1-methyl-2-((N-tert-butylamino)methyl)benzimidazole | 170891-64-2

• 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: 1-methyl-2-((N-tert-butylamino)methyl)benzimidazole
• 英文别名: 2-methyl-N-[(1-methylbenzimidazol-2-yl)methyl]propan-2-amine
• CAS: 170891-64-2
• 化学式: C₁₃H₁₉N₃
• 分子量: 217.314
• InChiKey: FEYZLGUSPLWZQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(bis(trimethylsilyl)amido)zinc(II) 、 1-methyl-2-((N-tert-butylamino)methyl)benzimidazole 以 甲苯 为溶剂， 生成 zinc;bis(trimethylsilyl)azanide;tert-butyl-[(1-methylbenzimidazol-2-yl)methyl]azanide
  参考文献：
  名称：

  Evidence of Reversible N-H Exchange in a Three-Coordinate Amidozinc Complex. Syntheses and Structures of 1-Methyl-2-((N-tert-butylamino)methyl)benzimidazole Complexes of Zinc

  摘要：

  1-Methyl-2-((N-tert-butylamino)methyl)benzimidazole 1 reacts with 1 equiv of Zn[N(SiMe(3))(2)](2) in nonpolar solvents (benzene, toluene) yielding the monomeric, 3-coordinate, planar amidozinc complex 3 and HN(SiMe(3))(2). Compound 3 has been characterized by H-1 and C-13 NMR spectroscopy, elemental. analysis, and X-ray crystallography. The crystal structure of this complex at -100 degrees C (monoclinic, P2(1)/n, a = 8.468(2) Angstrom, b = 18.700(4) Angstrom, c = 15.551-(2) Angstrom, beta = 98.10(2)degrees, Z = 4, R = 4.43%, R(W) 5.35%) shows two short, equivalent amidozinc bonds of 1.874(4) Angstrom and 1.887(4) Angstrom and a longer Zn-N coordinate covalent bond of 2.067(4) Angstrom to the benzimidazole N atom. No evidence of Zn- = N+ double bond character is found even though a N lone pair and an ''empty'', p-like Zn orbital are geometrically arranged for favorable overlap. Magnetization transfer studies show reversible, degenerate exchange between 3 and 1 at 40 degrees C. Compound 3 undergoes rapid, irreversible protonolysis with HNMe(2) to produce 1, HN(SiMe(3))(2), and a white precipitate. Addition of 1 to a Et(2)O solution of ZnCl2 immediately forms a white precipitate of 2. Single crystals of 2 were grown from CH2Cl2 solutions. The molecular structure of 2, determined by X-ray crystallography at -100 degrees C (monoclinic, P2(1)/n, a = 7.622(2) Angstrom, b = 14.378 (3) Angstrom, c 14.476(3) Angstrom, beta = 104.91(2)degrees, Z = 4, R = 3.14%, R(W) = 3.61%), shows the Zn atom in a distorted tetrahedral environment. Bonding between Zn and N atoms in four-coordinate 2 and three-coordinate 3 is compared.

  DOI：

  10.1021/ic00128a019

文献信息

• Novel Lipopeptides as Antibacterial Agents
  申请人：Hill Jason

  公开号：US20090011977A1

  公开（公告）日：2009-01-08

  The present invention relates to novel lipopeptide compounds. The invention also relates to pharmaceutical compositions of these compounds and methods of using these compounds as antibacterial compounds. The invention also relates to methods of producing these novel lipopeptide compounds and intermediates used in producing these compounds.

  本发明涉及新型脂肽化合物。本发明还涉及这些化合物的药物组合物以及将这些化合物用作抗菌化合物的方法。本发明还涉及生产这些新型脂肽化合物的方法以及用于生产这些化合物的中间体。
• US7408025B2
  申请人：——

  公开号：US7408025B2

  公开（公告）日：2008-08-05