7-bromo-3-chloro[1,2,3]thiadiazolo[3,4-c]benzimidazole | 1005333-32-3

• 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: 7-bromo-3-chloro[1,2,3]thiadiazolo[3,4-c]benzimidazole
• 英文别名: 3-chloro-7-bromobenzimidazo[1,2-c][1,2,3]thiadiazole；11-Bromo-5-chloro-4lambda4-thia-2,3,7-triazatricyclo[6.4.0.02,6]dodeca-1(8),3,4,6,9,11-hexaene；11-bromo-5-chloro-4λ4-thia-2,3,7-triazatricyclo[6.4.0.02,6]dodeca-1(8),3,4,6,9,11-hexaene
• CAS: 1005333-32-3
• 化学式: C₈H₃BrClN₃S
• 分子量: 288.555
• InChiKey: VTBSXTDYEGPLSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-chloro[1,2,3]thiadiazolo[3,4-c]benzimidazole 在 溴 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以86%的产率得到7-bromo-3-chloro[1,2,3]thiadiazolo[3,4-c]benzimidazole
  参考文献：
  名称：

  Synthesis of substituted 2λ4δ2-[1,2,3]thiadiazolo[3,4-c]benzimidazoles and 2λ4δ2-[1,2,3,5]thiatriazolo[3,4-c]benzimidazoles

  摘要：

  Electrophilic substitution reactions in [1,2,3]thiadiazolo[3,4-c]benzimidazoles and [1,2,3,5]thiatriazolo[3,4-c]benzimidazoles and the cyclisation reactions of 5(6)-substituted N-amino-benzimidazol-2-ylmethanols were investigated. Bromo-, dibromo-, nitro-, dinitro-, and methoxy-substituted [1,2,3] thiadiazolo[3,4-c] benzimidazole and [1,2,3,5] thiatriazolo[3,4-c] benzimidazole derivatives were synthesized.

  DOI：

  10.3998/ark.5550190.0013.802

文献信息

• WO2008/16288
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] BENZIMIDAZO[1,2-C][1,2,3]THIADIAZOL-7-SULFONAMIDES AS INHIBITORS OF CARBONIC ANHYDRASE AND THE INTERMEDIATES FOR PRODUCTION THEREOF<br/>[FR] BENZIMIDAZO[1,2-C][1,2,3]THIADIAZOL-7-SULFAMIDES EN TANT QU'INHIBITEURS D'UNE ANHYDRASE CARBONIQUE ET LEURS INTERMÉDIAIRES DE PRODUCTION
  申请人：BIOTECHNOLOGIJOS INST

  公开号：WO2008016288A1

  公开（公告）日：2008-02-07

  [EN] The invention is related to novel compounds - benzimidazo[1,2-c][1,2,3]thiadiazole sulfonamides, corresponding to the general formula (I). The compounds can be used in biomedicine as active ingredients in pharmaceutical formulations, because they inhibit enzymes which participate in disease progression such as glaucome. The compounds of formula (I) inhibits enzymes such as carbonic anhydrases and metallo proteinases. This invention is also related to new intermediate compounds which are used for the synthesis of sulfonamides of formula (I).
  [FR] La présente invention concerne des composés innovants de benzimidazo[1,2-c][1,2,3]thiadiazole sulfamides, correspondant à la formule générale (I). (I) Les composés peuvent être utilisés en bio-médecine en tant que matière active dans des formulations pharmaceutiques parce qu'ils inhibent des enzymes qui participent à la progression d'une maladie telle que le glaucome. Les composés de formule (I) inhibent des enzymes telles que les anhydrases carboniques et les métallo-protéinases. L'invention concerne également des nouveaux composés intermédiaires qui sont utilisés pour la synthèse des sulfamides de formule (I).
• Synthesis of substituted 2λ4δ2-[1,2,3]thiadiazolo[3,4-c]benzimidazoles and 2λ4δ2-[1,2,3,5]thiatriazolo[3,4-c]benzimidazoles
  作者：Linas Labanauskas、Virginija Dudutiene、Gintaras Urbelis、Jonas Sarlauskas、Jurgis Sudzius、Daumantas Matulis、Romualdas Striela、Albinas Zilinskas

  DOI：10.3998/ark.5550190.0013.802

  日期：——

  Electrophilic substitution reactions in [1,2,3]thiadiazolo[3,4-c]benzimidazoles and [1,2,3,5]thiatriazolo[3,4-c]benzimidazoles and the cyclisation reactions of 5(6)-substituted N-amino-benzimidazol-2-ylmethanols were investigated. Bromo-, dibromo-, nitro-, dinitro-, and methoxy-substituted [1,2,3] thiadiazolo[3,4-c] benzimidazole and [1,2,3,5] thiatriazolo[3,4-c] benzimidazole derivatives were synthesized.