3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine | 792895-46-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine
• 英文别名: 3-[(3-Chlorophenyl)sulfanylmethyl]-1-methylpiperidine
• CAS: 792895-46-6
• 化学式: C₁₃H₁₈ClNS
• 分子量: 255.812
• InChiKey: VTMDJPMTXDBRTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine 在 盐酸 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 4.0h， 生成 3-(3-chlorophenylsulfanylmethyl)piperidine
  参考文献：
  名称：

  Synthesis and Analgesic Activity of Some Side-Chain Modified Anpirtoline Derivatives

  摘要：

  New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side-chains containing piperidine or pyrrolidine rings, compounds 4 containing 8-azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side-chains. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3-MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3-5 were compared with that of anpirtoline.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y
• 作为产物：
  描述：

  3-(氯甲基)-1-甲基哌啶 、 3-氯苯硫酚 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 生成 3-(3-chlorophenylsulfanylmethyl)-1-methylpiperidine
  参考文献：
  名称：

  Synthesis and Analgesic Activity of Some Side-Chain Modified Anpirtoline Derivatives

  摘要：

  New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side-chains containing piperidine or pyrrolidine rings, compounds 4 containing 8-azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side-chains. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3-MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3-5 were compared with that of anpirtoline.

  DOI：

  10.1002/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y

文献信息

• Synthesis and Analgesic Activity of Some Side-Chain Modified Anpirtoline Derivatives
  作者：Stanislav Rádl、Petr Hezký、Jan Proška、Lucie Hejnová、Ivan Krejcí

  DOI：10.1002/(sici)1521-4184(20005)333:5<107::aid-ardp107>3.0.co;2-y

  日期：2000.5

  New derivatives of anpirtoline and deazaanpirtoline modified in the side chain have been synthesized. The series includes compounds 3 with side-chains containing piperidine or pyrrolidine rings, compounds 4 containing 8-azabicyclo[3.2.1]octane moiety, and compounds 5 having piperazine ring in their side-chains. Their receptor binding profiles (5-HT1A, 5-HT1B) and analgesic activity (hot plate, acetic acid induced writhing) have been studied. Optimized structures (PM3-MOPAC, Alchemy 2000, Tripos Inc.) of the synthesized compounds 3-5 were compared with that of anpirtoline.