4-(4-hydroxybenzylidene)-2-phenyloxazol-5(4H)-one

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(4-hydroxybenzylidene)-2-phenyloxazol-5(4H)-one
• 英文别名: 4-(4'-hydroxybenzylidene)-2-phenyl-4-oxazolone；4-(p-hydroxybenzylidene)-2-phenyl-5-oxazolone；4-[(4-hydroxyphenyl)methylene]-2-phenyloxazol-5-one；p-hydroxybenzylidene-5-phenyl-1-oxazolone；2-phenyl-4-[[4-hydroxyphenyl]methylene]-5(4H)-oxazolone；4-(4-hydroxy-benzylidene)-2-phenyl-4H-oxazol-5-one；4-p-Hydroxybenzylidene-2-phenyl-2-oxazolin-5-one；4-[(4-hydroxyphenyl)methylidene]-2-phenyl-1,3-oxazol-5-one
• 化学式: C₁₆H₁₁NO₃
• 分子量: 265.268
• InChiKey: GOSVXNVSKHMEIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-hydroxybenzylidene)-2-phenyloxazol-5(4H)-one 在 palladium on activated charcoal 氨 、 氢气 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以76%的产率得到2-(p-hydroxybenzyl)-2-benzamidoethylamine
  参考文献：
  名称：

  Kidwai, Journal of the Indian Chemical Society, 1990, vol. 67, # 6, p. 470 - 471

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酰氯 在 sodium acetate 、 乙酸酐 、 sodium hydroxide 作用下， 生成 4-(4-hydroxybenzylidene)-2-phenyloxazol-5(4H)-one
  参考文献：
  名称：

  Synthesis of (substituted benzamidostyryl) lH-benzimidazoles and their screening for anti-inflammatory activity

  摘要：

  A series of substituted (benzamidostyryl) benzimidazole (3a-r) were synthesized and evaluated for their possible anti-inflammatory and ulcerogenicity. The structures of the synthesized compounds were confirmed on the basis of their spectral data and elemental analysis. Majority of the compounds were active in carrageenan-induced hind paw edema method test and compounds 3b, 3k had shown high potency after 3 and 4 h time intervals (P < 0.001) almost equipotent to the standard drug indomethacin and showed less severity index than it.

  DOI：

  10.1007/s00044-011-9552-1

文献信息

• Design &amp; synthesis of 2-(substituted aryloxy)-5-(substituted benzylidene)-3-phenyl-2,5-dihydro-1H-[1,2,4] triazin-6-one as potential anticonvulsant agents
  作者：Darpan Kaushik、Suroor Ahmad Khan、Gita Chawla

  DOI：10.1016/j.ejmech.2010.05.051

  日期：2010.9

  A series of 2-(substituted aryloxy)-5-(substituted benzylidene)-3-phenyl-2,5-dihydro-1H-[1,2,4] triazin-6-one were designed & synthesized using appropriate synthetic route keeping in view the structural requirement of pharmacophore and evaluated for anticonvulsant activity and CNS activities. After intraperitoneal injection to mice, some synthesized derivatives were examined in the maximal electroshock

  设计并合成了一系列2-（取代的芳氧基）-5-（取代的亚苄基）-3-苯基-2,5-二氢-1 H- [1,2,4]三嗪-6-一。考虑到药效团的结构要求，并评估其抗惊厥活性和CNS活性。腹膜内注射给小鼠后，在最大的电击惊厥（MES）和皮下戊四氮（scPTZ）诱发的惊厥和神经毒性筛查中检查了一些合成的衍生物。还对那些发现有力的人进行了行为障碍和抑郁活动的评估。在测试的化合物中，两种动物模型中的5 eIX在剂量水平为30 mg / kg时均显示出对癫痫发作的保护作用，而5 bII和5 cII在相同剂量水平下显示出对scPTZ模型的保护作用。与临床有效药物相比，某些标题化合物的中枢神经系统抑制作用和神经毒性较小。
• Silica-supported Solvent Approaches More Facile than the Conventional for Erlenmeyer Synthesis with Our Pyridinium Salts
  作者：Chitrarasu Manikandan、Kilivelu Ganesan

  DOI：10.1002/jhet.3120

  日期：2018.4

  The synthesis of pyridinium salts by both conventional/silica‐supported muffle furnace and microwave approaches is described. We have optimized the Erlenmeyer synthesis of azalactone with various concentrations of our synthesized pyridinium salts. Among these, bromide‐containing pyridinium salts showed excellent catalytic activity than the others.

  描述了通过常规/二氧化硅支撑的马弗炉和微波方法合成吡啶鎓盐的方法。我们用各种浓度的合成吡啶鎓盐优化了氮杂内酯的Erlenmeyer合成。其中，含溴的吡啶鎓盐显示出优异的催化活性。
• Design, Synthesis, and Antimicrobial Activity of Novel Fluorine-Containing Imidazolones
  作者：N. C. Desai、K. R. Wadekar、H. K. Mehta、U. P. Pandit

  DOI：10.1134/s1070428021060142

  日期：2021.6

  Abstract A simple synthetic protocol have been developed for the preparation of novel N-(4-benzylidene-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-N′-phenylthiourea derivatives by the reaction of 4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-ones with N-(3-chloro-4-fluorophenyl)- and N-[3-(trifluoromethyl)phenyl)hydrazinecarbothioamides. The synthesized imidazolones have been characterized by using

  摘要 一个简单的合成方案已被开发用于新颖的制备ñ - （4-苯亚甲基-5-氧代-2-苯基-4,5-二氢-1- ħ -咪唑-1-基）ñ由'-phenylthiourea衍生物4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-ones 与N- (3-chloro-4-fluorophenyl)- 和N- [3-(trifluoromethyl)phenyl)hydrazinecarbothioamides 的反应. 合成的咪唑酮已通过使用不同的光谱技术进行表征，并评估了它们对某些细菌和真菌菌株的抗菌活性。发现含有 2-硝基亚苄基和 4-甲氧基亚苄基取代基的咪唑酮衍生物对真菌菌株白色念珠菌和棒状曲霉..
• An ionic liquid gel: a heterogeneous catalyst for Erlenmeyer–Plochl and Henry reactions
  作者：Megha Jagadale、Altafhusen Naikwade、Rajashri Salunkhe、Mohan Rajmane、Gajanan Rashinkar

  DOI：10.1039/c8nj00367j

  日期：——

  ionic liquid gel has been prepared by entrapping 1-butyl-3-methylimidazolium hydroxide ([Bmim]OH) in an aqueous agar gel. The ionic liquid gel has been characterized by Fourier transform infrared (FT-IR), Fourier transform Raman (FT-Raman) spectroscopy, scanning electron microscopy (SEM), thermogravimetric analysis (TGA) and energy dispersive X-ray analysis (EDX). The ionic liquid gel has been successfully

  通过将1-丁基-3-甲基咪唑鎓氢氧化物（[Bmim] OH）截留在琼脂水溶液中来制备离子液体凝胶。离子液体凝胶的特征在于傅立叶变换红外（FT-IR），傅立叶变换拉曼（FT-Raman）光谱，扫描电子显微镜（SEM），热重分析（TGA）和能量色散X射线分析（EDX）。离子液体凝胶已成功地用作涉及醛，马尿酸和乙酸酐的Erlenmeyer-Plochl反应的多相催化剂，以及室温下醛与硝基甲烷在乙醇中的亨利反应。离子液体凝胶的异质性已通过进行热过滤测试和浸出研究得到证实。此外，
• Synthesis, Characterization and Biological Activity of 5-Arylidene-3-(6,7-dicloro-1,3-benzothiazol-2-yl)-phenyl-3,5-dihydro-4<i>H</i>-imidazol-4-ones
  作者：B. B. Baldaniya

  DOI：10.1155/2010/264036

  日期：——

  Some novel 5-arylidene-3-(6,7-dichloro-1,3-benzothiazol-2-yl)-2-phenyl-3,5-dihydro-4H-imidazol-4-ones (6a-q)have been synthesized and characterized by elemental analyses, IR, NMR, and mass spectra. The products have been evaluated for antibacterial and antifungal activities against different strains of bacteria and fungi.

  一些新型的5-芳基亚醛基-3-(6,7-二氯-1,3-苯并噻唑-2-基)-2-苯基-3,5-二氢-4H-咪唑-4-酮 (6a-q)已经合成并通过元素分析、红外光谱、核磁共振和质谱进行了表征。这些产物已经针对不同菌株的细菌和真菌进行了抗菌和抗真菌活性评价。