2-Methylpyrimidino[4',5':4,5]-thiazolo[3,2-a]benzimidazol-4-thiol | 202604-97-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-Methylpyrimidino[4',5':4,5]-thiazolo[3,2-a]benzimidazol-4-thiol
• 英文别名: 4-methyl-8-thia-1,3,5,10-tetrazatetracyclo[7.7.0.02,7.011,16]hexadeca-2(7),4,9,11,13,15-hexaene-6-thione
• CAS: 202604-97-5
• 化学式: C₁₂H₈N₄S₂
• 分子量: 272.354
• InChiKey: WVYYDNVHPZILLW-UHFFFAOYSA-N

物化性质

• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴-2-氯乙酰苯胺 、 2-Methylpyrimidino[4',5':4,5]-thiazolo[3,2-a]benzimidazol-4-thiol 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以42%的产率得到N-(4-bromophenyl)-2-[(4-methyl-8-thia-1,3,5,10-tetrazatetracyclo[7.7.0.02,7.011,16]hexadeca-2(7),3,5,9,11,13,15-heptaen-6-yl)sulfanyl]acetamide
  参考文献：
  名称：

  Synthesis and reactions of new 4-chloro-2-methylpyrimidino[4′,5′:4,5]thiazolo[3,2-a]-benzimidazoles

  摘要：

  4-Chloro-2-methylpyrimidino [4',5':4,5]thiazolo[3,2-a]benzimidazole (3) was prepared by chlorination of 2 which could also be converted directly to 2-methylpyrimidino [4',5':4,5]- thiazolo[3,2-a] benzimidazol-4-thiol (4). Nucleophilic substitution of 3 with alcohols, phenols, primary amines, secondary amines, sodium azide, and mercaptoacetic acid gave the corresponding derivatives. The thiol derivative 4 was reacted with alkyl/aralkyl halides, phenacyl bromide derivatives, bromoacetone, chloroanilides, bromomalonic ester, and ethyl bromoacetate to afford compounds of potential pharmacological interest.

  DOI：

  10.1007/bf00807563
• 作为产物：
  描述：

  4-chloro-2-methylpyrimidino[4',5':4,5]thiazolo[3,2-a]benzimidazole 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以62%的产率得到2-Methylpyrimidino[4',5':4,5]-thiazolo[3,2-a]benzimidazol-4-thiol
  参考文献：
  名称：

  Synthesis and reactions of new 4-chloro-2-methylpyrimidino[4′,5′:4,5]thiazolo[3,2-a]-benzimidazoles

  摘要：

  4-Chloro-2-methylpyrimidino [4',5':4,5]thiazolo[3,2-a]benzimidazole (3) was prepared by chlorination of 2 which could also be converted directly to 2-methylpyrimidino [4',5':4,5]- thiazolo[3,2-a] benzimidazol-4-thiol (4). Nucleophilic substitution of 3 with alcohols, phenols, primary amines, secondary amines, sodium azide, and mercaptoacetic acid gave the corresponding derivatives. The thiol derivative 4 was reacted with alkyl/aralkyl halides, phenacyl bromide derivatives, bromoacetone, chloroanilides, bromomalonic ester, and ethyl bromoacetate to afford compounds of potential pharmacological interest.

  DOI：

  10.1007/bf00807563