Tris<butyl> isocyanurate | 153756-36-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Tris<butyl> isocyanurate
• 英文别名: 4-[4-[3,5-Bis[4-[3-carboxypropanoyl(phenylmethoxy)amino]butyl]-2,4,6-trioxo-1,3,5-triazinan-1-yl]butyl-phenylmethoxyamino]-4-oxobutanoic acid
• CAS: 153756-36-6
• 化学式: C₄₈H₆₀N₆O₁₅
• 分子量: 961.036
• InChiKey: VWRYIYNUBJTPRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  69
• 可旋转键数：
  33
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  261
• 氢给体数：
  3
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Tris<butyl> isocyanurate 在 palladium on activated charcoal 氢气 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以97.5%的产率得到Tris<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：

  4--N-(benzyloxy)amino>-1-butyl bromide 在 sodium hydride 、 溶剂黄146 、 sodium iodide 、 锌 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 0.5h， 生成 Tris<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

• Syntheses and studies of multiwarhead siderophore-5-fluorouridine conjugates
  作者：Yong Lu、Marvin J Miller

  DOI：10.1016/s0968-0896(99)00248-5

  日期：1999.12

  Siderophores are microbial iron chelating agents that: sequester physiologically essential iron for microbes. Conjugation of drugs to siderophores allows use of active iron transport for microbially directed drug delivery. Syntheses and biological studies are described of the first multidrug isocyanurate-based siderophore analogues separately containing one, two, and three 5-fluorouridine (5-FU) derivatives as the drug component. The results indicate that a single siderophore can be used to deliver multiple drugs to target pathogenic microorganisms. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 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.