2-(2-aminoethylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(2-aminoethylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
• 英文别名: 2-(2-Aminoethylsulfanyl)-4-pyrrolidin-1-ylpyridine-3-carbonitrile；2-(2-aminoethylsulfanyl)-4-pyrrolidin-1-ylpyridine-3-carbonitrile
• 化学式: C₁₂H₁₆N₄S
• 分子量: 248.352
• InChiKey: CNHPPONOXIXKTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene 在 氢溴酸 、 溶剂黄146 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 28.0h， 生成 2-(2-aminoethylthio)-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile
  参考文献：
  名称：

  The Synthesis and Antibacterial Activity of Novel 4-Pyrrolidin-3-cyanopyridine Derivatives

  摘要：

  2-Bromo-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile obtained from 2-(1,3-bis(pyrrolidin-1-yl)allylidene)malononitrile has been used as a substrate for the synthesis of new cyanopyridine derivatives: 2-methoxy, 2-phenoxy, 2-aminoethylthio, and 2-thioxo. 4-(Pyrrolidin-1-yl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile 7 in reaction with suitable alkyl and aminoalkyl halides gave respective sulfides. All synthesized compounds were evaluated for their antimicrobial activity against 26 aerobic and anaerobic bacteria. Determined minimal inhibitory concentration values ranged from 6.2 to 100 mu g/mL. Derivatives 1, 3, 4, 6, and 12 were the most active compounds.

  DOI：

  10.1002/jhet.1518

文献信息

• The Synthesis and Antibacterial Activity of Novel 4-Pyrrolidin-3-cyanopyridine Derivatives
  作者：Agnieszka Bogdanowicz、Henryk Foks、Katarzyna Gobis、Anna Kędzia、Ewa Kwapisz、Andrzej Olczak、Marek L. Główka

  DOI：10.1002/jhet.1518

  日期：2013.5

  2-Bromo-4-(pyrrolidin-1-yl)pyridine-3-carbonitrile obtained from 2-(1,3-bis(pyrrolidin-1-yl)allylidene)malononitrile has been used as a substrate for the synthesis of new cyanopyridine derivatives: 2-methoxy, 2-phenoxy, 2-aminoethylthio, and 2-thioxo. 4-(Pyrrolidin-1-yl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile 7 in reaction with suitable alkyl and aminoalkyl halides gave respective sulfides. All synthesized compounds were evaluated for their antimicrobial activity against 26 aerobic and anaerobic bacteria. Determined minimal inhibitory concentration values ranged from 6.2 to 100 mu g/mL. Derivatives 1, 3, 4, 6, and 12 were the most active compounds.