1-phenyl-3-methyl-5-(o-hydroxyphenyl)-1,2,4-triazole | 65483-96-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-phenyl-3-methyl-5-(o-hydroxyphenyl)-1,2,4-triazole
• 英文别名: 2-(3-methyl-1-phenyl-1H-1,2,4-triazol-5-yl)phenol；2-(5-methyl-2-phenyl-1,2,4-triazol-3-yl)phenol
• CAS: 65483-96-7
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: NKTIQWDZSVQQBM-UHFFFAOYSA-N

物化性质

• 熔点：
  127.5-129 °C(Solv: heptane (142-82-5))
• 沸点：
  472.4±47.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  碘乙烷 、 1-phenyl-3-methyl-5-(o-hydroxyphenyl)-1,2,4-triazole 在 potassium tert-butylate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以89%的产率得到1-phenyl-3-methyl-5-(2-ethoxyphenyl)-1,2,4-triazole
  参考文献：
  名称：

  Synthesis, structure, spectral and luminescence properties of the tetracoordinated diphenylboron and zinc complexes with 1,3,4-oxadiazole and 1,2,4-triazole ligands

  摘要：

  The new diphenylboron 1c, 2c and zinc 1d, 2d complexes with 2-(2-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 1a and 1-phenyl-3-methyl-1,2,4-triazole 2a as the chelating ligands and O-ethyl derivatives 1b, 2b of these ligands have been synthesized and their UV-Vis and photoluminescence studied. Molecular structures of the chelate diphenylboron complexes 1c and 2c were determined by X-ray single-crystal diffraction. Spectroscopic properties of all the compounds, including excited state intramolecular proton transfer (ESIPT) rearrangements observed in ligands 1a and 2a were analyzed using DFT and TD DFT calculations. The emission spectra of ligands 1a, 2a contain a moderate intensity band (phi 0.07, 0.19) in DMSO and two low intensity bands (phi 0.002-0.012) in other solvents. 2-(2-Ethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 1b and all the complexes exhibit significant fluorescence both in polar and non-polar solvents in the blue region of the spectrum, 1b: phi 0.84-0.96, lambda(fl)(max) 363-406 nm: 1c,d, 2c,d: phi 0.43-0.65, lambda(fl)(max) 429-457 nm. The displayed spectral characteristics make these complexes promising for the use as blue emitters in the design of light-emitting organic diodes. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.03.044
• 作为产物：
  描述：

  醋水杨胺 、 苯肼 以 溶剂黄146 为溶剂， 反应 2.0h， 以60%的产率得到1-phenyl-3-methyl-5-(o-hydroxyphenyl)-1,2,4-triazole
  参考文献：
  名称：

  Ryabukhin, Yu. I.; Faleeva, L. N.; Gorbunova, M. O., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 9, p. 1794 - 1800

  摘要：

  DOI：

文献信息

• DOROFEENKO G. N.; RYABUXIN YU. I.; BULGAREVICH S. B.; MEZHERITSKIJ V. V.;+, ZH. ORGAN. XIMII, 1977, 13, HO 11, 2459-2460
  作者：DOROFEENKO G. N.、 RYABUXIN YU. I.、 BULGAREVICH S. B.、 MEZHERITSKIJ V. V.、+

  DOI：——

  日期：——
• RYABUXIN, YU. I.;FALEEVA, L. N.;GORBUNOVA, M. O.;KOVALEVA, T. V.;UFLYAND,+, ZH. ORGAN. XIMII, 24,(1988) N 9, S. 1990-1997
  作者：RYABUXIN, YU. I.、FALEEVA, L. N.、GORBUNOVA, M. O.、KOVALEVA, T. V.、UFLYAND,+

  DOI：——

  日期：——
• Methods and Compositions for the Treatment of RAS Associated Disorders
  申请人：Ratner Nancy

  公开号：US20120302581A1

  公开（公告）日：2012-11-29

  The instant disclosure relates to compositions that may be useful as therapeutic agents for the treatment of disorders associated or caused by Ras deregulation or dysregulation, for example, disorders associated with alterations in the NF1 gene such as neurofibromatosis type I, fungal infections such as those caused by Candida albicans , and proliferative disorders such as glioblastoma.
• Synthesis, structure, spectral and luminescence properties of the tetracoordinated diphenylboron and zinc complexes with 1,3,4-oxadiazole and 1,2,4-triazole ligands
  作者：Igor E. Mikhailov、Galina A. Dushenko、Mikhail E. Gurskii、Natalia I. Vikrischuk、Leonid D. Popov、Yurii V. Revinskii、Konstantin A. Lyssenko、Vladimir I. Minkin

  DOI：10.1016/j.poly.2019.03.044

  日期：2019.7

  The new diphenylboron 1c, 2c and zinc 1d, 2d complexes with 2-(2-hydroxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 1a and 1-phenyl-3-methyl-1,2,4-triazole 2a as the chelating ligands and O-ethyl derivatives 1b, 2b of these ligands have been synthesized and their UV-Vis and photoluminescence studied. Molecular structures of the chelate diphenylboron complexes 1c and 2c were determined by X-ray single-crystal diffraction. Spectroscopic properties of all the compounds, including excited state intramolecular proton transfer (ESIPT) rearrangements observed in ligands 1a and 2a were analyzed using DFT and TD DFT calculations. The emission spectra of ligands 1a, 2a contain a moderate intensity band (phi 0.07, 0.19) in DMSO and two low intensity bands (phi 0.002-0.012) in other solvents. 2-(2-Ethoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 1b and all the complexes exhibit significant fluorescence both in polar and non-polar solvents in the blue region of the spectrum, 1b: phi 0.84-0.96, lambda(fl)(max) 363-406 nm: 1c,d, 2c,d: phi 0.43-0.65, lambda(fl)(max) 429-457 nm. The displayed spectral characteristics make these complexes promising for the use as blue emitters in the design of light-emitting organic diodes. (C) 2019 Elsevier Ltd. All rights reserved.
• Ryabukhin, Yu. I.; Faleeva, L. N.; Gorbunova, M. O., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 9, p. 1794 - 1800
  作者：Ryabukhin, Yu. I.、Faleeva, L. N.、Gorbunova, M. O.、Kovaleva, T. V.、Uflyand, I. E.、Sheinker, V. N.

  DOI：——

  日期：——