2-thioxo-1,2,5,6,7,8,9,10,11,12-decahydrocyclodeca[b]pyridine-3-carbonitrile | 154384-03-9

• 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-thioxo-1,2,5,6,7,8,9,10,11,12-decahydrocyclodeca[b]pyridine-3-carbonitrile
• CAS: 154384-03-9
• 化学式: C₁₄H₁₈N₂S
• 分子量: 246.376
• InChiKey: DHSWUALXTNOWAH-UHFFFAOYSA-N

物化性质

• 熔点：
  >230 °C
• 沸点：
  421.0±38.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  39.58
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-thioxo-1,2,5,6,7,8,9,10,11,12-decahydrocyclodeca[b]pyridine-3-carbonitrile 在 sodium hydroxide 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成
  参考文献：
  名称：

  A convenient synthesis of 5-deaza nonclassical antifolates: Reaction of cyanothioacetamide with sodium salts of 2-(hydroxymethylene)-1-cycloalkanones

  摘要：

  Condensation of cyanothioacetamide with sodium salts of 2-(Hydroxymethylene)-1-cycloalkanones afforded the corresponding pyridine-2(1H)-thiones 4. Compounds 4 served as a key intermediates for the synthesis of condensed 2,4-diaminopyrido[2,3-d]pyridines 7. Compounds 7 were of interest as potential inhibitors of dihydrofolate reductase.

  DOI：

  10.1016/s0040-4020(01)80745-6
• 作为产物：
  描述：

  环癸酮 在 乙醇 、 sodium 、 哌啶乙酸盐 作用下， 以 乙醚 、 水 为溶剂， 反应 120.0h， 生成 2-thioxo-1,2,5,6,7,8,9,10,11,12-decahydrocyclodeca[b]pyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis and antiproliferative activity of 2-chlorophenyl carboxamide thienopyridines

  摘要：

  3-Amino-2-arylcarboxamide-thieno[2,3-b]pyridines are a known class of antiproliferative compounds with activity against the phospholipase C enzyme. To further investigate the structure activity relationships of these derivatives a series of analogues were prepared modifying key functional groups. It was determined that modification of the 3-amino and 2-aryl carboxamide functionalities resulted in complete elimination of activity, whilst modification at C-5 allowed compounds of greater activity to be prepared. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.009