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4-(4-hydroxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one is a complex organic compound with the molecular formula C16H11NO3. It is characterized by a 1,3-oxazol-5(4H)-one core structure, which features a five-membered ring containing two oxygen atoms and one nitrogen atom. The compound has a 4-hydroxybenzylidene group attached to the 4-position of the oxazole ring, and a phenyl group at the 2-position. This molecule is known for its potential applications in the field of pharmaceuticals and materials science, particularly as a precursor or intermediate in the synthesis of various biologically active compounds. Its chemical structure endows it with unique properties that can be exploited in the design of new drugs or other chemical products.

1226-71-7

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1226-71-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1226-71-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,2 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1226-71:
(6*1)+(5*2)+(4*2)+(3*6)+(2*7)+(1*1)=57
57 % 10 = 7
So 1226-71-7 is a valid CAS Registry Number.

1226-71-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name (4Z)-4-[(4-hydroxyphenyl)methylidene]-2-phenyl-1,3-oxazol-5-one

1.2 Other means of identification

Product number -
Other names ethyl 4-[(1E)-2-(4-hydroxyphenyl)-1-azavinyl]benzoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1226-71-7 SDS

1226-71-7Relevant academic research and scientific papers

A convenient synthesis of 4-arylidene-2-phenyloxazol-5-ones catalyzed by KF-alumina

Wang, Yucheng,Shi, Daqing,Lu, Zaisheng,Dai, Guiyuan

, p. 707 - 712 (2000)

A series of 4-arylidene-2-phenyloxzol-5-ones were synthesized by cyclodehydration-condensation of hippuric acid, aromatic aldehydes and acetic anhydride catalyzed by KF-Alumina.

Design and synthesis of potent 1,2,4-trisubstituted imidazolinone derivatives with dual p38αMAPK and ERK1/2 inhibitory activity

Awadallah, Fadi M.,Abou-Seri, Sahar M.,Abdulla, Mohamed M.,Georgey, Hanan H.

, p. 397 - 404 (2015)

The synthesis of new 1,2,4-trisubstituted imidazolinone derivatives was described. The new compounds were designed as dual p38αMAPK and ERK1/2 inhibitors through hybridization of pharmacophoric elements associated with inhibition of these kinases. The kin

Design, Synthesis, and Antimicrobial Activity of Novel Fluorine-Containing Imidazolones

Desai,Wadekar,Mehta,Pandit

, p. 976 - 985 (2021/08/09)

Abstract: A simple synthetic protocol have been developed for the preparation of novelN-(4-benzylidene-5-oxo-2-phenyl-4,5-dihydro-1H-imidazol-1-yl)-N′-phenylthiourea derivatives by the reaction of4-benzylidene-2-phenyl-4,5-dihydro-1,3-oxazol-5-ones with N

Benzothiazol clubbed imidazol-4-ones as anti-fungal, anti-tubercular and anti-HIV-1 agents: Their synthesis and molecular docking study

Patel, Navin B.,Shaikh, Asif R.,Patel, Vatsal M.,Lara-Ramirez, Edgar E.,Rivera, Gildardo

, p. 382 - 391 (2019/06/18)

Background: The present work describes antimicrobial, antimycobacterium and anti HIV-1 evaluation of newly synthesized 5-(4-Substituted-benzylidene)-3-[4-(5-methyl-benzothiazol2-yl)-phenyl]-2-phenyl-3,5-dihydro-imidazol-4-one (4a-o). The docking studies were performed in order to predict the potential binding affinities. Objective: The major aim of this study is to develop the new class of bezylidine candidate clubbed with benzothiazole with less toxicity and improved potency as antimicrobial, antitubercular and anti HIV-1. Methods: The titled compounds were characterized by spectral studies (IR, 1H NMR, 13C NMR and Mass). In vitro antimycobacterium activity was carried out using Lowenstein-Jensen medium method and antimicrobial activity using the broth microdilution method. The anti HIV-1 reverse transcriptase activity was determined by the colorimetric MTT method and inhibition of virusinduced cytopathogenicity in MT-4 cells. Results: Compound 4i (50 μM) showed better antifungal activity against A. clavatus. Compound 4g (50 μM) with 95% inhibition demonstrated good activity against M. tuberculosis H37Rv. Compound 4k showed CC50 (50 μM) against MT-4 (CD4+ Human T-cells containing an integrated HTLV-1 genome) cells by 50%, while 16 μM concentration value EC50 from the HIV-1 induced cytopathogenicity. Molecular docking study suggested that 4k interacted with the target with binding energy by Vina score (-10.3 Kcal/mol) Conclusion: The preliminary in vitro evaluation results revealed that some of the compounds have promising antimicrobial activities as well as antitubercular potency. Among the various substituents on benzylidene, the nitro group was the most beneficial for improving the anti-HIV-1 activity. Docking result suggested that 4k compound could be acting as a non-competitive or weak inhibitor of Reverse Transcriptase (RT).

Sulfanilic acid-catalyzed green synthesis of 4-Arylidene-2-phenyl-5(4H)-Oxazolones

Kiyani, Hamzeh,Aslanpour, Shiva

, p. 297 - 303 (2018/02/22)

This study is focused on the catalytic activity of sulfanilic acid (SA) in the straightforward synthesis of 4-Arylidene-2-phenyl-5(4H)-oxazolones via condensation of aromatic aldehydes, hippuric acid, and acetic anhydride under green experimental conditio

Silica-supported Solvent Approaches More Facile than the Conventional for Erlenmeyer Synthesis with Our Pyridinium Salts

Manikandan, Chitrarasu,Ganesan, Kilivelu

, p. 929 - 934 (2018/02/19)

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 t

An ionic liquid gel: A heterogeneous catalyst for Erlenmeyer-Plochl and Henry reactions

Jagadale, Megha,Naikwade, Altafhusen,Salunkhe, Rajashri,Rajmane, Mohan,Rashinkar, Gajanan

, p. 10993 - 11005 (2018/07/06)

An 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 employed as a heterogeneous catalyst in the Erlenmeyer-Plochl reaction involving aldehydes, hippuric acid and acetic anhydride as well as in the Henry reaction between aldehydes and nitromethane in ethanol at room temperature. The heterogeneity of the ionic liquid gel has been confirmed by conducting hot filtration tests and leaching studies. Additionally, the ionic liquid gel could be easily recovered by simple filtration and reused five times without significant loss in catalytic activity.

Synthesis and spectroscopic analysis of benzylidene imidazolone linked to P-porphyrins through axial ligand

Matsumoto, Jin,Takemori, Kyosuke,Ishikawa, Jun,Nabetani, Yu,Fujitsuka, Mamoru,Majima, Tetsuro,Yasuda, Masahide

, p. 2530 - 2537 (2018/11/02)

Tetraphenylporphyrinatophosphorus(V) complexes (1) comprising two axially linked benzylidene imidazolone (Biz) moieties, which are chromophores of the green fluorescent protein, were prepared. In medical applications such as photodynamic therapy, the P-po

Synthesis of Erlenmeyer-Pl?chl azlactones promoted by 5-Sulfosalicylic acid

Kiyani, Hamzeh,Aslanpour, Shiva

, p. 1314 - 1321 (2017/07/18)

5-Sulfosalicylic acid was found as an efficient catalyst in the synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones by condensation and cyclodehydration of aromatic aldehydes with hippuric acid and acetic anhydride at room temperature. The catalyst was eas

Synthesis and evaluation of a series of novel imidazolidinone analogues of 6-aminoflavone as anticancer and anti-inflammatory agents

Moorkoth, Sudheer,Srinivasan,Gopalan Kutty,Joseph, Alex,Naseer

, p. 5066 - 5075 (2013/09/23)

The flavone moiety is a potential pharmacophore known for its diverse range of pharmacological activities. Aminoflavones have recently been the subject of considerable attention as lead molecules in several cancer research projects. Imidazolidinone heterocycles represent another biologically active scaffold with known cytotoxic properties. In an attempt to provide synergistic cytotoxic activity, these two moieties have been combined, and the resulting novel analogues evaluated for their anticancer and anti-inflammatory activities. The results revealed that the cytotoxicities of these compounds were fivefold greater than those of aminoflavone. DNA histograms obtained from cell cycle analysis in the presence of these compounds were apoptotic in their nature. Furthermore, the in vivo screening of these compounds using Ehrlich's ascites tumour model showed an increase in life span, whereas an in vivo anti-inflammatory study resulted in the enhancement of the anti-inflammatory potential. The results therefore supported the hypothesis that there is a relationship between inflammation and cancer.

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