2-[5-氨基戊基(2-羟乙基)氨基]乙醇 | 102170-58-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-[5-氨基戊基(2-羟乙基)氨基]乙醇
• 英文名称: N,N-bis-(2-hydroxy-ethyl)-pentanediyldiamine
• 英文别名: N,N-Bis-(2-hydroxy-aethyl)-pentandiyldiamin；2,2'-[(5-Aminopentyl)azanediyl]di(ethan-1-ol)；2-[5-aminopentyl(2-hydroxyethyl)amino]ethanol
• CAS: 102170-58-1
• 化学式: C₉H₂₂N₂O₂
• 分子量: 190.286
• InChiKey: CMONMJOBILCYRM-UHFFFAOYSA-N

物化性质

• 沸点：
  343.3±27.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[5-氨基戊基(2-羟乙基)氨基]乙醇 在 氯化亚砜 作用下， 反应 1.5h， 生成 9-N-(N'-Bis-chloroethyl-N-1,5-diaminopentyl)-2-methoxyacridine dihydrochloride
  参考文献：
  名称：

  Synthesis and DNA-sequence selectivity of a series of mono- and difunctional 9-aminoacridine nitrogen mustards

  摘要：

  The aim of this work was to identify nitrogen mustards that would react selectively with DNA, particularly in G-rich regions. A sei ies of mono- and difunctional nitrogen mustards was synthesized in which the (2-chloroethyl)amino functions were connected to the N-9 of 9-aminoacridine by way of a spacer chain consisting of two to six methylene units. The length of the spacer chain connecting the alkylating and putative DNA-intercalating groups was found to affect the preference for the alkylation of different guanine-N-7 positions in a DNA sequence. All of the compounds reacted preferentially at G's that are followed by G as do most other types of nitrogen mustards, but the degree of selectivity was greater. The compounds reacted at much lower concentrations than were required for comparable reaction by mechlorethamine (HN2), consistent with initial noncovalent binding to DNA prior to guanine-N-7 alkylation. The degree of DNA-sequence selectivity increased as the spacer-chain length decreased below four methylene units. Most strikingly, long spacer compounds reacted strongly at 5'-GT-3' sequences, Whereas this reaction was almost completely suppressed when-the spacer length was reduced to two or three methylenes. Mono- and difunctional compounds of a given spacer length showed no consistent difference in DNA-sequence preference.

  DOI：

  10.1021/jm00027a008
• 作为产物：
  描述：

  5-溴戊腈 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-[5-氨基戊基(2-羟乙基)氨基]乙醇
  参考文献：
  名称：

  Synthesis and DNA-sequence selectivity of a series of mono- and difunctional 9-aminoacridine nitrogen mustards

  摘要：

  The aim of this work was to identify nitrogen mustards that would react selectively with DNA, particularly in G-rich regions. A sei ies of mono- and difunctional nitrogen mustards was synthesized in which the (2-chloroethyl)amino functions were connected to the N-9 of 9-aminoacridine by way of a spacer chain consisting of two to six methylene units. The length of the spacer chain connecting the alkylating and putative DNA-intercalating groups was found to affect the preference for the alkylation of different guanine-N-7 positions in a DNA sequence. All of the compounds reacted preferentially at G's that are followed by G as do most other types of nitrogen mustards, but the degree of selectivity was greater. The compounds reacted at much lower concentrations than were required for comparable reaction by mechlorethamine (HN2), consistent with initial noncovalent binding to DNA prior to guanine-N-7 alkylation. The degree of DNA-sequence selectivity increased as the spacer-chain length decreased below four methylene units. Most strikingly, long spacer compounds reacted strongly at 5'-GT-3' sequences, Whereas this reaction was almost completely suppressed when-the spacer length was reduced to two or three methylenes. Mono- and difunctional compounds of a given spacer length showed no consistent difference in DNA-sequence preference.

  DOI：

  10.1021/jm00027a008

文献信息

• Xylene-diamines as antiviral agents
  申请人：Pfizer Inc.

  公开号：US04034040A1

  公开（公告）日：1977-07-05

  Compounds of the formula ##STR1## or a non-toxic acid addition salt thereof wherein R.sub.1 is alkyl of from 1 to 20 carbon atoms; R.sub.2 is alkyl of from 12 to 20 carbon atoms; R.sub.3 is selected from the group consisting of hydrogen and hydroxyalkyl of from 2 to 8 carbon atoms; and R.sub.4 is selected from the group consisting of hydrogen, alkyl of from 1 to 8 carbon atoms and hydroxyalkyl of from 2 to 8 carbon atoms, said compounds are useful for combating viral infections in vertebrate animals.

  式##STR1##的化合物或其非毒性酸盐，其中R.sub.1是由1至20个碳原子组成的烷基；R.sub.2是由12至20个碳原子组成的烷基；R.sub.3选自由2至8个碳原子的氢和羟基烷基组成的群；R.sub.4选自由1至8个碳原子的氢、烷基和由2至8个碳原子组成的羟基烷基，这些化合物对于对抗脊椎动物的病毒感染是有用的。
• Treating blood or blood products with compounds which have a mustard, aziridinium or aziridine group and a nucleic acid binding group
  申请人：Cerus Corporation

  公开号：US20020182581A1

  公开（公告）日：2002-12-05

  Methods and compositions for treating pathogens in material are described, including methods of decontaminating human fluids prior to processing in the clinical laboratory and methods for decontaminating blood products prior to in vivo use. The techniques handle large volumes of human serum without impairing the testing results. Novel compounds for photodecontaminating biological material are also contemplated which are compatible with clinical testing, in that they do not interfere with serum analytes.

  本文介绍了处理材料中病原体的方法和组合物，包括在临床实验室处理前净化人体液的方法和在体内使用前净化血液制品的方法。这些技术可处理大量人体血清而不影响检测结果。此外，还考虑了用于生物材料光净化的新型化合物，这些化合物与临床测试兼容，不会干扰血清分析物。
• Nitrogen Mustard Analogs of Antimalarial Drugs¹
  作者：Richard M. Peck、Robert K. Preston、Hugh J. Creech

  DOI：10.1021/ja01524a041

  日期：1959.8
• TREATING RED BLOOD CELL SOLUTIONS WITH ANTI-VIRAL AGENTS
  申请人：Cerus Corporation

  公开号：EP0773716A1

  公开（公告）日：1997-05-21
• EP0773716A4
  申请人：——

  公开号：EP0773716A4

  公开（公告）日：1999-08-04