5-acetyl-2-amino-3-carbohydrazide-4-methylthiophene | 1224375-05-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-acetyl-2-amino-3-carbohydrazide-4-methylthiophene
• 英文别名: 5-Acetyl-2-amino-4-methylthiophene-3-carbohydrazide
• CAS: 1224375-05-6
• 化学式: C₈H₁₁N₃O₂S
• 分子量: 213.26
• InChiKey: HRMYTUAHUXYZTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 5-acetyl-2-amino-3-carbohydrazide-4-methylthiophene 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 6-acetyl-3-amino-5-methyl-2-sulfanylidene-1H-thieno[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis, biological and medicinal significance of S-glycosido-thieno[2,3-d]-pyrimidines as new anti-inflammatory and analgesic agents

  摘要：

  Several 2-thioglycosides were prepared. Glycosylation of 2-thioxo-thieno[2,3-d]-pyrimidines 5a,b with 1-bromo-2,3,5-tri-O-acetyl-alpha-D-arabinofuranosyle 7, 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl and galacto-pyranosyl bromide 8a,b gave the protected beta-n-nuclosides 10a,b and 13a-d in high yields, which were transformed to deacetylated derivatives 14a,b and 15a-d. The structures of the compounds were elucidated by spectral and elemental analysis. Anti-inflammatory and Analgesic activities screening of the new compounds (at a dose of 100 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method exhibited that the deacetylated derivatives 14a,b and 15a-d possess highly promising activities. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.056
• 作为产物：
  描述：

  5-乙酰基-2-氨基-4-甲基噻吩-3-羧酸乙酯 在 一水合肼 作用下， 反应 4.5h， 以78%的产率得到5-acetyl-2-amino-3-carbohydrazide-4-methylthiophene
  参考文献：
  名称：

  Synthesis, biological and medicinal significance of S-glycosido-thieno[2,3-d]-pyrimidines as new anti-inflammatory and analgesic agents

  摘要：

  Several 2-thioglycosides were prepared. Glycosylation of 2-thioxo-thieno[2,3-d]-pyrimidines 5a,b with 1-bromo-2,3,5-tri-O-acetyl-alpha-D-arabinofuranosyle 7, 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl and galacto-pyranosyl bromide 8a,b gave the protected beta-n-nuclosides 10a,b and 13a-d in high yields, which were transformed to deacetylated derivatives 14a,b and 15a-d. The structures of the compounds were elucidated by spectral and elemental analysis. Anti-inflammatory and Analgesic activities screening of the new compounds (at a dose of 100 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method exhibited that the deacetylated derivatives 14a,b and 15a-d possess highly promising activities. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.056

文献信息

• Synthesis, biological and medicinal significance of S-glycosido-thieno[2,3-d]-pyrimidines as new anti-inflammatory and analgesic agents
  作者：Hend N. Hafez、Abdel-Rahman B.A. El-Gazzar、Galal A.M. Nawwar

  DOI：10.1016/j.ejmech.2009.12.056

  日期：2010.4

  Several 2-thioglycosides were prepared. Glycosylation of 2-thioxo-thieno[2,3-d]-pyrimidines 5a,b with 1-bromo-2,3,5-tri-O-acetyl-alpha-D-arabinofuranosyle 7, 2,3,4,6-tetra-O-acetyl-alpha-D-glucopyranosyl and galacto-pyranosyl bromide 8a,b gave the protected beta-n-nuclosides 10a,b and 13a-d in high yields, which were transformed to deacetylated derivatives 14a,b and 15a-d. The structures of the compounds were elucidated by spectral and elemental analysis. Anti-inflammatory and Analgesic activities screening of the new compounds (at a dose of 100 mg/kg body weight) utilizing in vivo acute carrageenan-induced paw oedema standard method exhibited that the deacetylated derivatives 14a,b and 15a-d possess highly promising activities. (C) 2010 Elsevier Masson SAS. All rights reserved.