5-ethyl 2-amino-3-(N-hydroxymethylene-carbohydrazide)-4-methylthiophenecarboxylate | 1083065-59-1

• 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-ethyl 2-amino-3-(N-hydroxymethylene-carbohydrazide)-4-methylthiophenecarboxylate
• 英文别名: Ethyl 5-amino-4-(formamidocarbamoyl)-3-methylthiophene-2-carboxylate
• CAS: 1083065-59-1
• 化学式: C₁₀H₁₃N₃O₄S
• 分子量: 271.297
• InChiKey: XXKZFVBZXPHXRF-UHFFFAOYSA-N

物化性质

• 密度：
  1.367±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-ethyl 2-amino-3-(N-hydroxymethylene-carbohydrazide)-4-methylthiophenecarboxylate 在 tetraphosphorus decasulfide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 以78%的产率得到5-ethyl 2-amino-3-(1,3,4-thiadiazol-2-yl)-4-methylthiophenecarboxylate
  参考文献：
  名称：

  Design and synthesis of 3-pyrazolyl-thiophene, thieno[2,3-d]pyrimidines as new bioactive and pharmacological activities

  摘要：

  Two series of 5-ethyl-2-amino-3-pyrazolyl-4- methylthiophenecarboxylate and 2-thioxo-N-3-aminothieno[ 2,3-d]pyrimidines were prepared from 3,5-diethyl-2-amino-4-methylthio-phenecaboxylate and evaluated as anti-inflammatory, analgesic and ulcerogenic activities. Among the compounds studied, compounds which containing the substituted hydrazide at C-3 position 7, 16, and 17a showed more potent anti-inflammatory and analgesic activities than the standard drug (Indomethacin and Aspirin), along without ulcerogenity. While compounds 2, 5, 9, 10, and 11c showed moderate activities. Some of the newly synthesized compounds have good to excellent antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.071
• 作为产物：
  描述：

  甲酸 、 5-ethyl 2-amino-3-carbohydrazide-4-methylthiophenecarboxylate 反应 6.0h， 以80%的产率得到5-ethyl 2-amino-3-(N-hydroxymethylene-carbohydrazide)-4-methylthiophenecarboxylate
  参考文献：
  名称：

  Design and synthesis of 3-pyrazolyl-thiophene, thieno[2,3-d]pyrimidines as new bioactive and pharmacological activities

  摘要：

  Two series of 5-ethyl-2-amino-3-pyrazolyl-4- methylthiophenecarboxylate and 2-thioxo-N-3-aminothieno[ 2,3-d]pyrimidines were prepared from 3,5-diethyl-2-amino-4-methylthio-phenecaboxylate and evaluated as anti-inflammatory, analgesic and ulcerogenic activities. Among the compounds studied, compounds which containing the substituted hydrazide at C-3 position 7, 16, and 17a showed more potent anti-inflammatory and analgesic activities than the standard drug (Indomethacin and Aspirin), along without ulcerogenity. While compounds 2, 5, 9, 10, and 11c showed moderate activities. Some of the newly synthesized compounds have good to excellent antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.08.071

文献信息

• Design and synthesis of 3-pyrazolyl-thiophene, thieno[2,3-d]pyrimidines as new bioactive and pharmacological activities
  作者：H.N. Hafez、A.B.A. El-Gazzar

  DOI：10.1016/j.bmcl.2008.08.071

  日期：2008.10

  Two series of 5-ethyl-2-amino-3-pyrazolyl-4- methylthiophenecarboxylate and 2-thioxo-N-3-aminothieno[ 2,3-d]pyrimidines were prepared from 3,5-diethyl-2-amino-4-methylthio-phenecaboxylate and evaluated as anti-inflammatory, analgesic and ulcerogenic activities. Among the compounds studied, compounds which containing the substituted hydrazide at C-3 position 7, 16, and 17a showed more potent anti-inflammatory and analgesic activities than the standard drug (Indomethacin and Aspirin), along without ulcerogenity. While compounds 2, 5, 9, 10, and 11c showed moderate activities. Some of the newly synthesized compounds have good to excellent antimicrobial activity. (C) 2008 Elsevier Ltd. All rights reserved.