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3-(4-hydroxyphenyl)-2H-chromen-2-one, also known as 4'-hydroxyflavone, is a naturally occurring flavonoid compound characterized by its yellow color and a molecular formula of C15H10O3. It is a member of the flavone class of flavonoids, which are widely found in plants and exhibit various biological activities. 3-(4-hydroxyphenyl)-2H-chromen-2-one is known for its antioxidant properties, which can help protect cells from damage caused by free radicals. Additionally, it has been studied for its potential role in anti-inflammatory and anticancer activities, although more research is needed to fully understand its therapeutic potential. The compound's structure features a benzopyrone core with a hydroxyl group attached to the phenyl ring, which contributes to its chemical reactivity and biological effects.

6468-98-0

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6468-98-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6468-98-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,4,6 and 8 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 6468-98:
(6*6)+(5*4)+(4*6)+(3*8)+(2*9)+(1*8)=130
130 % 10 = 0
So 6468-98-0 is a valid CAS Registry Number.

6468-98-0Relevant academic research and scientific papers

Chlorophyll-catalyzed photochemical regioselective coumarin C-H arylation with diazonium salts

Moazzam, Ali,Jafarpour, Farnaz

supporting information, p. 16692 - 16696 (2020/10/27)

This communication describes the development of a mild method for the cross-coupling of the C3-position of coumarin with an array of diazonium salts mediated by chlorophyll as a biocatalyst via visible light catalysis. A natural pigment such as chlorophyll is used as a green photosensitizer and environmentally benign catalyst. This general and easy procedure provides a transition-metal-free alternative for the formation of 3-aryl coumarin derivatives at room temperature with good to excellent yields. This journal is

Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents

Hu, Yuheng,Wang, Bing,Yang, Jie,Liu, Teng,Sun, Jie,Wang, Xiaojing

, p. 15 - 30 (2018/10/31)

A variety of substituted 3-arylcoumarin derivatives were synthesised through microwave radiation heating. The method has characteristics of environmental friendliness, economy, simple separation, and purification process, less by-products and high reaction yield. Those 3-arylcoumarin derivatives were screened for antioxidant, α-glucosidase inhibitory and advanced glycation end-products (AGEs) formation inhibitory. Most compounds exhibited significant antioxidant and AGEs formation inhibitory activities. Anti-diabetic activity studies showed that compounds 11 and 17 were equipotent to the standard drug glibenclamide in vivo. According to the experimental results, the target compound 35 can be used as a lead compound for the development of new anti-diabetic drugs. The whole experiment showed that anti-diabetic activity is prevalent in 3-arylcoumarins, which added a new natural skeleton to the development of anti-diabetic active drugs.

Synthesis and biological evaluation of 3-arylcoumarins as potential anti-Alzheimer's disease agents

Yang, Jie,Zhang, Pingping,Hu, Yuheng,Liu, Teng,Sun, Jie,Wang, Xiaojing

, p. 651 - 656 (2019/02/19)

Alzheimer's disease, a neurodegenerative illness, has the extremely complex pathogenesis. Accumulating evidence indicates there is a close relationship between several enzymes and Alzheimer's disease. Various substituted 3-arylcoumarin derivatives were synthesised, and their in vitro activity, including cholinesterase inhibitory activity, monoamine oxidase inhibitory activity, and antioxidant activity were investigated. Most of the compounds exhibited high activity; therefore 3-arylcoumarin compounds have the potential as drug candidates for the treatment of Alzheimer's disease.

3-Aryl Coumarin Derivatives Bearing Aminoalkoxy Moiety as Multi-Target-Directed Ligands against Alzheimer's Disease

Abdshahzadeh, Helia,Golshani, Mostafa,Nadri, Hamid,Saberi Kia, Iraj,Abdolahi, Zahra,Forootanfar, Hamid,Ameri, Alieh,Tüylü Kü?ükk?l?n?, Tuba,Ayazgok, Beyza,Jalili-Baleh, Leili,Sadat Ebrahimi, Seyed Esmaeil,Moghimi, Setareh,Haririan, Ismaeil,Khoobi, Mehdi,Foroumadi, Alireza

, (2019/04/17)

Two series of novel coumarin derivatives, substituted at 3 and 7 positions with aminoalkoxy groups, are synthesized, characterized, and screened. The effect of amine substituents and the length of cross-linker are investigated in acetyl- and butyrylcholin

Novel 3-phenylcoumarin–lipoic acid conjugates as multi-functional agents for potential treatment of Alzheimer's disease

Jalili-Baleh, Leili,Nadri, Hamid,Forootanfar, Hamid,Samzadeh-Kermani, Alireza,Kü?ükk?l?n?, Tuba Tüylü,Ayazgok, Beyza,Rahimifard, Mahban,Baeeri, Maryam,Doostmohammadi, Mohsen,Firoozpour, Loghman,Bukhari, Syed Nasir Abbas,Abdollahi, Mohammad,Ganjali, Mohammad Reza,Emami, Saeed,Khoobi, Mehdi,Foroumadi, Alireza

, p. 223 - 234 (2018/05/24)

New series of triazole-containing 3-phenylcoumarin–lipoic acid conjugates were designed as multi-functional agents for treatment of Alzheimer's disease. The target compounds 4a-o were synthesized via the azide-alkyne cycloaddition reaction and their biolo

Ph3P/I2-Mediated Synthesis of 3-Aryl-Substituted and 3,4-Disubstituted Coumarins

Phakhodee, Wong,Duangkamol, Chuthamat,Yamano, Dolnapa,Pattarawarapan, Mookda

, p. 825 - 830 (2017/04/06)

Ph3P/I2-Et3N-mediated one-pot two-step esterification-cyclization toward 3-aryl coumarins and 3-aryl-4-methylcoumarins is reported. The reaction of a variety of aryl acetic acids containing steric or reactive group with 2-

Polymerizable liquid crystal composition, polarized light-emitting coating material, novel naphtholactam derivative novel coumarin derivative, novel nile red derivative, and novel anthracene derivative

-

, (2016/11/14)

Provided are a polymerizable liquid crystal composition, a coating material, a medium, and a polarizing device each produced using a polymerizable liquid crystal compound and a colorant and each capable of producing polarized light suitable for polarizing devices, and also a novel naphtholactam derivative, a novel coumarin derivative, a novel Nile Red derivative, and a novel anthracene derivative each suitable for use as the colorant. Specifically provided are a polymerizable liquid crystal composition containing (A) at least one liquid crystal compound having a polymerizable functional group, (B) at least one colorant, and (C) a polymerization initiator, and a novel naphtholactam derivative of formula (IV′), a novel coumarin derivative of formula (VI′), a novel Nile Red derivative of formula (VII′), and a novel anthracene derivative of formula (VIII′) each suitable for use as the colorant (B).

Ultrasound-Assisted Solvent-Free Parallel Synthesis of 3-Arylcoumarins Using N-Acylbenzotriazoles

Wet-Osot, Sirawit,Duangkamol, Chuthamat,Phakhodee, Wong,Pattarawarapan, Mookda

supporting information, p. 279 - 282 (2016/07/06)

An ultrasound-assisted one-pot acylation/cyclization reaction between N-acylbenzotriazoles and 2-hydroxybenzaldehydes has been developed for the synthesis of substituted 3-arylcoumarins. Using ultrasound not only allows rapid and clean conversion but also simplifies experimental setup and parallel workup leading to rapid generation of 3-arylcoumarin libraries under mild, solvent-free, and chromatography-free conditions.

Synthesis of 2-phenylbenzofuran derivatives and selective binding activities on estrogen receptor

Zhang, Ping,Yang, Yewei,Zheng, Xiaoliang,Huang, Wenhai,Ma, Zhen,Shen, Zhengrong

scheme or table, p. 270 - 274 (2012/03/11)

An improved chemical reaction protocol with short time and easy work-up was described here for 2-phenylbenzofuran derivatives. The final purified products, 2-phenylbenzofuran derivatives 5a-g and the intermediate diols 4a-g, were evaluated for their estrogen receptor (ER) binding affinity and selective activity in vitro. Among these fourteen tested compounds, 4g and 5g showed higher binding affinity on ER subtypes, ERα and ERβ. Compound 4g exhibited preferable ERα binding, while 5g was more estrogen selective for ERβ. The molecular docking was also performed to explore the detailed interactive interface between ER and the compounds.

Synthesis and biological evaluation of hydroxylated 3-phenylcoumarins as antioxidants and antiproliferative agents

Yang, Jie,Liu, Guo-Yun,Dai, Fang,Cao, Xiao-Yan,Kang, Yan-Fei,Hu, Li-Mei,Tang, Jiang-Jiang,Li, Xiu-Zhuang,Li, Yan,Jin, Xiao-Ling,Zhou, Bo

supporting information; experimental part, p. 6420 - 6425 (2011/11/29)

Based on the observed biological activities of coumarins and resveratrol, we synthesized fourteen hydroxylated 3-phenylcoumarins (stilbene-coumarin hybrids) including six novel ortho-hydroxy-methoxy substituted derivatives, 1-14, by Perkin reaction. We ch

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