cyano-acetic acid-[2]naphthylamide | 53475-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: cyano-acetic acid-[2]naphthylamide
• 英文别名: N-(Naphthyl-(2))-C-cyan-acetamid；Cyan-essigsaeure-[2]naphthylamid；Cyanacetat-β-naphthylamid；Cyanacet-β-naphthylamid；2-cyano-N-(naphthalen-2-yl)acetamide；2-cyano-N-naphthalen-2-ylacetamide
• CAS: 53475-35-7
• 化学式: C₁₃H₁₀N₂O
• mdl: MFCD03386506
• 分子量: 210.235
• InChiKey: OUBAUUGSUYCYIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyano-acetic acid-[2]naphthylamide 在 溴 、 溶剂黄146 作用下， 生成 bromo-cyano-acetic acid-(1-bromo-[2]naphthylamide)
  参考文献：
  名称：

  Desai, Journal of the Indian Chemical Society, 1955, vol. 32, p. 592

  摘要：

  DOI：
• 作为产物：
  描述：

  氰乙酸乙酯 以76%的产率得到
  参考文献：
  名称：

  SCHUKLA J. S.; BHATIA PUSHPA, J. INDIAN CHEM. SOC., 1978, 55, NO 3, 281-283

  摘要：

  DOI：

文献信息

• Palladium‐Catalyzed Direct Carbonylation of Bromoacetonitrile to Synthesize 2‐Cyano‐ <i>N</i> ‐acetamide and 2‐Cyanoacetate Compounds
  作者：Zhi‐Peng Bao、Xiao‐Feng Wu

  DOI：10.1002/anie.202301671

  日期：——

  A new and convenient palladium-catalyzed carbonylative procedure of bromoacetonitrile has been developed. A variety of valuable 2-cyano-N-acetamide and 2-cyanoacetate compounds were obtained in good to excellent yields under mild reaction conditions. Furthermore, this transformation can be carried out under atmospheric pressure and provides an alternative route to 7 drug compounds.

  开发了一种新的、方便的钯催化的溴乙腈羰基化程序。在温和的反应条件下，以良好到极好的收率获得了多种有价值的 2-氰基-N-乙酰胺和 2-氰基乙酸酯化合物。此外，这种转化可以在大气压力下进行，并为 7 种药物化合物提供了替代途径。
• Naik; Bhat, Journal of the Indian Chemical Society, 1927, vol. 4, p. 549
  作者：Naik、Bhat

  DOI：——

  日期：——
• Shukla; Bhatia, Journal of the Indian Chemical Society, 1978, vol. 55, # 3, p. 281 - 283
  作者：Shukla、Bhatia

  DOI：——

  日期：——
• Novel Nucleoside Analogues: First Synthesis of Pyridine-4-Thioglycosides and Their Cytotoxic Evaluation
  作者：Galal Elgemeie、Mamdouh Abou-Zeid、Shahinaz Alsaid、Ali Hebishy、Hanaa Essa

  DOI：10.1080/15257770.2015.1071843

  日期：2015.10.3

  The reaction of sodium 2,2-dicyanoethene-1,1-bis(thiolate) with 2-cyano-N-arylacetamides afforded sodium pyridine-4-thiolates, coupling of the latters with 2,3,4,6-tetra-O-acetyl-D-gluco- and D-galactopyranosyl bromides, respectively, afforded new pyridine-4-thioglycosides. Ammonolysis of the latter compounds afforded the free thioglycosides. The antitumor activities of the synthesized compounds were tested against human tumor cell lines; lung (A549), colon (HCT116), liver (HEPG2), and prostate (PC3).
• SCHAEFER H.; GEWALD K., MONATSH. CHEM., 1978, 109, NO 3, 527-535
  作者：SCHAEFER H.、 GEWALD K.

  DOI：——

  日期：——