N-(3-aminopropyl)-2,7-diamino-1,8-naphthyridine | 1100194-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(3-aminopropyl)-2,7-diamino-1,8-naphthyridine
• 英文别名: 7-N-(3-aminopropyl)-1,8-naphthyridine-2,7-diamine
• CAS: 1100194-24-8
• 化学式: C₁₁H₁₅N₅
• 分子量: 217.274
• InChiKey: JZMLRZZRRBVEAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  89.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-aminopropyl)-2,7-diamino-1,8-naphthyridine 、 N-(tert-butoxycarbonyl)imino-3,3'-bis(pentafluorophenyl) propionate 以 二甲基亚砜 为溶剂， 反应 0.08h， 以79%的产率得到tert-butyl bis(3-((3-((7-amino-1,8-naphthyridin-2-yl)amino)propyl)amino)-3-oxopropyl)carbamate
  参考文献：
  名称：

  Dimer of 2,7-diamino-1,8-naphthyridine for the detection of mismatches formed by pyrimidine nucleotide bases

  摘要：

  Discrimination of base mismatches from normal Watson-Crick base pairs in duplex DNA constitutes a key approach to the detection of single nucleotide polymorphisms ( SNPs). We have developed a sensor for a surface plasmon resonance (SPR) assay system to detect G-G, A-A, and C-C mismatch duplexes by employing a surface upon which mismatch-binding ligands (MBLs) are immobilized. We synthesized a new MBL consisting of 2,7-diamino-1,8-naphthyridine (damND) and immobilized it onto a CM5 sensor chip to carry out the SPR assay of DNA duplexes containing a single-base mismatch. The SPR sensor with damND revealed strong responses to all C-C mismatches, and sequence-dependent C-T and T-T mismatches. Compared to ND- and naphthyridine-azaquinolone hybrid (NA)-immobilized sensor surfaces, with affinity to mismatches composed of purine nucleotide bases, the damND-immobilized surface was useful for the detection of the mismatches composed of pyrimidine nucleotide bases. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.10.035
• 作为产物：
  描述：

  N-(N'-Boc-3-aminopropyl)-2,7-diamino-1,8-naphthyridine 在 盐酸 、 水 作用下， 以 氯仿 、 乙酸乙酯 、 甲醇 、 水 为溶剂， 反应 0.33h， 以98%的产率得到N-(3-aminopropyl)-2,7-diamino-1,8-naphthyridine
  参考文献：
  名称：

  Dimer of 2,7-diamino-1,8-naphthyridine for the detection of mismatches formed by pyrimidine nucleotide bases

  摘要：

  Discrimination of base mismatches from normal Watson-Crick base pairs in duplex DNA constitutes a key approach to the detection of single nucleotide polymorphisms ( SNPs). We have developed a sensor for a surface plasmon resonance (SPR) assay system to detect G-G, A-A, and C-C mismatch duplexes by employing a surface upon which mismatch-binding ligands (MBLs) are immobilized. We synthesized a new MBL consisting of 2,7-diamino-1,8-naphthyridine (damND) and immobilized it onto a CM5 sensor chip to carry out the SPR assay of DNA duplexes containing a single-base mismatch. The SPR sensor with damND revealed strong responses to all C-C mismatches, and sequence-dependent C-T and T-T mismatches. Compared to ND- and naphthyridine-azaquinolone hybrid (NA)-immobilized sensor surfaces, with affinity to mismatches composed of purine nucleotide bases, the damND-immobilized surface was useful for the detection of the mismatches composed of pyrimidine nucleotide bases. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2008.10.035