Carbamic acid, (2-methoxy-1-methyl-1H-imidazole-4,5-diyl)bis(methylene) ester | 117120-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Carbamic acid, (2-methoxy-1-methyl-1H-imidazole-4,5-diyl)bis(methylene) ester
• 英文别名: [2-methoxy-1-methyl-5-(propan-2-ylcarbamoyloxymethyl)imidazol-4-yl]methyl N-propan-2-ylcarbamate
• CAS: 117120-93-1
• 化学式: C₁₅H₂₆N₄O₅
• 分子量: 342.395
• InChiKey: NLDMBZXRZXZSFO-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C
• 密度：
  1.22±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  dimethyl 1-methyl-2-methoxyimidazole-4,5-dicarboxylate 在 lithium aluminium tetrahydride 、 dibutyltin diacetate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 Carbamic acid, (2-methoxy-1-methyl-1H-imidazole-4,5-diyl)bis(methylene) ester
  参考文献：
  名称：

  Design, synthesis, antineoplastic activity, and chemical properties of bis(carbamate) derivatives of 4,5-bis(hydroxymethyl)imidazole

  摘要：

  A series of bis(carbamate) derivatives of 1,2-substituted 4,5-bis(hydroxymethyl)imidazoles were prepared and evaluated against murine P388 lymphocytic leukemia. Electron-withdrawing substituents at either N-1 or C-2 gave rise to inactive compounds. However, electron-donating substituents gave active compounds and the 2-(methylthio)-1-methyl derivative 2i (carmethizole), as the bis(N-methylcarbamate), was found to be very active. The derivative 2i, referred to by the name carmethizole, was also shown to be active against the MX-1 mammary xenograft, the human amelanotic melanoma cell line (LOX) xenograft, the M5076 sarcoma, and L1210 lymphocytic leukemia. The solution stability, water solubility, pKa, and log P of carmethizole are also reported.

  DOI：

  10.1021/jm00121a023

文献信息

• ANDERSON, W. K.;BHATTACHARJEE, D.;HOUSTON, D. M., J. MED. CHEM., 32,(1989) N, C. 119-127
  作者：ANDERSON, W. K.、BHATTACHARJEE, D.、HOUSTON, D. M.

  DOI：——

  日期：——
• Bis (acyloxymethyl) imidazole Derivative
  申请人：THE RESEARCH FOUNDATION OF STATE UNIVERSITY OF NEW YORK

  公开号：EP0313724B1

  公开（公告）日：1995-08-09