2-cyano-N'-((2-methoxynaphthalen-1-yl)methylene)acetohydrazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-cyano-N'-((2-methoxynaphthalen-1-yl)methylene)acetohydrazide
• 英文别名: 2-cyano-N-[(2-methoxynaphthalen-1-yl)methylideneamino]acetamide
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: DJQHMUXDPIRIOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  74.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyano-N'-((2-methoxynaphthalen-1-yl)methylene)acetohydrazide 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以76.3%的产率得到3-(2-methoxynaphthalen-1-yl)-5-oxo-4,5-dihydro-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  Synthesis and Antimicrobial Evaluation of Some New Dihydropyridine, Pyrazole, Chromene, Pyrrole, Thiazole and Thiophene Derivatives

  摘要：

  Synthesis of 2-cyano-N((2-methoxynaphthalen-1-yl)methylene)acetohydrazide (3) and its use as a key intermediate for the synthesis of some new heterocyclic compounds such as dihydropyridines (4, 6 and 8), pyrazoles (9 and 10), chromene (11), pyrroles (12 and 13), thiazoles (14 and 17) and thiophene (18-20) derivatives were described. The structures of newly synthesized compounds have been established on the basis of their IR, H-1-NMR, C-13-NMR and mass spectral data and have been screened for their antimicrobial activity.

  DOI：

  10.3987/com-14-13072
• 作为产物：
  描述：

  氰乙酰肼 、 2-甲氧基-1-萘醛 以 乙醇 为溶剂， 反应 2.0h， 以95.3%的产率得到2-cyano-N'-((2-methoxynaphthalen-1-yl)methylene)acetohydrazide
  参考文献：
  名称：

  Synthesis and Antimicrobial Evaluation of Some New Dihydropyridine, Pyrazole, Chromene, Pyrrole, Thiazole and Thiophene Derivatives

  摘要：

  Synthesis of 2-cyano-N((2-methoxynaphthalen-1-yl)methylene)acetohydrazide (3) and its use as a key intermediate for the synthesis of some new heterocyclic compounds such as dihydropyridines (4, 6 and 8), pyrazoles (9 and 10), chromene (11), pyrroles (12 and 13), thiazoles (14 and 17) and thiophene (18-20) derivatives were described. The structures of newly synthesized compounds have been established on the basis of their IR, H-1-NMR, C-13-NMR and mass spectral data and have been screened for their antimicrobial activity.

  DOI：

  10.3987/com-14-13072

文献信息

• Synthesis and Antimicrobial Activity of Some Novel Hydrazide, Pyrazole, Triazine, Isoxazole, and Pyrimidine Derivatives
  作者：Hala M. Refat、A. A. Fadda

  DOI：10.1002/jhet.2369

  日期：2016.7

  of pyrazole, 1,2,4‐triazine, isoxazole, pyrimidine, and other related products containing a hydrazide moiety were prepared via the reaction of 2‐cyano‐N‐((2‐methoxynaphthalen‐1‐yl)methylene) acetohydrazide (1) with appropriate chemical reagents. These compounds were evaluated for their antimicrobial activities, and also their minimum inhibitory concentration against most of test organisms was performed

  为了继续努力寻找新型抗菌剂，通过2-氰基-N的反应制备了一系列吡唑，1,2,4-三嗪，异恶唑，嘧啶和其他含有酰肼部分的相关产品-（（2-甲氧基萘-1-基）亚甲基）乙酰肼（1）与适当的化学试剂。对这些化合物的抗微生物活性进行了评估，并对大多数测试生物进行了最低抑菌浓度的测试。在供试化合物4，5，6，和16表现出优异的抗微生物活性。所有合成的产物均通过元素分析，IR，1 H-NMR，13 C-NMR和质谱数据。
• Synthesis and Cytotoxicity Activity of Some Novel Hydrazide, Pyrazole, Isoxazole, Pyrimidine and Fused Pyran-2-one Derivatives
  作者：Hala M. Refat、A. A. Fadda

  DOI：10.3987/com-15-13209

  日期：——

  The reaction of 2-cyano-3-(dimethylamino)-N-((2-methoxynaphthalen-1-yl)methylene)acrylohydrazide (2) with some nitrogen nucleophiles, phenols and compounds, having an active methylene group to obtain polyfunctionally substituted azoles (3-5), azine (6), fused azines (7-10) and fused pyran-2-one derivatives (11-17). All the synthesized products were confirmed by elemental analysis, IR, H-1-NMR,13C-NMR and MS data. The antitumor evaluation of the newly synthesized products against four human tumor cells lines namely hepatocellular carcinoma (liver) HepG-2, colorectal carcinoma (colon) HCT-116, mammary gland (breast) MCF-7 and epidermoid carcinoma (larynx) Hep-2 was investigated. Compound 4 exhibited superior in vitro antitumor activity in the 3-cell lines assay.