2-(p-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole | 219538-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(p-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
• 英文别名: 3-[5-(4-Fluoroanilino)-1,3,4-thiadiazol-2-yl]naphthalen-2-ol
• CAS: 219538-27-9
• 化学式: C₁₈H₁₂FN₃OS
• 分子量: 337.377
• InChiKey: XDEYZZGSGWRGMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-(p-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole 反应 1.5h， 以36.6%的产率得到2-(N-acetyl-N-p-fluorophenylamino)-5-(3-acetyloxy-2-naphthyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Synthesis of new 2,5-Disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities

  摘要：

  Two new series of 2.5-disubstituted-1,3.4-thiadiazoles were synthesized for their possible anticonvulsant. antibacterial and antifungal activities. The degree of protection afforded by these compounds at a dose of 100 mg/kg ip against pentylene-tetrazole-induced convulsions in mice ranged from 0 to 90%, Among these compounds, 2a (90%) and 2g (70%) showed maximum protection. Antimicrobial tests showed that the MIC value of 3j against Pseudomanas aeruginosa was equal to that of penicillin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00143-8
• 作为产物：
  描述：

  4-氟苯基异硫氰酸酯 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 2-(p-fluorophenylamino)-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Synthesis of new 2,5-Disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities

  摘要：

  Two new series of 2.5-disubstituted-1,3.4-thiadiazoles were synthesized for their possible anticonvulsant. antibacterial and antifungal activities. The degree of protection afforded by these compounds at a dose of 100 mg/kg ip against pentylene-tetrazole-induced convulsions in mice ranged from 0 to 90%, Among these compounds, 2a (90%) and 2g (70%) showed maximum protection. Antimicrobial tests showed that the MIC value of 3j against Pseudomanas aeruginosa was equal to that of penicillin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00143-8

文献信息

• Synthesis, structure elucidation and antimicrobial activity of some 3-hydroxy-2-naphthoic acid hydrazide derivatives
  作者：H.N. Dogan、S. Rollas、H. Erdeniz

  DOI：10.1016/s0014-827x(98)00049-4

  日期：1998.7

  In this study, some 1,4-disubstituted thiosemicarbazide, 1,2,4-triazole and 1,3,4-thiadiazole type novel compounds derived from 3-hydroxy-2-naphthoic acid hydrazide were synthesized to screen for their antimicrobial activity. The structures of these substances were elucidated using elemental analysis and UV, H-1 NMR, and mass spectral methods. All of these compounds were tested in vitro for their antibacterial and antifungal activity. (C) 1998 Elsevier Science S.A. All rights reserved.