spiro(2H-benzimidazole-2-cyclopentane) 1,3-dioxide | 38629-55-9

• 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: spiro(2H-benzimidazole-2-cyclopentane) 1,3-dioxide
• 英文别名: spiro[benzimidazole-2,1'-cyclopentane] 1,3-dioxide；spiro[benzoimidazole-2,1'-cyclopentane] 1,3-dioxide；2,2-tetramethylene-2H-benzimidazole 1,3-dioxide；2,2-Tetramethylenisobenzimidazol-1,3-dioxid；3-oxidospiro[benzimidazol-1-ium-2,1'-cyclopentane] 1-oxide
• CAS: 38629-55-9
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: QZCVQCBKKCGVGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  spiro(2H-benzimidazole-2-cyclopentane) 1,3-dioxide 以78%的产率得到
  参考文献：
  名称：

  LATHAM D. W. S.; METH-COHN O.; SUSCHITZKY H.; HERBERT J. A. L., J. CHEM. SOC. PERKIN TRANS., PART 1 , 1977, NO 5, 470-478

  摘要：

  DOI：
• 作为产物：
  描述：

  苯并呋咱 以78%的产率得到
  参考文献：
  名称：

  LATHAM D. W. S.; METH-COHN O.; SUSCHITZKY H.; HERBERT J. A. L., J. CHEM. SOC. PERKIN TRANS., PART 1 , 1977, NO 5, 470-478

  摘要：

  DOI：

文献信息

• Synthesis of 2H-benzimidazole 1,3-dioxides, separase inhibitors, by reaction of o-benzoquinone dioximes with ketones
  作者：Elena Chugunova、Vladimir Samsonov、Nurgali Akylbekov、Dmitrii Mazhukin

  DOI：10.1016/j.tet.2017.05.078

  日期：2017.7

  The synthesis of novel 2H-benzimidazole 1,3-dioxides on the basis of o-benzoquinone dioximes interaction with ketones in the presence of acids is described. Nitration of these compounds by nitric acid in acetic acid yields the 5-nitro derivatives of 2H-benzimidazole 1,3-dioxide.

  描述了在酸存在下，基于邻苯醌二肟与酮的相互作用，合成新颖的2 H-苯并咪唑1,3-二氧化物。用硝酸在乙酸中硝化这些化合物，得到2 H-苯并咪唑1，3-二氧化物的5-硝基衍生物。
• Formation of 2h-benzimidazole-l,3-dioxides by reaction of benzofuroxans with alcohols and alkyl halides in the presence of acids
  作者：V. A. Samsonov、L. B. Volodarskii、V. Shamirzaeva

  DOI：10.1007/bf01169943

  日期：1994.4
• Second generation of 2H-benzimidazole 1,3-dioxide derivatives as anti-trypanosomatid agents: Synthesis, biological evaluation, and mode of action studies
  作者：Mariana Boiani、Lucía Boiani、Alicia Merlino、Paola Hernández、Agustina Chidichimo、Juan J. Cazzulo、Hugo Cerecetto、Mercedes González

  DOI：10.1016/j.ejmech.2009.06.014

  日期：2009.11

  Exploring the influence of different substitution patterns of 2H-benzimidazole 1,3-dioxide derivatives (BzNO) we prepared fifteen new derivatives. Initially the BzNO were tested against Trypanosoma cruzi Tulahuen 2 strain epimastigote form rendering very potent anti-T. cruzi agents. Moreover, the BzNO were able to inhibit the growth of virulent and resistant to Benznidazole strains (CL Brener clone, Colombiana, and Y strains) and to Leishmania braziliensis. Interestingly, BzNO exhibited very high selectivity index and particularly the spiro-BzNO 13 provokes an important diminution of amastigotes in Vero cells. Besides, it was found a diminution of acetate and glycine as excreted metabolites but without increase of parasite glucose uptake indicating that the glycosome is probably not involucrate in the 2H-benzimidazole 1,3-dioxides mechanism of action. (C) 2009 Elsevier Masson SAS. All rights reserved.
• LATHAM D. W. S.; METH-COHN O.; SUSCHITZKY H.; HERBERT J. A. L., J. CHEM. SOC. PERKIN TRANS., PART 1 <JCPK-BH>, 1977, NO 5, 470-478
  作者：LATHAM D. W. S.、 METH-COHN O.、 SUSCHITZKY H.、 HERBERT J. A. L.

  DOI：——

  日期：——