2-cyano-3-pyridin-3-ylprop-2-enethioamide | 132252-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-cyano-3-pyridin-3-ylprop-2-enethioamide
• 英文别名: 2-Cyano-3-(pyridin-3-yl)prop-2-enethioamide；(Z)-2-cyano-3-pyridin-3-ylprop-2-enethioamide
• CAS: 132252-85-8
• 化学式: C₉H₇N₃S
• 分子量: 189.241
• InChiKey: PNSDADFWVJVLIG-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cyano-3-pyridin-3-ylprop-2-enethioamide 在 哌啶 、 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 ethyl [(5'-acetyl-3'-cyano-6'-methyl-3,4'-bipyridin-2'-yl)thio]acetate
  参考文献：
  名称：

  Synthesis, Reactions, and Antiviral Activity of 5′-Acetyl-6′-methyl-2′-thioxo-1′,2′-dihydro-3,4′-bipyridine-3′-carbonitrile

  摘要：

  Bipyridine-3'0-carbonitrile derivatives 5 reacted with several halogen containing reagents, e. g., 1-chloroacetone, 3-chloropentan-2,4-dione, ethyl chloroacetate, ethyl 2-chloro-3-oxobutanoate, 2-chloroacetamide, chloroacetonitrile, and iodomethane to afford the correspondingthieno [2,3-b]-pyridine derivatives. Considering the data of IR, H-1 NMR, mass spectra and elemental analysis the chemical structures of the newly synthesized heterocyclic compounds elucidated. Cytotoxicity, anti-HSV1, (anti-Herpes Simplex virus type 1) anti-HAV ( Hepatitis A virus), and MBB activity were evaluated for the newly synthesized heterocyclic compounds.

  DOI：

  10.1080/104265090968398
• 作为产物：
  描述：

  3-吡啶甲醛 、 2-氰基硫代乙酰胺 在 哌啶 作用下， 以 乙醇 为溶剂， 以8.2 g的产率得到2-cyano-3-pyridin-3-ylprop-2-enethioamide
  参考文献：
  名称：

  Synthesis, Reactions, and Antiviral Activity of 5′-Acetyl-6′-methyl-2′-thioxo-1′,2′-dihydro-3,4′-bipyridine-3′-carbonitrile

  摘要：

  Bipyridine-3'0-carbonitrile derivatives 5 reacted with several halogen containing reagents, e. g., 1-chloroacetone, 3-chloropentan-2,4-dione, ethyl chloroacetate, ethyl 2-chloro-3-oxobutanoate, 2-chloroacetamide, chloroacetonitrile, and iodomethane to afford the correspondingthieno [2,3-b]-pyridine derivatives. Considering the data of IR, H-1 NMR, mass spectra and elemental analysis the chemical structures of the newly synthesized heterocyclic compounds elucidated. Cytotoxicity, anti-HSV1, (anti-Herpes Simplex virus type 1) anti-HAV ( Hepatitis A virus), and MBB activity were evaluated for the newly synthesized heterocyclic compounds.

  DOI：

  10.1080/104265090968398

文献信息

• Shestopalov, A. M.; Rodinovskaya, L. A.; Litvinov, V. P., Doklady Chemistry, 1990, vol. 314, # 4,6, p. 271 - 275
  作者：Shestopalov, A. M.、Rodinovskaya, L. A.、Litvinov, V. P.、Sharanin, Yu. A.

  DOI：——

  日期：——
• Sharanin, Yu. A.; Shestopalov, A. M.; Nesterov, V. N., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 6.2, p. 1189 - 1196
  作者：Sharanin, Yu. A.、Shestopalov, A. M.、Nesterov, V. N.、Melenchuk, S. N.、Promonenkov, V. K.、et al.

  DOI：——

  日期：——
• Rodinovskaya, L.A.; Shestopalov, A.M.; Litvinov, V.P., Doklady Chemistry, 1994, vol. 339, # 1-3, p. 223 - 226
  作者：Rodinovskaya, L.A.、Shestopalov, A.M.、Litvinov, V.P.

  DOI：——

  日期：——
• Shestopalov, A. M.; Sharanin, Yu. A.; Litvinov, V. P., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 6.2, p. 1179 - 1185
  作者：Shestopalov, A. M.、Sharanin, Yu. A.、Litvinov, V. P.

  DOI：——

  日期：——
• Stereoselective synthesis and tautomeric conversions of pyridyl-substituted 3,4-trans-1,2,3,4-tetrahydropyridines
  作者：A. M. Shestopalov、O. P. Bogomolova、V. P. Litvinov

  DOI：10.1007/bf00961250

  日期：1991.7

  Condensation of pyridinium ylides with pyridylmethylenecyanoacetic ester or pyridylmethylenecyanothioacetamide proceeds stereoselectively to form substituted 4-pyridyl-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates. Substituted 2-(oxo)thio-4-(4-pyridyl)-3-(1-pyridinio)-3,4-trans-1,2,3,4-tetrahydropyridine-6-(olates)thiolates in DMSO-d6 solution exist in tautomeric equilibrium with 4-(4-pyridinio)-3-(1-pyridinio)-1,4-dihydropyridine-2,6-(diolates)-dithiolates.