2-甲硫基吡啶-3-醇 | 32637-37-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-甲硫基吡啶-3-醇
• 英文名称: 2-(methylsulfanyl)pyridin-3-ol
• 英文别名: 2-methylsulfanyl-pyridin-3-ol；2-(methylthio)-3-pyridinol；2-methylthio-3-pyridinol；3-Pyridinol, 2-(methylthio)-；2-methylsulfanylpyridin-3-ol
• CAS: 32637-37-9
• 化学式: C₆H₇NOS
• 分子量: 141.194
• InChiKey: LZMQEAWZBGDJCE-UHFFFAOYSA-N

物化性质

• 熔点：
  149-154 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  339.6±27.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)
• 保留指数：
  1805

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-甲硫基吡啶-3-醇 在 甲酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 反应 2.0h， 生成 3-((S)-1-Methyl-pyrrolidin-2-ylmethoxy)-2-methylsulfanyl-pyridine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of pyridine-modified analogs of 3-[2-((S)-pyrrolidinyl)methoxy]pyridine, A-84543, a potent nicotinic acetylcholine receptor agonist

  摘要：

  Analogs of 3-[2-((S)-pyrrolidinyl)methoxy]pyridine (A-84543, 1) with 2-, 4-, 5-, and 6-substituents on the pyridine ring were synthesized. These analogs exhibited Ki values ranging from 0.15 to > 9,000 nM when tested in vitro for neuronal nicotinic acetylcholine receptor binding activity. Assessment of functional activity at subtypes of neuronal nicotinic acetylcholine receptors indicates that pyridine substitution can have a profound effect on efficacy at these subtypes, and several subtype-selective agonists and antagonists have been identified. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00019-5
• 作为产物：
  描述：

  2-溴-3-羟基吡啶 在 sodium hydroxide 、 sodium hydrogensulfide 作用下， 以 水 、 乙二醇 为溶剂， 反应 26.0h， 生成 2-甲硫基吡啶-3-醇
  参考文献：
  名称：

  Katritzky, Alan R.; Grzeskowiak, Nicholas E., Journal of Chemical Research, Miniprint, 1981, # 7, p. 2345 - 2389

  摘要：

  DOI：

文献信息

• Novel Compounds Derived From 5-Thioxylose And Their Use In Therapeutics
  申请人：Barberousse Veronique

  公开号：US20080293768A1

  公开（公告）日：2008-11-27

  The invention relates to novel 5-thioxylose compounds, preferably derivatives of the 5-thioxylopyranose type, to the process for their preparation and to their use as active principles of drugs intended especially for the treatment or prevention of thrombosis or cardiac insufficiency.

  这项发明涉及新颖的5-硫木糖化合物，优选为5-硫木糖吡喃糖类衍生物，以及它们的制备过程和它们作为药物活性成分的用途，主要用于治疗或预防血栓形成或心脏功能不全。
• Synthesis and easy aromatisation of 5-substituted 6-(alkylthio)-2-methoxy-2,3-dihydropyridines. A new approach to the pyridine ring
  作者：Nina A. Nedolya、Nataly I. Schlyakhtina、Lyudmila V. Klyba、Igor A. Ushakov、Sergei V. Fedorov、Lambert Brandsma

  DOI：10.1016/s0040-4039(02)02423-1

  日期：2002.12

  Reaction of lithiated methoxyallene, 1-ethoxyethoxyallene, 1-(methylthio)propyne and 2-butyne with methoxymethyl isothiocyanate, MeOCH2N=C=S followed by methylation affords the imidothioates H2C=C=C(R)C(SMe)=NCH2OMe [R=Me, OMe, OCH(Me)OEt, SMe]. Rearrangement to the fully conjugated Systems H2C=CH-C(R)=C(SMe)-N=CHOMe and subsequent electrocyclisation of these compounds leads to the 5-substituted 6-(methylthio)-2-methoxy-2,3-dihydropyridines with good to excellent yields. In the presence of acidic catalysts or by heating at elevated temperatures these dihydropyridines eliminate methanol to afford 3-substituted 2-(methylthio)pyridines. The aroma compound 2-(methylthio)-3-pyridinol was obtained by acid-catalysed treatment of 3-(1-ethoxyethoxy)-2-(methylthio)pyridine. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Development of a new approach to generation of dihydropyridine ring: First representative of 2-alkylsulfanyl-5,6-dihydropyridin-3(4H)-ones
  作者：N. A. Nedolya、S. V. Tolmachev、L. Brandsma

  DOI：10.1134/s1070428007030311

  日期：2007.3
• ——
  作者：N. A. Nedolya、L. Brandsma、N. I. Slyakhtina、S. V. Fedorov

  DOI：10.1023/a:1019585802386

  日期：——
• KARTITZKY, A. R.;GRZESKOWIAK, N. E., J. CHEM. RES. MICROFICHE, 1981, N 7, 208-209
  作者：KARTITZKY, A. R.、GRZESKOWIAK, N. E.

  DOI：——

  日期：——

表征谱图