(1,5-Bis-tert-butylamino-5-phosphono-pentyl)-phosphonic acid | 137408-02-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: (1,5-Bis-tert-butylamino-5-phosphono-pentyl)-phosphonic acid
• 英文别名: [1,5-Bis(tert-butylamino)-5-phosphonopentyl]phosphonic acid；[1,5-bis(tert-butylamino)-5-phosphonopentyl]phosphonic acid
• CAS: 137408-02-7
• 化学式: C₁₃H₃₂N₂O₆P₂
• 分子量: 374.354
• InChiKey: QQNUHZDEEPODKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  151
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 盐酸 作用下， 反应 8.0h， 以40%的产率得到(1,5-Bis-tert-butylamino-5-phosphono-pentyl)-phosphonic acid
  参考文献：
  名称：

  Synthesis and antibacterial evaluation of phosphonic acid analogues of diaminopimelic acid

  摘要：

  Diaminopimelic acid is an essential amino acid in the peptidoglycan of Gram-negative bacteria, mycobacteria and some Gram-positive bacteria. It can be used as a target for the development of antibacterial agents. In this article the synthesis of a series of phosphonic acid analogues of this diamino-dicarboxylic acid is described: mono- and diphosphonic acid derivatives as well as their homologues, N-alkyl analogues and some peptidyl derivatives. A phenylphosphinic derivative was also prepared. All the prepared compounds were tested for their antibacterial activity against a series of Gram-positive, Gram-negative and mycobacteria. They were also tested as possible inhibitors of the UDP-MurNAc-L-Ala-gamma-D-Glu: meso-DAP synthetase. No significant biological activity was found.

  DOI：

  10.1016/0223-5234(91)90146-e

文献信息

• Synthesis and antibacterial evaluation of phosphonic acid analogues of diaminopimelic acid
  作者：I van Assche、M Soroka、A Haemers、M Hooper、D Blanot、J van Heijenoort

  DOI：10.1016/0223-5234(91)90146-e

  日期：1991.7

  Diaminopimelic acid is an essential amino acid in the peptidoglycan of Gram-negative bacteria, mycobacteria and some Gram-positive bacteria. It can be used as a target for the development of antibacterial agents. In this article the synthesis of a series of phosphonic acid analogues of this diamino-dicarboxylic acid is described: mono- and diphosphonic acid derivatives as well as their homologues, N-alkyl analogues and some peptidyl derivatives. A phenylphosphinic derivative was also prepared. All the prepared compounds were tested for their antibacterial activity against a series of Gram-positive, Gram-negative and mycobacteria. They were also tested as possible inhibitors of the UDP-MurNAc-L-Ala-gamma-D-Glu: meso-DAP synthetase. No significant biological activity was found.