1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane] | 436849-08-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane]
• CAS: 436849-08-0
• 化学式: C₁₁H₁₇NS₂
• 分子量: 227.395
• InChiKey: SBCOXJRZFSNLSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane] 在 thallium(III) nitrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以75%的产率得到2-甲基-3,4,6,7-四氢-1H-环戊二烯并[c]吡啶-5-酮
  参考文献：
  名称：

  Synthesis of Hexahydro-2-pyrindine (=Hexahydrocyclopenta[c]pyridine) Derivatives as Conformationally Restricted Analogs of the Nicotinic Ligands Arecolone and Isoarecolone

  摘要：

  Two hexahydropyrindine derivatives. 1,2,3,4,6,7-hexahydro-2-methyl-5H-cyclopenta[c]pyridin-5-one (1) and 1.2.3.4.5.6- hexahydro-2-methyl-7H-cyclopenta[c]pyridin-7-one (2), and their methiodides 14 and 26, respectively, were synthesized. They can be considered rigid analogues of the known nicotinic agonists arecolone (=1-( 1,2,5 6- tetrahydro-l-methylpyridin-3-yl)ethanone) and isoarecolone(= 1-( 1,2,3,6-tetrahydro-1-methylpridin-4-yl)ethanone). The affinity for the central nicotinic receptor were measured on rat cerebral cortex. Although only the methiodide 14. among the four conformationally restricted compounds, shows an appreciable affinity. the results obtained provide useful information on the molecular requirements at the interaction site of the central nicotinic receptors.

  DOI：

  10.1002/1522-2675(200201)85:1<96::aid-hlca96>3.0.co;2-7
• 作为产物：
  描述：

  ethyl 2-(2-ethoxy-2-oxoethyl)cyclopent-1-enecarboxylate 在 叔丁基过氧化氢 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 重铬酸吡啶 、 Celite 、 氯甲酸乙酯 、 对甲苯磺酸 、 三乙胺 作用下， 以 乙二醇二甲醚 、 乙醇 、 氯仿 、 水 、 甲苯 、 苯 为溶剂， 反应 52.0h， 生成 1,2,3,4,6,7-hexahydro-2-methylspiro[5H-cyclopenta[c]pyridine-5,2'-[1,3]dithiolane]
  参考文献：
  名称：

  Synthesis of Hexahydro-2-pyrindine (=Hexahydrocyclopenta[c]pyridine) Derivatives as Conformationally Restricted Analogs of the Nicotinic Ligands Arecolone and Isoarecolone

  摘要：

  Two hexahydropyrindine derivatives. 1,2,3,4,6,7-hexahydro-2-methyl-5H-cyclopenta[c]pyridin-5-one (1) and 1.2.3.4.5.6- hexahydro-2-methyl-7H-cyclopenta[c]pyridin-7-one (2), and their methiodides 14 and 26, respectively, were synthesized. They can be considered rigid analogues of the known nicotinic agonists arecolone (=1-( 1,2,5 6- tetrahydro-l-methylpyridin-3-yl)ethanone) and isoarecolone(= 1-( 1,2,3,6-tetrahydro-1-methylpridin-4-yl)ethanone). The affinity for the central nicotinic receptor were measured on rat cerebral cortex. Although only the methiodide 14. among the four conformationally restricted compounds, shows an appreciable affinity. the results obtained provide useful information on the molecular requirements at the interaction site of the central nicotinic receptors.

  DOI：

  10.1002/1522-2675(200201)85:1<96::aid-hlca96>3.0.co;2-7

文献信息

• Synthesis of Hexahydro-2-pyrindine (=Hexahydrocyclopenta[c]pyridine) Derivatives as Conformationally Restricted Analogs of the Nicotinic Ligands Arecolone and Isoarecolone
  作者：Luca Guandalini、Silvia Dei、Fulvio Gualtieri、Maria Novella Romanelli、Serena Scapecchi、Elisabetta Teodori、Katia Varani

  DOI：10.1002/1522-2675(200201)85:1<96::aid-hlca96>3.0.co;2-7

  日期：2002.1

  Two hexahydropyrindine derivatives. 1,2,3,4,6,7-hexahydro-2-methyl-5H-cyclopenta[c]pyridin-5-one (1) and 1.2.3.4.5.6- hexahydro-2-methyl-7H-cyclopenta[c]pyridin-7-one (2), and their methiodides 14 and 26, respectively, were synthesized. They can be considered rigid analogues of the known nicotinic agonists arecolone (=1-( 1,2,5 6- tetrahydro-l-methylpyridin-3-yl)ethanone) and isoarecolone(= 1-( 1,2,3,6-tetrahydro-1-methylpridin-4-yl)ethanone). The affinity for the central nicotinic receptor were measured on rat cerebral cortex. Although only the methiodide 14. among the four conformationally restricted compounds, shows an appreciable affinity. the results obtained provide useful information on the molecular requirements at the interaction site of the central nicotinic receptors.