Mono<amino>succinyl>-N-(benzyloxy)amino>butyl> bis<butyl> isocyanurate | 153756-43-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: Mono<amino>succinyl>-N-(benzyloxy)amino>butyl> bis<butyl> isocyanurate
• 英文别名: (4-nitrophenyl)methyl (6R,7S)-7-[[4-[4-[3,5-bis[4-[acetyl(phenylmethoxy)amino]butyl]-2,4,6-trioxo-1,3,5-triazinan-1-yl]butyl-phenylmethoxyamino]-4-oxobutanoyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 153756-43-5
• 化学式: C₅₉H₆₈ClN₉O₁₅
• 分子量: 1178.69
• InChiKey: TWWXFDQIYQVTDV-ZMZYJOJFSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  84
• 可旋转键数：
  32
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  271
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Mono<amino>succinyl>-N-(benzyloxy)amino>butyl> bis<butyl> isocyanurate 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 Mono<succinyl>-N-hydroxyamino>butyl> bis<(N-acetyl-N-hydroxyamino)butyl> isocyanurate
  参考文献：
  名称：

  Iron Transport-Mediated Drug Delivery: Synthesis and Biological Evaluation of Cyanuric Acid-Based Siderophore Analogs and .beta.-Lactam Conjugates

  摘要：

  Trihydroxamate-containing isocyanurates 4a-c were synthesized and determined to be capable of substituting for natural siderophores (microbial iron sequestering agents) in limited microbiological assays. The direct coupling of protected 4a to carbacephalosporins 16 and 17 and subsequent deprotection gave conjugates 20 and 21. The Lorabid conjugate 21 was especially active against E. coli X580 in preliminary biological tests, thus demonstrating the continued potential of siderophore-mediated drug delivery.

  DOI：

  10.1021/jo00084a018
• 作为产物：
  描述：

  Mono<-N-(benzyloxy)amino>butyl>bis<butyl> isocyanurate 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 Mono<amino>succinyl>-N-(benzyloxy)amino>butyl> bis<butyl> isocyanurate
  参考文献：
  名称：

  Iron Transport-Mediated Drug Delivery: Synthesis and Biological Evaluation of Cyanuric Acid-Based Siderophore Analogs and .beta.-Lactam Conjugates

  摘要：

  Trihydroxamate-containing isocyanurates 4a-c were synthesized and determined to be capable of substituting for natural siderophores (microbial iron sequestering agents) in limited microbiological assays. The direct coupling of protected 4a to carbacephalosporins 16 and 17 and subsequent deprotection gave conjugates 20 and 21. The Lorabid conjugate 21 was especially active against E. coli X580 in preliminary biological tests, thus demonstrating the continued potential of siderophore-mediated drug delivery.

  DOI：

  10.1021/jo00084a018

文献信息

• Iron Transport-Mediated Drug Delivery: Synthesis and Biological Evaluation of Cyanuric Acid-Based Siderophore Analogs and .beta.-Lactam Conjugates
  作者：Manuka Ghosh、Marvin J. Miller

  DOI：10.1021/jo00084a018

  日期：1994.3

  Trihydroxamate-containing isocyanurates 4a-c were synthesized and determined to be capable of substituting for natural siderophores (microbial iron sequestering agents) in limited microbiological assays. The direct coupling of protected 4a to carbacephalosporins 16 and 17 and subsequent deprotection gave conjugates 20 and 21. The Lorabid conjugate 21 was especially active against E. coli X580 in preliminary biological tests, thus demonstrating the continued potential of siderophore-mediated drug delivery.