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6-Chloro-3-(phenylcarbonyl)-2H-chromen-2-one is a complex organic chemical compound with the molecular formula C16H9ClO3. It is a derivative of the 2H-chromen-2-one class of compounds, which are characterized by a benzopyranone structure. This specific compound features a 6-chloro substitution on the benzopyranone core, a phenylcarbonyl group attached at the 3-position, and a ketone functional group at the 2-position. It is known for its potential applications in the synthesis of pharmaceuticals and other organic compounds, particularly those with biological activity. The compound's structure and properties make it a valuable intermediate in the development of new drugs and chemical entities.

3542-65-2

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3542-65-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3542-65-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,4 and 2 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3542-65:
(6*3)+(5*5)+(4*4)+(3*2)+(2*6)+(1*5)=82
82 % 10 = 2
So 3542-65-2 is a valid CAS Registry Number.

3542-65-2Relevant academic research and scientific papers

Coumarin derivatives act as novel inhibitors of human dipeptidyl peptidase III: Combined in vitro and in silico study

?ubari?, Domagoj,Agi?, Dejan,Be?lo, Drago,Kara?i?, Zrinka,Karna?, Maja,Lisjak, Miroslav,Lon?ari?, Melita,Molnar, Maja,Popovi?, Boris M.,Rastija, Vesna,Tomi?, Sanja

, (2021/06/22)

Dipeptidyl peptidase III (DPP III), a zinc-dependent exopeptidase, is a member of the metalloproteinase family M49 with distribution detected in almost all forms of life. Although the physiological role of human DPP III (hDPP III) is not yet fully elucida

Ros inhibitory activity and cytotoxicity evaluation of benzoyl, acetyl, alkyl ester, and sulfonate ester substituted coumarin derivatives

Salar, Uzma,Mohammed Khan, Khalid,Jabeen, Almas,Faheem, Aisha,Naqvi, Farwa,Ahmed, Shakil,Iqbal, Erum,Ali, Farman,Kanwal,Perveen, Shahnaz

, p. 1099 - 1111 (2020/11/09)

Background: A number of non-steroidal anti-inflammatory drugs (NSAIDs) including aspirin, indomethacin, ibuprofen, flufenamic acid, and phenylbutazone are being clinically used to treat inflammatory disorders. These NSAIDs are associated with serious side

Anti-MRSA (Multidrug resistant Staphylococcus aureus) activity of 3-substituted coumarins

Salar, Uzma,Khan, Khalid Mohammed,Muhammad, Humaira,Fakhri, Muhammed Imran,Sanaullah,Perveen, Shahnaz,Choudhary, Muhammed Iqbal

, p. 353 - 362 (2018/04/20)

Background: Infectious pathogenic bacteria are the key virulence in our daily life. Especially diseases produced by multidrug resistant Staphylococcus aureus (MRSA) still contributing in morbidity and mortality in humans. Discovery of new and safer antibi

Regioselective transition metal-free acylation of coumarins via cross-dehydrogenative coupling reaction of coumarins and aldehydes

Adib, Mehdi,Rajai-Daryasarei, Saideh,Pashazadeh, Rahim,Tajik, Mahnaz,Mirzaei, Peiman

, p. 3701 - 3705 (2016/07/26)

A transition metal-free cross-dehydrogenative coupling reaction is described for the preparation of 3-acylcoumarins. Heating a mixture of a coumarin, an aldehyde, and the K2S2O8/Aliquat 336 system in chlorobenzene at 100 °C for 8 h regioselectively afforded the corresponding 3-acylcoumarin derivatives in good to excellent yields.

The indium(iii) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; Their photochromic and acetate sensing properties

Surya Prakash Rao,Desai, Avinash

, p. 63642 - 63649 (2015/02/19)

The synthesis and evaluation of the photochromic properties of 3-acylcoumarins are very important as they exhibit selective sensing properties. We found that InCl3 efficiently catalyzes the condensation of 2-hydroxybenzaldehydes and β-keto este

Synthesis of 3-Substituted coumarins: An efficient green approach using l-Proline as catalyst in triethanolamine medium

Srikrishna, Devulapally,Tasqeeruddin, .Syed,Dubey, Pramod Kumar

, p. 556 - 563 (2014/07/21)

3-Substituted coumarins were synthesized very efficiently, using Knoevenagel method from salicylaldehydes 1 and active methylene compounds 2 under green conditions. The effect of catalyst and solvent on this condensation was studied. L-Proline was found t

DABCO and Bu3P catalyzed [4 + 2] and [3 + 2] cycloadditions of 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate

Wang, Ying,Yu, Zhi-Hua,Zheng, Hu-Fei,Shi, De-Qing

, p. 7739 - 7746 (2013/04/23)

DABCO-catalyzed [4 + 2] and Bu3P-catalyzed [3 + 2] cycloadditions between 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate were developed for the synthesis of dihydropyran-fused and cyclopenten-fused chromen-2-ones with high regio- and stereo-

Syntheses of furo[3,4-c]coumarins and related furyl coumarin derivatives via intramolecular Wittig reactions

Jang, Yeong-Jiunn,Syu, Siang-En,Chen, Yu-Jhang,Yang, Mei-Chun,Lin, Wenwei

supporting information; experimental part, p. 843 - 847 (2012/02/02)

A new and general strategy for highly functional furo[3,4-c]coumarins and related furyl coumarin derivatives has been developed, which is based on an extraordinarily facile intramolecular Wittig reaction, starting from α,β-unsaturated ketones, tributylpho

Biocatalytic domino reaction: Synthesis of 2H-1-benzopyran-2-one derivatives using alkaline protease from Bacillus licheniformis

Wang, Chang-Heng,Guan, Zhi,He, Yan-Hong

experimental part, p. 2048 - 2054 (2011/10/03)

A novel BLAP (alkaline protease from Bacillus licheniformis) catalyzed synthesis of 2H-1-benzopyran-2-one derivatives was achieved by domino Knoevenagel/intramolecular transesterification reaction. The control of enzymatic chemoselectivity between Knoevenagel/intramolecular transesterification and Knoevenagel/intramolecular hemiketalization could be realized by adjusting parameters including solvent, water content and temperature. The products were obtained in acceptable yields. This BLAP catalyzed selective domino reaction provided an alternative synthetic method for 2H-1-benzopyran-2-one derivatives.

Synthesis and selective human monoamine oxidase inhibition of 3-carbonyl, 3-acyl, and 3-carboxyhydrazido coumarin derivatives

Secci, Daniela,Carradori, Simone,Bolasco, Adriana,Chimenti, Paola,Yá?ez, Matilde,Ortuso, Francesco,Alcaro, Stefano

experimental part, p. 4846 - 4852 (2011/11/13)

Several 3-carbonyl (1-26), 3-acyl (27-52), and 3-carboxyhydrazido (53-58) coumarins have been synthesized in high yields (72-99%) and tested in vitro for their human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitory activity. Different substituents on the coumarin nucleus were evaluated for their effect on biological activity and isoform selectivity. Substitution at position C7 of the 3-ethyl ester coumarin ring, or the introduction of a hydrazido substituent at C3, were important to obtain highly potent and selective hMAO-B inhibitors with IC50 values in the nanomolar range. Some derivatives were also submitted to a stability test and showed no chemical cleavage in vitro.

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