3-((2-methylpyridin-3-yl)oxy)-5-(pyridin-2-ylthio)pyridine 1-oxide | 1422376-51-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((2-methylpyridin-3-yl)oxy)-5-(pyridin-2-ylthio)pyridine 1-oxide
• 英文别名: 5-(2-methylpyridin-3-yloxy)-3-(pyridin-2-ylthio)pyridine 1-oxide；3-(2-Methylpyridin-3-yl)oxy-1-oxido-5-pyridin-2-ylsulfanylpyridin-1-ium；3-(2-methylpyridin-3-yl)oxy-1-oxido-5-pyridin-2-ylsulfanylpyridin-1-ium
• CAS: 1422376-51-9
• 化学式: C₁₆H₁₃N₃O₂S
• 分子量: 311.364
• InChiKey: MYTYUHFMAZZKEA-UHFFFAOYSA-N

物化性质

• 沸点：
  565.5±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((2-methylpyridin-3-yl)oxy)-5-(pyridin-2-ylthio)pyridine 1-oxide 在 三氟甲磺酸酐 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以24.7%的产率得到3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-2-ylsulfinyl)pyridine 1-oxide
  参考文献：
  名称：

  An Efficient, Regioselective Amination of 3,5-Disubstituted Pyridine N-Oxides Using Saccharin as an Ammonium Surrogate

  摘要：

  A process for the regioselective amination of unsymmetrical 3,5-substituted pyridine N-oxides has been developed utilizing cheap, readily available saccharin as an ammonium surrogate. High conversions of the corresponding saccharin adducts have been achieved under mild reaction conditions. In situ deprotection under acidic conditions allows for a one-pot process to substituted aminopyridines. High regioselectivities were obtained from a variety of 3,5-disubstituted pyridine N-oxides.

  DOI：

  10.1021/ol303218p
• 作为产物：
  描述：

  2-巯基吡啶 、 3-羟基-2-甲基吡啶 、 3,5-二溴吡啶氮氧化物-1 在 potassium phosphate 、 异丁酰胺 作用下， 以 乙二醇二甲醚 为溶剂， 反应 24.0h， 以68.8%的产率得到3-((2-methylpyridin-3-yl)oxy)-5-(pyridin-2-ylthio)pyridine 1-oxide
  参考文献：
  名称：

  [EN] CRYSTALLINE FORMS OF (1S)-1-[5-({3-[(2-METHYLPYRIDIN-3-YL)OXY]-5-(PYRIDIN-2-YLSULFANYL)PYRIDIN-2-YL}AMINO)-1,2,4-THIADIAZOL-3-YL]ETHANE-1,2-DIOL
  [FR] FORMES CRISTALLINES DE (1S)-1-[5-({3-[(2-MÉTHYLPYRIDIN-3-YL)OXY]-5-(PYRIDIN-2-YLSULFANYL)PYRIDIN-2-YL}AMINO)-1,2,4-THIADIAZOL-3-YL]ÉTHANE-1,2-DIOL

  摘要：

  公开号：

  WO2014074940A9

文献信息

• CRYSTALLINE FORMS OF (1S)-1-[5-(AMINO)-1,2,4-THIADIAZOL-3-YL]ETHANE-1,2-DIOL
  申请人：Array BioPharma Inc.

  公开号：US20150299182A1

  公开（公告）日：2015-10-22

  The present invention relates to crystalline polymorph forms of (1S)-1-[5-(3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-2-ylsulfanyl)pyridin-2-yl}amino)-1,2,4-thiadiazol-3-yl]ethane-1,2-diol, to pharmaceutical compositions comprising such crystalline polymorph forms, and to processes for preparing them. The invention further relates to methods of treatment of diabetes related disorders comprising administering such solid-state forms or compositions thereof to a subject, and to use of such crystalline polymorph forms in the manufacture of medicaments.

  本发明涉及(1S)-1-[5-(3-[(2-甲基吡啶-3-基)氧基]-5-(吡啶-2-基硫基)吡啶-2-基}氨基)-1,2,4-噻二唑-3-基]乙烷-1,2-二醇的晶体多形形式，以及包含这种晶体多形形式的制药组合物，以及制备它们的方法。本发明还涉及将这种固态形式或其组合物用于治疗与糖尿病相关的疾病的方法，以及使用这种晶体多形形式制造药物。
• [EN] CRYSTALLINE FORMS OF (1S)-1-[5-({3-[(2-METHYLPYRIDIN-3-YL)OXY]-5-(PYRIDIN-2-YLSULFANYL)PYRIDIN-2-YL}AMINO)-1,2,4-THIADIAZOL-3-YL]ETHANE-1,2-DIOL<br/>[FR] FORMES CRISTALLINES DE (1S)-1-[5-({3-[(2-MÉTHYLPYRIDIN-3-YL)OXY]-5-(PYRIDIN-2-YLSULFANYL)PYRIDIN-2-YL}AMINO)-1,2,4-THIADIAZOL-3-YL]ÉTHANE-1,2-DIOL
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2014074940A9

  公开（公告）日：2014-08-07
• CRYSTALLINE FORMS OF (1S)-1-[5-({3-[(2-METHYLPYRIDIN-3-YL)OXY]-5-(PYRIDIN-2-YLSULFANYL)PYRIDIN-2-YL}AMINO)-1,2,4-THIADIAZOL-3-YL]ETHANE-1,2-DIOL
  申请人：Array Biopharma, Inc.

  公开号：EP2917213A1

  公开（公告）日：2015-09-16
• An Efficient, Regioselective Amination of 3,5-Disubstituted Pyridine <i>N</i>-Oxides Using Saccharin as an Ammonium Surrogate
  作者：Robert P. Farrell、Maria Victoria Silva Elipe、Michael D. Bartberger、Jason S. Tedrow、Filisaty Vounatsos

  DOI：10.1021/ol303218p

  日期：2013.1.4

  A process for the regioselective amination of unsymmetrical 3,5-substituted pyridine N-oxides has been developed utilizing cheap, readily available saccharin as an ammonium surrogate. High conversions of the corresponding saccharin adducts have been achieved under mild reaction conditions. In situ deprotection under acidic conditions allows for a one-pot process to substituted aminopyridines. High regioselectivities were obtained from a variety of 3,5-disubstituted pyridine N-oxides.