4-amino-5-(6-chlorobenzo[d]thiazol-2-ylamino)4H-1,2,4-triazole-3-thiol | 1309653-95-9

• 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: 4-amino-5-(6-chlorobenzo[d]thiazol-2-ylamino)4H-1,2,4-triazole-3-thiol
• 英文别名: 4-Amino-5-(6-chlorobenzo[d]thiazol-2-ylamino)-4h-1,2,4-triazole-3-thiol；4-amino-3-[(6-chloro-1,3-benzothiazol-2-yl)amino]-1H-1,2,4-triazole-5-thione
• CAS: 1309653-95-9
• 化学式: C₉H₇ClN₆S₂
• 分子量: 298.78
• InChiKey: NQKOHVTWYHAQRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-amino-5-(6-chlorobenzo[d]thiazol-2-ylamino)4H-1,2,4-triazole-3-thiol 、 阿司匹林 在 三氯氧磷 作用下， 反应 5.0h， 以66%的产率得到2-(3-(6-chlorobenzo[d]thiazol-2-ylamino)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)phenyl acetate
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of N-(6-chlorobenzo[d]thiazol-2-yl)hydrazine carboxamide derivatives of benzothiazole

  摘要：

  A series of 6-substituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole (6a-g) and 1,3,4-oxadiazole (7a-g, 8) derivatives of benzothiazole were synthesized in satisfactory yield and pharmacologically evaluated for their anti-inflammatory, analgesic, ulcerogenic, and lipid peroxidation activities by known experimental models. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the synthesized compounds have significant anti-inflammatory and analgesic activities. Ulcerogenic and irritative action on the gastrointestinal mucosa, in comparison with standard are low.

  DOI：

  10.1007/s00044-012-0329-y
• 作为产物：
  描述：

  N-(6-chlorobenzo[d]thiazol-2-yl)hydrazinecarboxamide 在 水 、 potassium hydroxide 、 肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 4-amino-5-(6-chlorobenzo[d]thiazol-2-ylamino)4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of N-(6-chlorobenzo[d]thiazol-2-yl)hydrazine carboxamide derivatives of benzothiazole

  摘要：

  A series of 6-substituted-1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole (6a-g) and 1,3,4-oxadiazole (7a-g, 8) derivatives of benzothiazole were synthesized in satisfactory yield and pharmacologically evaluated for their anti-inflammatory, analgesic, ulcerogenic, and lipid peroxidation activities by known experimental models. All the synthesized compounds were in good agreement with elemental and spectral data. Some of the synthesized compounds have significant anti-inflammatory and analgesic activities. Ulcerogenic and irritative action on the gastrointestinal mucosa, in comparison with standard are low.

  DOI：

  10.1007/s00044-012-0329-y

文献信息

• Synthesis and <i>in vitro</i> antimicrobial activity of novel <i>N</i>-(6-chlorobenzo[<i>d</i>]thiazol-2-yl) hydrazine carboxamide derivatives of benzothiazole class
  作者：Sadaf J. Gilani、Suroor A. Khan、Nadeem Siddiqui、Suraj P. Verma、Pooja Mullick、Ozair Alam

  DOI：10.3109/14756366.2010.508441

  日期：2011.6.1

  In this study, a series of novel 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole (6a-g) and 1,3,4-oxadiazole (7a-g, 8) were synthesized from N-(6-chlorobenzo[d]thiazol-2-yl) hydrazine carboxamide derivatives of benzothiazole class. Antimicrobial properties of the title compound derivatives were investigated against one Gram (+) bacteria (Staphylococcus aureus), three Gram (-) bacteria (Escherichia coli, Pseudomonas

  在这项研究中，一系列新的1,2,4-三唑-[3,4-b] -1,3,4-噻二唑（6a-g）和1,3,4-恶二唑（7a-g，8 ）由苯并噻唑类的N-（6-氯苯并[d]噻唑-2-基）肼甲酰胺衍生物合成。研究了标题化合物衍生物对一种革兰氏阳性细菌（金黄色葡萄球菌），三种革兰氏细菌（-），铜绿假单胞菌，肺炎克雷伯菌和五种真菌（白色念珠菌，黑曲霉，黄曲霉，使用连续平板稀释法提取紫癜和柠檬青霉。抗菌和抗真菌筛选数据的研究表明，所有测试的化合物在DMSO中的12.5-100 µg / mL均显示出中等至良好的抑制作用。