diethyl 2-[[(6-methoxycarbonyl-1,3-benzothiazol-2-yl)amino]methylidene]propanedioate | 141523-89-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: diethyl 2-[[(6-methoxycarbonyl-1,3-benzothiazol-2-yl)amino]methylidene]propanedioate
• CAS: 141523-89-9
• 化学式: C₁₇H₁₈N₂O₆S
• 分子量: 378.406
• InChiKey: QDJUZKZYXPYAHT-UHFFFAOYSA-N

物化性质

• 沸点：
  469.6±55.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  103.82
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-[[(6-methoxycarbonyl-1,3-benzothiazol-2-yl)amino]methylidene]propanedioate 反应 0.5h， 以23%的产率得到3-O-ethyl 8-O-methyl 4-oxopyrimido[2,1-b][1,3]benzothiazole-3,8-dicarboxylate
  参考文献：
  名称：

  Synthesis and benzodiazepine receptor binding of some 4H-pyrimido[2,1-b]benzothiazol-4-ones

  摘要：

  Synthesis and ability to displace [H-3]diazepam binding from rat brain membranes of the 3-(alkoxycarbonyl)-4H-pyrimido[2,1-b]benzothiazol-4-ones 3a-p and related compounds 10-12 are described. It has been found that some compounds bind to the benzodiazepine receptor (BZR) with potency greater than chlordiazepoxide. From a structure-affinity point of view the substitution at 6-position of pyrimido[2,1-b]benzothiazole nucleus was found conductive to higher affinity. In vitro data (GABA ratio) lend support to the fact that the most active compounds 3j, l might possess agonist properties at BZR.

  DOI：

  10.1016/0223-5234(92)90058-9
• 作为产物：
  描述：

  2-氨基苯并噻唑-6-甲酸甲酯 、 乙氧基甲叉丙二酸二乙酯 以 甲苯 为溶剂， 反应 15.0h， 以42%的产率得到diethyl 2-[[(6-methoxycarbonyl-1,3-benzothiazol-2-yl)amino]methylidene]propanedioate
  参考文献：
  名称：

  Synthesis and benzodiazepine receptor binding of some 4H-pyrimido[2,1-b]benzothiazol-4-ones

  摘要：

  Synthesis and ability to displace [H-3]diazepam binding from rat brain membranes of the 3-(alkoxycarbonyl)-4H-pyrimido[2,1-b]benzothiazol-4-ones 3a-p and related compounds 10-12 are described. It has been found that some compounds bind to the benzodiazepine receptor (BZR) with potency greater than chlordiazepoxide. From a structure-affinity point of view the substitution at 6-position of pyrimido[2,1-b]benzothiazole nucleus was found conductive to higher affinity. In vitro data (GABA ratio) lend support to the fact that the most active compounds 3j, l might possess agonist properties at BZR.

  DOI：

  10.1016/0223-5234(92)90058-9

文献信息

• Synthesis and benzodiazepine receptor binding of some 4H-pyrimido[2,1-b]benzothiazol-4-ones
  作者：G Trapani、M Franco、A Latrofa、G Genchi、G Liso

  DOI：10.1016/0223-5234(92)90058-9

  日期：1992.1

  Synthesis and ability to displace [H-3]diazepam binding from rat brain membranes of the 3-(alkoxycarbonyl)-4H-pyrimido[2,1-b]benzothiazol-4-ones 3a-p and related compounds 10-12 are described. It has been found that some compounds bind to the benzodiazepine receptor (BZR) with potency greater than chlordiazepoxide. From a structure-affinity point of view the substitution at 6-position of pyrimido[2,1-b]benzothiazole nucleus was found conductive to higher affinity. In vitro data (GABA ratio) lend support to the fact that the most active compounds 3j, l might possess agonist properties at BZR.