6-chloro-3-((4-fluorophenyl)thio)-N-(4-methylthiazol-2-yl)picolinamide | 1165796-01-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-chloro-3-((4-fluorophenyl)thio)-N-(4-methylthiazol-2-yl)picolinamide
• CAS: 1165796-01-9
• 化学式: C₁₆H₁₁ClFN₃OS₂
• 分子量: 379.866
• InChiKey: VMNKXNAZDOGPDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.04
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-chloro-3-((4-fluorophenyl)thio)-N-(4-methylthiazol-2-yl)picolinamide 、 4-甲基-4H-3-巯基-1,2,4-三氮唑 在 potassium tert-butylate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 20.0h， 以75%的产率得到3-(4-fluoro-phenylsulfanyl)-6-(4-methyl-4H-[1,2,4]triazol-3-yl-sulfanyl)-N-(4-methylthiazole-2-yl)-2-pyridine carboxamide
  参考文献：
  名称：

  Discovery of novel 3,6-disubstituted 2-pyridinecarboxamide derivatives as GK activators

  摘要：

  A novel class of 3,6-disubstituted 2-pyridinecarboxamide derivatives was designed based on X-ray analysis of the 2-aminobenzamide lead class. Subsequent chemical modi. cation led to the discovery of potent GK activators which eliminate potential toxicity concerns associated with an aniline group of the lead structure. Compound 7 demonstrated glucose lowering effect in a rat OGTT model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.137
• 作为产物：
  描述：

  3,6-dichloro-N-(4-methyl-thiazole-2-yl)-2-pyridine carboxamide 、 对氟苯硫酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以77%的产率得到6-chloro-3-((4-fluorophenyl)thio)-N-(4-methylthiazol-2-yl)picolinamide
  参考文献：
  名称：

  Discovery of novel 3,6-disubstituted 2-pyridinecarboxamide derivatives as GK activators

  摘要：

  A novel class of 3,6-disubstituted 2-pyridinecarboxamide derivatives was designed based on X-ray analysis of the 2-aminobenzamide lead class. Subsequent chemical modi. cation led to the discovery of potent GK activators which eliminate potential toxicity concerns associated with an aniline group of the lead structure. Compound 7 demonstrated glucose lowering effect in a rat OGTT model. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.137