5-bromo-N-(4,6-dimethylpyridin-2-yl)furan-2-carbothioamide | 173863-47-3

• 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: 5-bromo-N-(4,6-dimethylpyridin-2-yl)furan-2-carbothioamide
• CAS: 173863-47-3
• 化学式: C₁₂H₁₁BrN₂OS
• 分子量: 311.202
• InChiKey: SFXBPRMUUAHDTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-N-(4,6-dimethylpyridin-2-yl)furan-2-carbothioamide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以71%的产率得到N-amino-5-bromo-N'-(4,6-dimethylpyridin-2-yl)furan-2-carboximidamide
  参考文献：
  名称：

  Robert, Jean-Michel; Rideau, Odile; Robert-Piessard, Sylvie, Arzneimittel-Forschung/Drug Research, 1997, vol. 47, # 5, p. 635 - 642

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-4,6-二甲基吡啶 在 吡啶 、 四氯化碳 、 tetraphosphorus decasulfide 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 生成 5-bromo-N-(4,6-dimethylpyridin-2-yl)furan-2-carbothioamide
  参考文献：
  名称：

  Non-carboxylic antiinflammatory compounds. III. N-(4,6-Dimethylpyridin-2-yl)arylcarboxamides and arylthiocarboxamides acting as brain edema inhibitors

  摘要：

  Pharmacomodulation of the non-carboxylic NSAID N-(4,6-dimethylpyridin-2-yl)benzamide 1 led to the synthesis of structurally related furan, thiophene and pyrrole carboxamides 3-14. The derivatives benzenethiocarboxamides 15-18 and heteroaryl-thiocarboxamides 19-22 were also prepared by oxygen/sulfur exchange; this reaction was more efficiently carried out by P4S10 than by Lawesson's reagent. The 20 synthesized compounds were evaluated against peripheral edema by a foot-pad carrageenin-induced edema test. Amides 3-5, 8, 9, 11, 12 and 14 were most active, exhibiting > 90% inhibition after oral administration of 0.8 mmol . kg(-1). Two amides, 3 and 5, were selected for evaluation of their inhibitory activity in PLA(2)-induced brain edema and were found to be more potent than dexamethasone after LP administration.

  DOI：

  10.1016/0223-5234(96)88310-3

文献信息

• Non-carboxylic antiinflammatory compounds. III. N-(4,6-Dimethylpyridin-2-yl)arylcarboxamides and arylthiocarboxamides acting as brain edema inhibitors
  作者：J.M.H. Robert、S Robert-Piessard、J Courant、G Le Baut、B Robert、F Lang、J.Y. Petit、N Grimaud、L Welin

  DOI：10.1016/0223-5234(96)88310-3

  日期：1995.1

  Pharmacomodulation of the non-carboxylic NSAID N-(4,6-dimethylpyridin-2-yl)benzamide 1 led to the synthesis of structurally related furan, thiophene and pyrrole carboxamides 3-14. The derivatives benzenethiocarboxamides 15-18 and heteroaryl-thiocarboxamides 19-22 were also prepared by oxygen/sulfur exchange; this reaction was more efficiently carried out by P4S10 than by Lawesson's reagent. The 20 synthesized compounds were evaluated against peripheral edema by a foot-pad carrageenin-induced edema test. Amides 3-5, 8, 9, 11, 12 and 14 were most active, exhibiting > 90% inhibition after oral administration of 0.8 mmol . kg(-1). Two amides, 3 and 5, were selected for evaluation of their inhibitory activity in PLA(2)-induced brain edema and were found to be more potent than dexamethasone after LP administration.
• Robert, Jean-Michel; Rideau, Odile; Robert-Piessard, Sylvie, Arzneimittel-Forschung/Drug Research, 1997, vol. 47, # 5, p. 635 - 642
  作者：Robert, Jean-Michel、Rideau, Odile、Robert-Piessard, Sylvie、Duflos, Muriel、Le Baut, Guillaume、Grimaud, Nicole、Juge, Marcel、Petit, Jean-Yves

  DOI：——

  日期：——