ethyl β-(2-naphthylamino)crotonate | 98797-17-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl β-(2-naphthylamino)crotonate
• 英文别名: ethyl 3-(2-naphthylamino)crotonate；3-[2]naphthylamino-crotonic acid ethyl ester；β-(β-Naphthylamino)-crotonsaeure-aethylester；β-(β-Naphthylimino)-buttersaeure-aethylester；3-[2]Naphthylamino-crotonsaeure-aethylester；ethyl (E)-3-(naphthalen-2-ylamino)but-2-enoate
• CAS: 98797-17-2
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: IMIYQKILTBJFQH-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl β-(2-naphthylamino)crotonate 生成 3-hydroxy-1-methylbenzoquinoline
  参考文献：
  名称：

  Conrad; Limpach, Chemische Berichte, 1888, vol. 21, p. 531

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 2-萘胺 生成 ethyl β-(2-naphthylamino)crotonate
  参考文献：
  名称：

  Conrad; Limpach, Chemische Berichte, 1888, vol. 21, p. 531

  摘要：

  DOI：

文献信息

• A Convenient Synthesis of N1-Substituted 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones by Cyclocondensation of α-Chlorobenzyl Isocyanates with Ethyl <i>N</i>-alkyl(aryl)-β-aminocrotonates
  作者：Mykhaylo Vovk、Volodymyr Sukach、Andriy Bol’but、Anatoliy Sinitsa

  DOI：10.1055/s-2006-926241

  日期：——

  A new convenient approach to the synthesis of N1-sub-stituted 3,4-dihydropyrimidin-2(1H)-ones was developed using the regioselective cyclocondensation of α-chlorobenzyl isocyanates with ethyl N-alkyl(aryl)-β-aminocrotonates. A number of Nl-aryl and N1-alkyl substituted Biginelli compounds difficult to obtain by other methods were prepared with high yields.

  使用 α-氯苄基异氰酸酯与 N-烷基（芳基）-β-氨基巴豆酸乙酯的区域选择性环缩合反应，开发了一种合成 N1 取代的 3,4-二氢嘧啶-2(1H)-酮的新方法。以高收率制备了许多通过其他方法难以获得的 N1-芳基和 N1-烷基取代的 Biginelli 化合物。
• Synthesis and antitubercular activity of N-(2-naphthyl)glycine hydrazide analogs
  作者：B. Ramamurthy、M. V. Bhatt

  DOI：10.1021/jm00131a002

  日期：1989.11

  N-(2-Naphthyl)glycine hydrazide analogues were synthesized and tested for possible in vitro antitubercular activity. N-(2-Naphthyl)alanine hydrazide (3), N-methyl-N-(2-naphthyl)glycine hydrazide (5), N-(6-methoxy-2-naphthyl)glycine hydrazide (7), and 3-(2-naphthylamino)butyric acid hydrazide (23) showed potent inhibitory action against Mycobacterium tuberculosis H37Rv in Youman's medium at concentrations ranging from 0.5 to 10.0 micrograms/mL. These compounds showed significant inhibitory action against isonicotinic acid hydrazide and streptomycin-resistant strains of M. tuberculosis. N-(6-Quinolyl)glycine hydrazide (18) and 3-(2-quinolylamino)butyric acid hydrazide (24), which are bioisosteres of compounds 1 and 23, showed loss of antitubercular activity at low concentrations.
• Kozlov, N. S.; Sauts, R. D.; Serzhanina, V. A., Doklady Chemistry, 1985, vol. 282, p. 150 - 152
  作者：Kozlov, N. S.、Sauts, R. D.、Serzhanina, V. A.

  DOI：——

  日期：——
• DE42276
  申请人：——

  公开号：——

  公开（公告）日：——
• Gillis et al., Journal and Proceedings - Royal Society of New South Wales, 1939, vol. 73, p. 258,259,260
  作者：Gillis et al.

  DOI：——

  日期：——