.、et al.

  DOI：——

  日期：——
• Synthesis, Bioassay, and Molecular Field Topology Analysis of Diverse Vasodilatory Heterocycles
  作者：Polina V. Oliferenko、Alexander A. Oliferenko、Adel S. Girgis、Dalia O. Saleh、Aladdin M. Srour、Riham F. George、Girinath G. Pillai、Chandramukhi S. Panda、C. Dennis Hall、Alan R. Katritzky

  DOI：10.1021/ci400723m

  日期：2014.4.28

  A diverse training set composed of 76 in-house synthesized and 61 collected from the literature was subjected to molecular field topology analysis. This resulted in a high-quality quantitative structure-activity relationships model (R-2 = 0.932, Q(2) = 0.809) which was used for the topological functional core identification and prediction of vasodilatory activity of 19 novel pyridinecarbonitriles, which turned out to be active in experimental bioassay.