3,4,5,6-tetrahydro-2-(methylthio)-pyridine hydroiodide | 20169-55-5

• 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: 3,4,5,6-tetrahydro-2-(methylthio)-pyridine hydroiodide
• 英文别名: 2-methylthio-3,4,5,6-tetrahydropyridinium iodide；6-methylsulfanyl-2,3,4,5-tetrahydro-pyridine; hydriodide；6-Methylmercapto-2,3,4,5-tetrahydro-pyridin; Hydrojodid；3,4,5,6-tetrahydro-2-methylthiopyridine hydroiodide；2-methylthio-3,4,5,6-tetrahydropyridine hydriodide；1-aza-2-methyl-thio-1-cyclohexene hydroiodide；6-Methylsulfanyl-2,3,4,5-tetrahydropyridin-1-ium;iodide
• CAS: 20169-55-5
• 化学式: C₆H₁₁NS*HI
• 分子量: 257.138
• InChiKey: ORQWWDARNGVCCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.55
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3,5-三嗪 、 3,4,5,6-tetrahydro-2-(methylthio)-pyridine hydroiodide 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以36%的产率得到1,5,6,7-四氢吡啶并[2,3-d]嘧啶
  参考文献：
  名称：

  Inverse Electron Demand Diels-Alder Reactions of Heterocyclic Azadienes: [4 + 2] Cycloaddition Reaction of Amidines with 1,3,5-Triazines

  摘要：

  A detailed study of the scope of the amidine Diels-Alder reaction with 1,3,5-triazines is described. The thermal reaction of amidines with symmetrical 1,3,5-triazines proceeds with in situ amidine to 1,1-diaminoethene tautomerization, [4 + 2] cycloaddition with the 1,3,5-triazine, loss of ammonia from the initial Diels-Alder adduct with imine generation, imine to enamine tautomerization, and retro Diels-Alder loss of ethyl cyanoformate to provide substituted 4-aminopyrimidines in excellent conversions. The reaction proceeds best with the amidine hydrochloride salts at intermediate reaction temperatures (90-100 degrees C) in polar, aprotic solvents, is rather invariant to the ratio of dienophile-diene used (1:2 congruent to 1:1 congruent to 2:1), and is subject to triazine substitutent effects characteristic of an inverse electron demand Diels-Alder reaction (R = CO(2)Et > R = H >> R = SCH3). Notably, the generality of the amidine [4 + 2] cycloaddition reaction with 1,3,5-triazines which has been extended to include cyclic amidines effectively addresses the limitations of the alternative ynamine or N,O-ketene acetal dienophiles. A comparative examination of amidines, thioimidates, and imidates revealed that amidines are uniquely suited for use in this reaction cascade.

  DOI：

  10.1021/jo00096a044
• 作为产物：
  描述：

  哌啶酮 在 tetraphosphorus decasulfide 、 sodium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 75.0h， 生成 3,4,5,6-tetrahydro-2-(methylthio)-pyridine hydroiodide
  参考文献：
  名称：

  Substituted 2-Iminopiperidines as Inhibitors of Human Nitric Oxide Synthase Isoforms

  摘要：

  A series of analogues of 2-iminopiperidine have been prepared and shown to be potent inhibitors of the human nitric oxide synthase (NOS) isoforms. Methyl substitutions on the 4-position (3) or 4- and 6-positions (8) afforded the most potent analogues. These compounds exibited IC50 values of 0.1 and 0.08 mu M, respectively, for hiNOS inhibition. Substitution with cyclohexylmethyl at the 6-position (13) afforded an inhibitor that showed the best selectivity for hiNOS versus heNOS (heNOS IC50/hiNOS IC50 = 64). Following oral administration, inhibitors were found to decrease serum nitrite/nitrate levels in an in vivo rat endotoxin assay. This series of 2-iminopiperidines were prepared via the described synthetic methodologies. The effect of ring substitutions on potency and selectivity for this class of cyclic amidines as NOS inhibitors is described.

  DOI：

  10.1021/jm9705059

文献信息

• Platinum chelates of 2-hydrazino-azoles
  申请人：American Cyanamid Company

  公开号：US04550169A1

  公开（公告）日：1985-10-29

  This disclosure describes platinum chelates of 2-hydrazino-1-aza (or 1,3-diaza,1-oxa-3-aza or 1-thia-3-aza)-1-cyclo-alkenes which possess activity as antitumor agents.

  这份披露描述了2-肼基-1-氮杂环(或1,3-二氮杂环，1-氧杂-3-氮杂环或1-硫杂-3-氮杂环)-1-环烷烯的铂螯合物，它们具有作为抗肿瘤剂的活性。
• 2-hydrazino-1H-imidazoles
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0146711A2

  公开（公告）日：1985-07-03

  This disclosure describes platinum chelates of 2- hydrazino-1-aza(or 1,3-diaza)-1-cyclo-alkenes which possess activity as antitumor agents.

  本公开介绍了具有抗肿瘤活性的 2- 肼基-1-氮杂（或 1,3-二氮杂）-1-环烯的铂螯合物。
• SPIRO TETRACYCLIC COMPOUND
  申请人：MOCHIDA PHARMACEUTICAL CO., LTD.

  公开号：EP2020411A1

  公开（公告）日：2009-02-04

  Disclosed is an anti-coagulant which has extremely excellent inhibitory effect on FXa and an extremely poor inhibitory effect on hERG channel, and can be administered through the oral route. Specifically, dislosed is a compound represented by the formula (I) or a pharmaceutically acceptable salt thereof.

  本发明公开了一种抗凝血剂，它对 FXa 的抑制效果极佳，而对 hERG 通道的抑制效果极差，可通过口服途径给药。具体而言，公开了一种由式（I）代表的化合物或其药学上可接受的盐。
• EP2020411
  申请人：——

  公开号：——

  公开（公告）日：——
• Pyrrolo[1,2-a]imidazole and imidazo[1,2-a]pyridine immunomodulators
  申请人：FISONS CORPORATION

  公开号：EP0150255B1

  公开（公告）日：1990-12-12