2H-苯并咪唑-2-酮,1-氨基-1,3-二氢-,腙(9CI) | 139883-61-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 2H-苯并咪唑-2-酮,1-氨基-1,3-二氢-,腙(9CI)
• 英文名称: 1-amino-2-hydrazinobenzimidazole
• 英文别名: 2-Hydrazinyl-1H-benzo[d]imidazol-1-amine；2-hydrazinylbenzimidazol-1-amine
• CAS: 139883-61-7
• 化学式: C₇H₉N₅
• 分子量: 163.182
• InChiKey: TUMLDHMRIOZXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2H-苯并咪唑-2-酮,1-氨基-1,3-二氢-,腙(9CI) 在 哌啶 作用下， 以 异丙醇 为溶剂， 反应 4.0h， 生成 2-(3,5-dimethylpyrazol-1-yl)-1-(4-nitrobenzylidene)aminobenzimidazole
  参考文献：
  名称：

  1-Amino-2-hydrazinobenzimidazole and its reactions with some carbonyl compounds

  摘要：

  1-Amino-2-hydrazinobenzimidazole was obtained for the first time by treating 1-aminobenzimidazole-2-sulfonic acid with hydrazine hydrate. This compound readily condensed with aromatic aldehydes involving both amino groups. The condensation with 2,4-pentanedione affords 1-amino-2-(3,5-dimethylpyrazol-1-yl)benzimidazole, and with alpha-ketoacids in glacial acetic acid yields mixtures of 10-acetylamino-3-R-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-ones and 4-amino-2-R-1,2,4-triazino[2,3-a]benzimidazol-3(4H)-ones.

  DOI：

  10.1134/s1070428014050182
• 作为产物：
  描述：

  1-氨基苯并咪唑-2-磺酸 在 一水合肼 作用下， 反应 2.5h， 以93%的产率得到2H-苯并咪唑-2-酮,1-氨基-1,3-二氢-,腙(9CI)
  参考文献：
  名称：

  1-Amino-2-hydrazinobenzimidazole and its reactions with some carbonyl compounds

  摘要：

  1-Amino-2-hydrazinobenzimidazole was obtained for the first time by treating 1-aminobenzimidazole-2-sulfonic acid with hydrazine hydrate. This compound readily condensed with aromatic aldehydes involving both amino groups. The condensation with 2,4-pentanedione affords 1-amino-2-(3,5-dimethylpyrazol-1-yl)benzimidazole, and with alpha-ketoacids in glacial acetic acid yields mixtures of 10-acetylamino-3-R-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-ones and 4-amino-2-R-1,2,4-triazino[2,3-a]benzimidazol-3(4H)-ones.

  DOI：

  10.1134/s1070428014050182

文献信息

• Сyclization of 1-amino-2-hydrazinobenzimidazole treated with carbon disulfide. Synthesis of 9-amino-2,9-dihydro-3Н-[1,2,4]triazolo[4,3-а]benzimidazole-3-thione and its derivatives
  作者：T. A. Kuzmenko、L. N. Divaeva、A. S. Morkovnik、G. S. Borodkin、M. S. Korobov

  DOI：10.1134/s1070428017050165

  日期：2017.5

  1-Amino-2-hydrazinobenzimidazole when treated with carbon disulfide underwent a regioselective cyclization involving the hydrazino group to form 9-amino-2,9-dihydro-3De-[1,2,4]triazolo[4,3-D degrees]benzimidazole-3-thione. Being an N-amine this compound gives Schiff bases with aromatic aldehydes, and as thione in DMF at a temperature not exceeding 60A degrees C it is successfully alkylated, particularly by functionalized alkylating agents, affording the corresponding sulfanylmethyl derivatives. In boiling DMF, as it is demonstrated by an example of benzyl chlorides, NNH2 group also undergoes alkylation that unexpectedly results in 4-benzylidenamino-3-benzylsulfanyltriazolobenzimidazoles.
• [EN] INHIBITORS OF HEPATITIS C VIRUS<br/>[FR] INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：PRESIDIO PHARMACEUTICALS INC

  公开号：WO2013163466A1

  公开（公告）日：2013-10-31

  A class of compounds that inhibit Hepatitis C Virus (HCV) is disclosed, along with compositions containing the compound, and methods of using the composition for treating individuals infected with HCV. The invention is intended to include all isotopically labeled analogs of the compounds of the invention. Isotopes include those atoms having the same atomic number but different mass.
• 1-Amino-2-hydrazinobenzimidazole and its reactions with some carbonyl compounds
  作者：T. A. Kuz’menko、V. V. Kuz’menko、L. N. Divaeva、A. S. Morkovnik、G. S. Borodkin

  DOI：10.1134/s1070428014050182

  日期：2014.5

  1-Amino-2-hydrazinobenzimidazole was obtained for the first time by treating 1-aminobenzimidazole-2-sulfonic acid with hydrazine hydrate. This compound readily condensed with aromatic aldehydes involving both amino groups. The condensation with 2,4-pentanedione affords 1-amino-2-(3,5-dimethylpyrazol-1-yl)benzimidazole, and with alpha-ketoacids in glacial acetic acid yields mixtures of 10-acetylamino-3-R-1,2,4-triazino[4,3-a]benzimidazol-4(10H)-ones and 4-amino-2-R-1,2,4-triazino[2,3-a]benzimidazol-3(4H)-ones.