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4H-1-Benzopyran-4-one, 2-(4-nitrophenyl)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

19725-49-6

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19725-49-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 19725-49-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,7,2 and 5 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 19725-49:
(7*1)+(6*9)+(5*7)+(4*2)+(3*5)+(2*4)+(1*9)=136
136 % 10 = 6
So 19725-49-6 is a valid CAS Registry Number.

19725-49-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-nitrophenyl)chromen-4-one

1.2 Other means of identification

Product number -
Other names 2-(4-Nitro-phenyl)-chromen-4-on

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:19725-49-6 SDS

19725-49-6Relevant academic research and scientific papers

An Expeditious Synthesis of Flavones on Montmorillonite K 10 Clay with Microwaves

Varma, Rajender S.,Saini, Rajesh K.,Kumar, Dalip

, p. 348 - 349 (1998)

A manipulatively simple and rapid method for the synthesis of flavones is described via a solid-state dehydrative cyclizatton of o-hydroxydibenzoylmethanes on a clay surface using microwaves.

Flavone-based hydrazones as new tyrosinase inhibitors: Synthetic imines with emerging biological potential, SAR, molecular docking and drug-likeness studies

Alsantali, Reem?I.,Mughal, Ehsan?Ullah,Naeem, Nafeesa,Alsharif, Meshari?A.,Sadiq, Amina,Ali, Anser,Jassas, Rabab.?S.,Javed, Qamar,Javid, Asif,Sumrra, Sajjad Hussain,Alsimaree, Abdulrahman?A.,Zafar, Muhammad?Naveed,Asghar, Basim?H.,Altass, Hatem?M.,Moussa, Ziad,Ahmed, Saleh?A.

, (2021/11/30)

Targeting tyrosinase (TYR), a key enzyme responsible for melanogenesis disorders, is a well-known approach utilized for the development of melanogenesis inhibitor. A variety of dermatological disorders and microbial skin infections can cause hyperpigmentation. Hence, exploring new scaffolds for the treatment of melanogenesis disease is an inspiring goal. In this context, a series of varyingly substituted flavone-based hydrazones have been designed, synthesized and characterized successfully. The present study describes the discovery of novel mushroom tyrosinase inhibitors (TIs) for treating hyperpigmentation. In due course, flavone scaffold has been incorporated into the novel chemotypes that exhibit in vitro inhibitory effects against mushroom tyrosinase for the purpose of discovering anti‐melanogenic agents. Biological investigations of prepared analogs herein demonstrated moderate to excellent activity against most of the fungal-bacterial strains and their activity is comparable to those of commercially available antibiotics i.e., Ciprofloxacin and Ketoconazole. Based on in vitro tyrosinase inhibitory assay, some compounds exhibited potent inhibition particularly, 3g (IC50 = 1.40 ± 0.16 μM), 3j (IC50 = 0.95 ± 0.07 μM), 3o (IC50 = 1.13 ± 0.11 μM), and 3q (IC50 = 1.01 ± 0.1 μM) showed best inhibition i.e., 0.7, 0.5, 0.6 and 0.5 folds, respectively, than kojic acid (IC50 = 1.79 ± 0.6 μM). Lineweaver-Burk plots demonstrated that the most potential derivative 3j tyrosinase inhibition proceeds via non-competitive pathway and the Michaelis-Menton constant (Km) value is 0.0265. Molecular modeling was performed for all tested analogs (3a–3q) using a model of mushroom tyrosinase to find crucial binding modes liable for inhibitory activity. The SARs were preliminarily examined, and the docking study revealed that analogs 3j, 3o and 3p had a strong binding association to tyrosinase (2Y9X). Furthermore, a drug-likeness study was employed and confirmed the favorable activity of the new analogs as a new anti-tyrosinase agent.

A novel one-pot synthesis of flavones

Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi

, p. 11655 - 11662 (2021/03/31)

In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.

Experimental and theoretical insights into the photophysical and electrochemical properties of flavone-based hydrazones

Ahmed, Ishtiaq,Ahmed, Safeer,Ahmed, Saleh A.,Alsantali, Reem I.,Alsharif, Meshari A.,Altaf, Ataf Ali,Altass, Hatem M.,Jassas, Rabab. S.,Kausar, Samia,Mughal, Ehsan Ullah,Mumtaz, Amara,Naeem, Nafeesa,Obaid, Rami J.,Sadiq, Amina,Zafar, Muhammad Naveed

, (2021/07/06)

A small library of flavone-based hydrazones has been designed, synthesized and characterized. In this context, thirteen flavone hydrazones (3a-3 m) were synthesized by the acid-catalyzed condensation of flavone with 2,4-dinitrophenylhydrazine (2,4-DNPH) and characterized by different spectral techniques (IR, UV–Vis, NMR and mass spectrometry). The electrochemical, photophysical and theoretical investigations of such type of compounds are hitherto unknown. The electrochemical behavior of these hydrazones at a platinum electrode has been analyzed by cyclic voltammetry (CV) and was investigated at 200, 100 and 40 mVs?1 in acetonitrile (CH3CN). These hydrazones showed a quasi-reversible redox reaction. The oxidation–reduction reactive sites of these derivatives were located via geometry optimization using density functional theory (DFT) at the B3LYP/3–21 g in the Guassian-09 level of theory. Moreover, the target compounds exhibited interesting fluorescent properties. Owing to their excellent photophysical and redox results, a detailed structure-property relationship was established to assess the substituents impact and their position on the physicochemical and electronic properties. All the experimental results were in accordance with the computational studies.

Synthesis of Thiourea and Sulfonylurea Derivatives of Chalcones and Flavones and their Biological Evaluation

Pratap, Ram,Satyanarayana, Mavurapu,Shukla, Poonam,Srivastava, Arvind K,Tiwari, Priti,Tripathi, Brajendra K

, p. 341 - 345 (2021/11/22)

Chalcone and flavone derivatives based on thiourea and sulfonylurea (6, 7a and 7b, 13a and 13b) were synthesized and confirmed by spectral data. All the target compounds were evaluated for in vivo antihyperglycemic activity in sucrose loaded model (SLM) a

Design, synthesis and biological evaluation of substituted flavones and aurones as potential anti-influenza agents

Chintakrindi, Anand S.,Gohil, Devanshi J.,Chowdhary, Abhay S.,Kanyalkar, Meena A.

supporting information, (2019/11/29)

We designed a series of substituted flavones and aurones as non-competitive H1N1 neuraminidase (NA) inhibitors and anti-influenza agents. The molecular docking studies showed that the designed flavones and aurones occupied 150-cavity and 430-cavity of H1N1-NA. We then synthesized these compounds and evaluated these for cytotoxicity, reduction in H1N1 virus yield, H1N1-NA inhibition and kinetics of inhibition. The virus yield reduction assay and H1N1-NA inhibition assay demonstrated that the compound 1f (4-methoxyflavone) had the lowest EC50 of 9.36 nM and IC50 of 8.74 μM respectively. Moreover, kinetic studies illustrated that compounds 1f and 2f had non-competitive inhibition mechanism.

READ-THROUGH INDUCER AND PHARMACEUTICAL USE THEREOF

-

Paragraph 0447-0451, (2020/08/04)

PROBLEM TO BE SOLVED: To provide a novel read-through inducer. SOLUTION: The present invention relates to a compound represented by the general formula (I) [each symbol in the formula is as described in the specification] or a pharmaceutically acceptable

Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones

Vimal, Manorama,Pathak, Uma,Halve, Anand Kumar

supporting information, p. 2805 - 2814 (2019/08/12)

A new synthetic strategy utilizing POCl3-water for the conversion of 2′-hydroxychalcones to flavanones and flavones has been developed. The reagent efficiently promoted one-pot conversion of 2′-hydroxychalcones to flavones through flavanones involving cyclization and oxidative dehydrogenation. By changing the stoichiometery of the reagents, the reaction can be tuned to generate either flavanone or flavone. The developed protocol was found to be applicable for a variety of 2′-hydroxychalcones.

Synthesis of flavonoid derivatives as antimalarial agents

Chetia, Dipak,Kalita, Jahnabi,Patowary, Pooja,Rudrapal, Mithun

, p. 53 - 58 (2021/06/12)

Some flavonoid derivatives were synthesized for the evaluation of their antimalarial activity. The antimalarial activity of synthesized flavonoid derivatives was screened against Plasmodium falciparum parasite. To validate antimalarial activity, in silico drug-likeness and docking study was also carried out using the P. falciparum falcipain-2 enzyme. Results of antimalarial activity reveal the antimalarial potential of synthesized flavonoids. Drug-likeness and molecular docking study confirms the biopotential and antimalarial effectiveness of flavonoid derivatives as novel falcipain-2 inhibitors. The flavonoid scaffold reported herein may be useful toward further development of novel antimalarial lead molecules.

Design, synthesis and biological evaluation of 2-Phenyl-4H-chromen-4-one derivatives as polyfunctional compounds against Alzheimer’s disease

Singh, Manjinder,Kaur, Maninder,Vyas, Bhawna,Silakari, Om

, p. 520 - 530 (2017/10/09)

Polyfunctional compounds comprise a novel class of therapeutic agents for the treatment of multi-factorial diseases. A series of 2-Phenyl-4H-chromen-4-one and its derivatives (5a–n) were designed, synthesized, and evaluated for their poly-functionality against acetylcholinestrase (AChE) and advanced glycation end products (AGEs) formation inhibitors against Alzheimer’s disease (AD). The screening results showed that most of them exhibited a significant ability to inhibit AChE AGEs formation with additional radical scavenging activity. Especially, 5m, 5b, and 5j displayed the greatest ability to inhibit AChE (IC50 = 8.0, 8.2, and 11.8 nM, respectively) and AGEs formation (IC50 = 55, 79, and 54 μM, respectively) with good antioxidant activity. Molecular docking studies explored the detailed interaction pattern with active, peripheral, and mid-gorge sites of AChE. These compounds, exhibiting such multiple pharmacological activities, can be further taken a lead for the development of potent drugs for the treatment of Alzheimer’s disease.

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