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8-Hydroxy-3-phenylcoumarin is a chemical compound belonging to the coumarin family, characterized by a benzopyrone structure. It is an organic molecule with the molecular formula C14H10O3, featuring a coumarin core, which consists of a benzene ring fused to a pyran ring. The compound has a hydroxyl group at the 8-position and a phenyl group at the 3-position, which are key functional groups that contribute to its chemical properties. 8-hydroxy-3-phenylcoumarin is known for its potential applications in various fields, including pharmaceuticals and materials science, due to its unique structure and reactivity. It is also of interest in research for its potential biological activities and as a synthetic intermediate in the preparation of more complex molecules.

6468-97-9

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6468-97-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6468-97-9 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 7 respectively.
Calculate Digit Verification of CAS Registry Number 6468-97:
(6*6)+(5*4)+(4*6)+(3*8)+(2*9)+(1*7)=129
129 % 10 = 9
So 6468-97-9 is a valid CAS Registry Number.

6468-97-9Downstream Products

6468-97-9Relevant academic research and scientific papers

Design and discovery of tyrosinase inhibitors based on a coumarin scaffold

Matos,Varela,Vilar,Hripcsak,Borges,Santana,Uriarte,Fais,Di Petrillo, Amalia,Pintus,Era

, p. 94227 - 94235 (2015)

In this manuscript we report the synthesis, pharmacological evaluation and docking studies of a selected series of 3-aryl and 3-heteroarylcoumarins with the aim of finding structural features for the tyrosinase inhibitory activity. The synthesized compounds were evaluated as mushroom tyrosinase inhibitors. Compound 12b showed the lowest IC50(0.19 μM) of the series, being approximately 100 times more active than kojic acid, used as a reference compound. The kinetic studies of tyrosinase inhibition revealed that 12b acts as a competitive inhibitor of mushroom tyrosinase with l-DOPA as the substrate. Furthermore, the absence of cytotoxicity in B16F10 melanoma cells was determined for this compound. The antioxidant profile of all the derivatives was evaluated by measuring radical scavenging capacity (ABTS and DPPH assays). Docking experiments were carried out on mushroom tyrosinase structures to better understand the structure-activity relationships.

Structure-Based Optimization of Coumarin hA3 Adenosine Receptor Antagonists

Matos, Maria Jo?o,Vilar, Santiago,Vazquez-Rodriguez, Saleta,Kachler, Sonja,Klotz, Karl-Norbert,Buccioni, Michela,Delogu, Giovanna,Santana, Lourdes,Uriarte, Eugenio,Borges, Fernanda

, p. 2577 - 2587 (2019/12/25)

Adenosine receptors participate in many physiological functions. Molecules that may selectively interact with one of the receptors are favorable multifunctional chemical entities to treat or decelerate the evolution of different diseases. 3-Arylcoumarins

Antibacterial Activity and Molecular Docking Studies of a Selected Series of Hydroxy-3-arylcoumarins

Pisano, Maria Barbara,Kumar, Amit,Medda, Rosaria,Gatto, Gianluca,Pal, Rajesh,Fais, Antonella,Era, Benedetta,Cosentino, Sofia,Uriarte, Eugenio,Santana, Lourdes,Pintus, Francesca,Matos, Maria Jo?o

, (2019/08/08)

Antibiotic resistance is one of the main public health concerns of this century. This resistance is also associated with oxidative stress, which could contribute to the selection of resistant bacterial strains. Bearing this in mind, and considering that f

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.

Study of coumarin-resveratrol hybrids as potent antioxidant compounds

Matos, Maria J.,Vazquez-Rodriguez, Saleta,Borges, Fernanda,Santana, Lourdes,Uriarte, Eugenio,Mura, Francisco,Olea-Azar, Claudio

, p. 3290 - 3308 (2015/09/02)

In the present work we synthesized a selected series of hydroxylated 3-phenylcoumarins 5-8, with the aim of evaluating in detail their antioxidant properties. From an in depth study of the antioxidant capacity data (ORAC-FL, ESR, CV and ROS inhibition) it

New halogenated phenylcoumarins as tyrosinase inhibitors

Matos, Maria Jo?o,Santana, Lourdes,Uriarte, Eugenio,Delogu, Giovanna,Corda, Marcella,Fadda, Maria Benedetta,Era, Benedetta,Fais, Antonella

scheme or table, p. 3342 - 3345 (2011/07/07)

With the aim to find out structural features for the tyrosinase inhibitory activity, in the present communication we report the synthesis and pharmacological evaluation of a new series of phenylcoumarin derivatives with different number of hydroxyl or eth

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