N-(3-甲酰-5-甲基吡啶-2-基)三甲基乙胺 | 127446-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-(3-甲酰-5-甲基吡啶-2-基)三甲基乙胺
• 英文名称: 2,2-Dimethyl-N-(3-formyl-5-methyl-2-pyridinyl)propanamide
• 英文别名: 3-formyl-5-methyl-2-(pivaloylamino)pyridine；N-(3-Formyl-5-methylpyridin-2-yl)pivalamide；N-(3-formyl-5-methylpyridin-2-yl)-2,2-dimethylpropanamide
• CAS: 127446-31-5
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: HMOHLNKCBWHRFI-UHFFFAOYSA-N

物化性质

• 熔点：
  113-115 °C
• 沸点：
  411.2±45.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• WGK Germany：
  3
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  N-(3-甲酰-5-甲基吡啶-2-基)三甲基乙胺 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 生成 6-甲基-1,8-萘啶-2-酮
  参考文献：
  名称：

  A general approach to the synthesis of 1,6-, 1,7-, and 1,8-naphthyridines

  摘要：

  DOI：

  10.1021/jo00302a049
• 作为产物：
  描述：

  2,2-二甲基-n-(5-甲基-2-吡啶)丙酰胺 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 生成 N-(3-甲酰-5-甲基吡啶-2-基)三甲基乙胺
  参考文献：
  名称：

  A general approach to the synthesis of 1,6-, 1,7-, and 1,8-naphthyridines

  摘要：

  DOI：

  10.1021/jo00302a049

文献信息

• Substituted 1,8-Naphthyridin-2(1<i>H</i>)-ones Are Superior to Thymine in the Recognition of Adenine in Duplex as Well as Triplex Structures
  作者：Anne B. Eldrup、Caspar Christensen、Gerald Haaima、Peter E. Nielsen

  DOI：10.1021/ja0117027

  日期：2002.4.1

  The synthesis and evaluation of a series of novel nucleobases based on substituted 1,8-naphthyridin-2(1H)-ones are reported. The nucleobases were designed to meet the requirements for incorporation into peptide nucleic acids (PNAs) and were evaluated as part of PNA duplex and triplex nucleic acid recognition systems. Of the various nucleobases tested, only the 7-chloro-1,8-naphthyridin-2(1H)-one (7-Cl-bT) nucleobase led to consistently increased affinity in all recognition systems, duplex (Watson-Crick) as well as triplex (Hoogsteen). For multiply modified systems, the increase in thermal stability per modification was dependent on the sequence context, ranging from 2.0 degreesC (in separate positions) to 3.5 degreesC (in adjacent positions) in PNA-DNA duplexes and from 1.2 degreesC (in separate positions) to 3.2 degreesC (in adjacent positions) in PNA-RNA duplexes. Singly mismatched oligonucleotide targets were employed to demonstrate uncompromised sequence discrimination. When part of multiply modified triplex (Hoogsteen) recognition systems, the 7-Cl-bT unit gave rise to increases in the thermal stability ranging from 2.7 to 3.5 degreesC when incorporated into separated and adjacent positions, respectively. Our results furthermore indicate that the duplex stabilization is predominantly enthalpic and therefore most likely not a consequence of single-strand preorganization. Finally, and most surprisingly, we find no direct correlation between the endstacking efficiency of this type of nucleobase and its helix stabilization when involved in Watson-Crick base pairing within a helix.
• TURNER, JAMES A., J. ORG. CHEM., 55,(1990) N5, C. 4744-4750
  作者：TURNER, JAMES A.

  DOI：——

  日期：——
• PEPTIDE NUCLEIC ACID MONOMERS AND OLIGOMERS
  申请人：NIELSEN, Peter Eigil

  公开号：EP0988045B1

  公开（公告）日：2006-02-08
• EP0988045A4
  申请人：——

  公开号：EP0988045A4

  公开（公告）日：2002-07-24
• US6632919B1
  申请人：——

  公开号：US6632919B1

  公开（公告）日：2003-10-14