N-(6-methoxy-2-naphthyl)glycine hydrazide | 121810-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(6-methoxy-2-naphthyl)glycine hydrazide
• 英文别名: 2-[(6-Methoxy-2-naphthyl)amino]acetohydrazide；2-[(6-methoxynaphthalen-2-yl)amino]acetohydrazide
• CAS: 121810-72-8
• 化学式: C₁₃H₁₅N₃O₂
• 分子量: 245.281
• InChiKey: ZOZNVOTULWXEEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  76.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl N-(6-methoxy-2-naphthyl)glycinate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以80.3%的产率得到N-(6-methoxy-2-naphthyl)glycine hydrazide
  参考文献：
  名称：

  Synthesis and antitubercular activity of N-(2-naphthyl)glycine hydrazide analogs

  摘要：

  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.

  DOI：

  10.1021/jm00131a002

文献信息

• RAMAMURTHY, B.;BHATT, M. V., J. MED. CHEM., 32,(1989) N1, C. 2421-2426
  作者：RAMAMURTHY, B.、BHATT, M. V.

  DOI：——

  日期：——
• 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.