5-(α-Naphthoxymethyl)-2-amino-1,3,4-oxdiazol | 21521-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(α-Naphthoxymethyl)-2-amino-1,3,4-oxdiazol
• 英文别名: 5-naphthalen-1-yloxymethyl-[1,3,4]oxadiazol-2-ylamine；5-[(1-Naphthyloxy)methyl]-1,3,4-oxadiazol-2-amine；5-(naphthalen-1-yloxymethyl)-1,3,4-oxadiazol-2-amine
• CAS: 21521-02-8
• 化学式: C₁₃H₁₁N₃O₂
• 分子量: 241.249
• InChiKey: MDUYSEODVOQXIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(萘-1-基氧基)乙酸乙酯 在 碳酸氢钠 、 一水合肼 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 生成 5-(α-Naphthoxymethyl)-2-amino-1,3,4-oxdiazol
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some 1,3,4-oxadiazole derivatives

  摘要：

  Six new 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole, 5-(1-/ 2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one derivatives have been synthesized from 1-and/or 2-naphthol. The structures,of the compounds were confirmed by IR and H-1 NMR spectral data and microanalysis. The antimicrobial properties of the compounds were investigated against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, Candida albicans, C. krusei and C. parapsilosis using microbroth dilution method. 2-Amino-5-(2-naphthytoxymethyl)-1,3,4-oxadiazole and 5-(2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one show significantly (32 mug/ml), compounds 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-naphthyloxymethyl)-1,3,4-oxadiazole and 5-(1-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one moderately (64 mug/ml) active against C. krusei. All the compounds were active against S. a ureus,. coli, P. aeruginosa, C. albicans, and C. parapsilosis at 64-256 mug/ml concentration. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(02)01245-4

文献信息

• Zur Kenntnis der 2-Amino-1,3,4-oxdiazole Mitt.: 2-Amino-5-aryloxy(thio)alkyl-1,3,4-oxdiazole
  作者：H. Gehlen、K.-H. Uteg

  DOI：10.1002/ardp.19683011205

  日期：——

  Die Einwirkung von Bromcyan auf Aryloxy(thio)alkansäurehydrazide (I) führt zu den 2‐Amino‐5‐aryloxy(thio)alkyl‐1,3,4‐oxdiazolen (II). Einige Reaktionen von II, wie die Addition von Phenylisocyanant, die Alkoholyse und die Ringöffnung mit Acylhydrazinen werden beschrieben. Charakteristische IR‐Absorptionsbanden werden angegeben.

  溴化氰对芳氧基（硫代）链烷酸酰肼（I）的作用导致 2-氨基-5-芳氧基（硫代）烷基-1,3,4-恶二唑（II）。描述了II的一些反应，例如异氰酸苯酯的加成、醇解和与酰基肼的开环。给出了特征红外吸收带。
• Synthesis and antimicrobial activity of some 1,3,4-oxadiazole derivatives
  作者：Gülay Şahin、Erhan Palaska、Melike Ekizoğlu、Meral Özalp

  DOI：10.1016/s0014-827x(02)01245-4

  日期：2002.7

  Six new 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole, 5-(1-/ 2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one derivatives have been synthesized from 1-and/or 2-naphthol. The structures,of the compounds were confirmed by IR and H-1 NMR spectral data and microanalysis. The antimicrobial properties of the compounds were investigated against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, Candida albicans, C. krusei and C. parapsilosis using microbroth dilution method. 2-Amino-5-(2-naphthytoxymethyl)-1,3,4-oxadiazole and 5-(2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one show significantly (32 mug/ml), compounds 5-(1-/2-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-thione, 2-amino-5-(1-naphthyloxymethyl)-1,3,4-oxadiazole and 5-(1-naphthyloxymethyl)-1,3,4-oxadiazole-2(3H)-one moderately (64 mug/ml) active against C. krusei. All the compounds were active against S. a ureus,. coli, P. aeruginosa, C. albicans, and C. parapsilosis at 64-256 mug/ml concentration. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.