N-[5-chloro-3-formylpyridin-2-yl]-2,2-dimethylpropanamide | 127446-33-7

• 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
• 英文名称: N-[5-chloro-3-formylpyridin-2-yl]-2,2-dimethylpropanamide
• 英文别名: 2,2-dimethyl-N-(5-chloro-3-formyl-2-pyridinyl)propanamide；N-(5-Chloro-3-formyl-2-pyridinyl)-2,2-dimethylpropanamide；5-chloro-3-formyl-2-(pivaloylamino)pyridine；N-(5-Chloro-3-formylpyridin-2-YL)pivalamide；N-(5-chloro-3-formylpyridin-2-yl)-2,2-dimethylpropanamide
• CAS: 127446-33-7
• 化学式: C₁₁H₁₃ClN₂O₂
• 分子量: 240.689
• InChiKey: SOSXRMQQJURPLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[5-chloro-3-formylpyridin-2-yl]-2,2-dimethylpropanamide 以 盐酸 为溶剂， 反应 2.0h， 以yielding a light yellow solid (2.1 g)的产率得到2-氨基-5-氯烟醛
  参考文献：
  名称：

  Substituted benzopyran derivatives for the treatment of inflammation

  摘要：

  一类苯并吡喃衍生物被描述为用于治疗环氧合酶-2介导的疾病。特别感兴趣的化合物由公式I'定义，其中X，A1，A2，A3，A4，R，R"，R1和R2如规范中所述。

  公开号：

  US20050049252A1
• 作为产物：
  描述：

  N-(5-chloropyridin-2-yl)pivalamide 、 N,N-二甲基甲酰胺 在 叔丁基锂 作用下， 生成 N-[5-chloro-3-formylpyridin-2-yl]-2,2-dimethylpropanamide
  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 benzopyran analogs for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US20020010206A1

  公开（公告）日：2002-01-24

  A class of benzopyrans, benzothiopyrans, dihydroquinolines, dihydronaphthalenes, and analogs thereof, is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I′ 1 wherein X, A 1 , A 2 , A 3 , A 4 , R, R″, R 1 and R 2 are as described in the specification.

  本发明涉及一类苯并吡喃、苯并噻吩、二氢喹啉、二氢萘及其类似物，用于治疗环氧化酶-2介导的疾病。特别感兴趣的化合物由式I'1定义，其中X、A1、A2、A3、A4、R、R″、R1和R2如规范所述。
• Substituted bezopyran derivatives for the treatment of inflammation
  申请人：G.D. Searle & Co.

  公开号：US20040038977A1

  公开（公告）日：2004-02-26

  A class of benzopyrans, benzothiopyrans, dihydroquinolines, dihydronaphthalenes, and analogs thereof, is described for use in treating cyclooxygenase-2 mediated disorders. Compounds of particular interest are defined by Formula I′ 1 wherein X, A 1 , A 2 , A 3 , A 4 , R, R″, R 1 and R 2 are as described in the specification.

  本文介绍了一类苯并吡喃、苯并噻吩、二氢喹啉、二氢萘和其类似物，用于治疗环氧合酶-2介导的疾病。特别感兴趣的化合物由公式I'1定义，其中X、A1、A2、A3、A4、R、R″、R1和R2如规范中所述。
• 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：——
• SUBSTITUTED BENZOPYRAN DERIVATIVES FOR THE TREATMENT OF INFLAMMATION
  申请人：G.D. SEARLE & CO.

  公开号：EP0977748B1

  公开（公告）日：2003-03-26