2-acetamido-2-deoxy-β-D-galactopyranosyl N,N-dimethyldithiocarbamate | 1190838-70-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-acetamido-2-deoxy-β-D-galactopyranosyl N,N-dimethyldithiocarbamate
• 英文别名: Gal-N-Ac DNDTCB；[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] N,N-dimethylcarbamodithioate；[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] N,N-dimethylcarbamodithioate
• CAS: 1190838-70-0
• 化学式: C₁₁H₂₀N₂O₅S₂
• 分子量: 324.422
• InChiKey: RPNBGHNLLNTXOI-SPFKKGSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 甲醇 、 sodium methylate 作用下， 反应 2.0h， 生成 2-acetamido-2-deoxy-β-D-galactopyranosyl N,N-dimethyldithiocarbamate
  参考文献：
  名称：

  Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

  摘要：

  A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacterium tuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-beta-D-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.095