1-甲基-4-苯基硫基吡啶-1-鎓碘化物 | 73840-42-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 1-甲基-4-苯基硫基吡啶-1-鎓碘化物
• 中文别名: N-[3-(二甲氨基)丙基]-5-甲氧基-1H-吲哚-2-甲酰胺
• 英文名称: 1-methyl-4-thiophenoxypyridinium iodide
• 英文别名: N-methyl-4-(phenylthio)pyridinium iodide；1-methyl-4-phenylsulfanyl-pyridinium; iodide；1-Methyl-4-phenylmercapto-pyridinium; Jodid；1-Methyl-4-(phenylthio)pyridinium iodide；1-methyl-4-phenylsulfanylpyridin-1-ium;iodide
• CAS: 73840-42-3
• 化学式: C₁₂H₁₂NS*I
• 分子量: 329.204
• InChiKey: IQDNSAKKVJFFPE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-甲基-4-苯基硫基吡啶-1-鎓碘化物 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.25h， 生成
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel 4-substituted 1-methyl-1,2,3,6-tetrahydropyridine analogs of MPTP

  摘要：

  The exceptionally good MAO-B substrate properties of several 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) derivatives have prompted studies to evaluate the corresponding properties of tetrahydropyridines bearing heteroatom-linked groups at C-4. The 1-methyl-4-phenoxy-1,2,3,6-tetrahydropyridine analog proved to be an excellent MAO-B substrate. Unlike analogs bearing hydrocarbon substituents at C-4, the resulting dihydropyridinium metabolite did not undergo further oxidation to the pyridinium compound but rather underwent hydrolytic cleavage. This observation has led to studies designed to explore the possibility of developing novel, nontoxic derivatives of MPTP bearing potential pharmacologically active leaving groups at C-4. In this paper we report the results of synthetic and metabolic studies on a series of tetrahydropyridine analogs of MPTP with oxygen, sulfur, and carbamoyloxy derivatives on C-4 which serve as model compounds to evaluate the scope of this prodrug concept.

  DOI：

  10.1021/jm00101a026
• 作为产物：
  描述：

  4-氯吡啶 生成 1-甲基-4-苯基硫基吡啶-1-鎓碘化物
  参考文献：
  名称：

  Studies in the Cyanine Dye Series. IX. 4,4'-Pyridocyanines and 4-Pyrido-4'-cyanines

  摘要：

  DOI：

  10.1021/ja01291a064

文献信息

• Beyond the Cyanine Limit:  Peierls Distortion and Symmetry Collapse in a Polymethine Dye
  作者：Laren M. Tolbert、Xiaodong Zhao

  DOI：10.1021/ja9626953

  日期：1997.4.1

  Theory predicts that cyanine dyes and related linear systems undergo symmetry collapse and bond localization at long chain lengths. Beyond this ''cyanine limit'', the properties of these systems do not extrapolate from their shorter counterparts. To test this prediction, dipyridocyanines have been synthesized and shown to undergo such symmetry collapse with chain lengths as short as 13.