1-(2-bromo-5-methoxybenzoyl)thiosemicarbazide | 286440-10-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-bromo-5-methoxybenzoyl)thiosemicarbazide
• 英文别名: [(2-bromo-5-methoxybenzoyl)amino]thiourea
• CAS: 286440-10-6
• 化学式: C₉H₁₀BrN₃O₂S
• 分子量: 304.167
• InChiKey: HSFDOBQDGDYOQP-UHFFFAOYSA-N

物化性质

• 熔点：
  190-192 °C
• 密度：
  1.622±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-bromo-5-methoxybenzoyl)thiosemicarbazide 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以89%的产率得到5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Synthesis, Characterization, and Antiproliferative Activity of 2-(2-Bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2b][1,2,4]triazoles

  摘要：

  Eight new 2-(2-bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2-b][1,2,4]triazoles were synthesized by treating 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol with phenacyl bromides. The new products were characterized by spectroscopic and analytical methods. Five of the new compounds were evaluated for their antiproliferative activity. 2-(2-Bromo-5-methoxyphenyl)-6-(3,4-dihydroxyphenyl)-1,3-thiazolo[3,2-b] [1,2,4]triazole exhibited promising activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

  DOI：

  10.1080/10426500902775646
• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲酸甲酯 在 盐酸 、 一水合肼 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 1-(2-bromo-5-methoxybenzoyl)thiosemicarbazide
  参考文献：
  名称：

  某些生物活性的2-溴-5-甲氧基-N'-[4-（芳基）-1,3-噻唑-2-基]苯并酰肼衍生物的合成。

  摘要：

  制备了八种新颖的2-溴-5-甲氧基-N'-[4-（芳基）-1,3-噻唑-2-基]苯并酰肼衍生物，并通过分析和光谱分析对其进行了表征。筛选所有化合物的镇痛，抗真菌和抗菌活性，并筛选其中三种化合物的抗增殖活性。新合成的两种化合物显示出有希望的镇痛活性，一种化合物显示出体外的抗增殖活性。

  DOI：

  10.1016/j.ejmech.2006.09.010

文献信息

• The One Step Synthesis of 2-(2-Bromo-5- methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2-<i>b</i>]- 1,2,4-triazol-6-(5<i>H</i>)-ones and the Evaluation of the Anticonvulsant Activity
  作者：K. K. Vijaya Raj、B. Narayana

  DOI：10.1080/10426500500544170

  日期：2006.9.1

  A smooth one-step synthesis of 2-(2-bromo-5-methoxyphenyl)-5-(3-arylidene)-1,3-thiazolo[3,2- b ]-1,2,4-triazol-6-(5H )-ones (4a-n) is described. The newly prepared compounds are characterized by analytical and IR, H-1 NMR, C-13 NMR, and FABMS spectral analysis. A few compounds are screened for anticonvulsant activity. Compounds 4i and 4n exhibit promising anticonvulsant activity and are recommended for further studies.
• Synthesis, Characterization, and Antiproliferative Activity of 2-(2-Bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2<i>b</i>][1,2,4]triazoles
  作者：B. Narayana、K. K. Vijaya Raj、B. K. Sarojini

  DOI：10.1080/10426500902775646

  日期：2010.1.29

  Eight new 2-(2-bromo-5-methoxyphenyl)-6-aryl-1,3-thiazolo[3,2-b][1,2,4]triazoles were synthesized by treating 5-(2-bromo-5-methoxyphenyl)-4H-1,2,4-triazole-3-thiol with phenacyl bromides. The new products were characterized by spectroscopic and analytical methods. Five of the new compounds were evaluated for their antiproliferative activity. 2-(2-Bromo-5-methoxyphenyl)-6-(3,4-dihydroxyphenyl)-1,3-thiazolo[3,2-b] [1,2,4]triazole exhibited promising activity. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
• Synthesis of some bioactive 2-bromo-5-methoxy-N′-[4-(aryl)-1,3-thiazol-2-yl]benzohydrazide derivatives
  作者：K.K. Vijaya Raj、B. Narayana、B.V. Ashalatha、N. Suchetha Kumari、B.K. Sarojini

  DOI：10.1016/j.ejmech.2006.09.010

  日期：2007.3

  Eight novel 2-bromo-5-methoxy-N'-[4-(aryl)-1,3-thiazol-2-yl]benzohydrazide derivatives were prepared and characterized by analytical and spectral analyses. All the compounds were screened for their analgesic, antifungal and antibacterial activities and three of the compounds were screened for antiproliferative activity. Two of the newly synthesized compounds exhibited promising analgesic activity and

  制备了八种新颖的2-溴-5-甲氧基-N'-[4-（芳基）-1,3-噻唑-2-基]苯并酰肼衍生物，并通过分析和光谱分析对其进行了表征。筛选所有化合物的镇痛，抗真菌和抗菌活性，并筛选其中三种化合物的抗增殖活性。新合成的两种化合物显示出有希望的镇痛活性，一种化合物显示出体外的抗增殖活性。