[(2,5-Dioxopyrrolidin-1-yl)oxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino] benzoate | 533923-15-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(2,5-Dioxopyrrolidin-1-yl)oxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino] benzoate
• 英文别名: [(2,5-dioxopyrrolidin-1-yl)oxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino] benzoate
• CAS: 533923-15-8
• 化学式: C₂₄H₂₅N₃O₈
• 分子量: 483.478
• InChiKey: PTWCGDDBDDVCKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  132
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2,5-Dioxopyrrolidin-1-yl)oxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino] benzoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 68.0h， 生成
  参考文献：
  名称：

  Probing the functional requirements of the l-haba side-chain of amikacin—synthesis, 16S A-site rRNA binding, and antibacterial activity

  摘要：

  The 1-amino group in amikacin was acylated with a variety of 2-hydroxy aminocarboxylic acids to probe the effect of acylation on ribosomal binding and antibacterial activity. The N-hydroxy urea analogue of amikacin (8a) in which the 2-S-hydroxyl-bearing carbon was replaced by an N-OH group was equally active against S. aureus and E. coli in vitro. The analogous tobramycin variant 9 was more active than amikacin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01625-3
• 作为产物：
  描述：

  过氧化氢苯甲酰 、 N,N'-二琥珀酰亚胺基碳酸酯 、 N-(苄氧羰基)-1,4-丁二胺 在 sodium hydroxide 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 49.0h， 生成 [(2,5-Dioxopyrrolidin-1-yl)oxycarbonyl-[4-(phenylmethoxycarbonylamino)butyl]amino] benzoate
  参考文献：
  名称：

  Probing the functional requirements of the l-haba side-chain of amikacin—synthesis, 16S A-site rRNA binding, and antibacterial activity

  摘要：

  The 1-amino group in amikacin was acylated with a variety of 2-hydroxy aminocarboxylic acids to probe the effect of acylation on ribosomal binding and antibacterial activity. The N-hydroxy urea analogue of amikacin (8a) in which the 2-S-hydroxyl-bearing carbon was replaced by an N-OH group was equally active against S. aureus and E. coli in vitro. The analogous tobramycin variant 9 was more active than amikacin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01625-3

文献信息

• Probing the functional requirements of the l-haba side-chain of amikacin—synthesis, 16S A-site rRNA binding, and antibacterial activity
  作者：Stephen Hanessian、Alexander Kornienko、Eric E Swayze

  DOI：10.1016/s0040-4020(02)01625-3

  日期：2003.2

  The 1-amino group in amikacin was acylated with a variety of 2-hydroxy aminocarboxylic acids to probe the effect of acylation on ribosomal binding and antibacterial activity. The N-hydroxy urea analogue of amikacin (8a) in which the 2-S-hydroxyl-bearing carbon was replaced by an N-OH group was equally active against S. aureus and E. coli in vitro. The analogous tobramycin variant 9 was more active than amikacin. (C) 2003 Elsevier Science Ltd. All rights reserved.