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3-Benzoylcoumarin is an organic compound belonging to the class of benzo[c]chromen-6-ones. It is characterized by its unique chemical structure, which features a benzoyl group attached to a coumarin core. 3-Benzoylcoumarin is known for its potential applications in various fields due to its distinct chemical properties.

1846-74-8

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1846-74-8 Usage

Uses

Used in Pharmaceutical Industry:
3-Benzoylcoumarin is used as an intermediate in the synthesis of coumarin-chalcone derivatives, which possess significant antibacterial properties. These derivatives are particularly effective in the treatment of tenacibaculosis, a bacterial infection caused by Tenacibaculum species. The compound's role in creating these derivatives makes it a valuable asset in the development of new antibacterial drugs to combat resistant strains of bacteria.

Check Digit Verification of cas no

The CAS Registry Mumber 1846-74-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,4 and 6 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1846-74:
(6*1)+(5*8)+(4*4)+(3*6)+(2*7)+(1*4)=98
98 % 10 = 8
So 1846-74-8 is a valid CAS Registry Number.
InChI:InChI=1/C16H10O3/c17-15(11-6-2-1-3-7-11)13-10-12-8-4-5-9-14(12)19-16(13)18/h1-10H

1846-74-8Relevant academic research and scientific papers

Condensation of α-aroylketene dithioacetals and 2- hydroxyarylaldehydes results in facile synthesis of a combinatorial library of 3-aroylcoumarins

Rao, H. Surya Prakash,Sivakumar

, p. 8715 - 8723 (2006)

A facile, convenient, efficient, and high yielding synthesis of a combinatorial library of 3-aroylcoumarins has been developed by the condensation of easily available α-aroylketene dithioacetals (AKDTAs) and 2-hydroxybenzaldehydes (salicylaldehydes)/2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of piperidine in THF reflux. The condensation of ferrocene derived α-aroylketene dithioacetal and 2-hydroxybenzaldehyde furnished coumarin installed on a ferrocene platform.

Regioselective Cross-Couplings of Coumarins and Flavones with Ethers via C(sp3)-H Functionalization

Niu, Ben,Zhao, Wannian,Ding, Yingcai,Bian, Zhaogang,Pittman, Charles U.,Zhou, Aihua,Ge, Haibo

, p. 7251 - 7257 (2015)

(Chemical Equation Presented) Coumarin and flavone derivatives are highly valuable molecules in drug discovery. Here, two new regioselective cross-dehydrogenation couplings of coumarins and flavones with different ethers via C(sp3)-H functionalization processes were developed, generating new ether-substituted derivatives not previously reported. These reactions proceeded well via radical mechanisms and provided the corresponding products in good yields.

Optical, electrochemical and current?voltage characteristics of novel coumarin based 2,4-dinitrophenylhydrazone derivatives

Arthoba Nayaka, Y.,Basavarajappa, K. V.,Manjunatha, K. B.,Purushothama, H. T.,Rudresha, B. J.,Vinay, M. M.,Yathisha, R. O.

, (2020)

A series of novel 2,4-dinitrophenylhydrazone derivatives of coumarins (DNP1?DNP3) have been synthesized by novel method and characterized by spectroscopic techniques and were used as photosensitizers on zinc nanocones, which were prepared by microwave com

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 (2014)

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

A Regioselective Metal-Free Construction of 3-Aroyl Coumarins by Csp2-H Functionalization

Jafarpour, Farnaz,Abbasnia, Masoumeh

, p. 11982 - 11986 (2016)

A successive metal-free TBHP-mediated regioselective C-H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with

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

Dual Role of Oxoaldehydes: Divergent Synthesis of 3-Aryl- and 3-Aroylcoumarins

Ghandi, Mehdi,Jafarpour, Farnaz,Khodadadi, Meysam,Moazzam, Ali

supporting information, (2022/02/16)

A facile and efficient synthetic approach to various valuable 3-aryl- and 3-aroylcoumarins by the direct arylation and aroylation of coumarins with glyoxals in a metal-free manner is presented. The aryl glyoxal is for the first time recognized to serve as an aryl surrogate in addition to its role as an aroyl transfer reagent via a simple switch in reaction conditions. The approach accommodates a broad substrate scope and high yields of the two types of cross-coupling reactions starting from identical starting materials.

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

Synthesis and biological evaluation of novel 3-benzylcoumarin-imidazolium salts

Bai, Meng-Jiao,Chen, Xue-Bing,Duan, Su-Yue,Li, Yan,Wang, Xue-Quan,Yang, Xiao-Dong,Yang, Zhi-Xin,Ye, Ping-Ting

supporting information, (2019/12/27)

A series of novel 3-benzylcoumarin-imidazolium salts were prepared and evaluated in vitro against a panel of human tumor cell lines. The results showed that the existence of 5,6-dimethyl-benzimidazole ring and substitution of the imidazolyl-3-position wit

A Regioselective Approach to C3-Aroylcoumarins via Cobalt-Catalyzed C(sp 2)-H Activation Carbonylation of Coumarins

Ansari, Samira,Mirzaei, Siyavash,Pashazadeh, Rahim,Rajai-Daryasarei, Saideh,Shabanian, Meisam,Soheilizad, Mehdi

supporting information, p. 3014 - 3020 (2019/07/22)

A new cobalt-catalyzed C-H bond activation of coumarins with aryl halides or pseudohalides and carbon monoxide insertion to give various 3-aroylcoumarin derivatives is described. It is the first time that CO as C1 feedstock is used as the coupling partners in cobalt-catalyzed regioselective coumarin C-H functionalization reactions. Upon activation with manganese powder, the Co catalyzes the C-H bond activation carbonylation reactions of aryl iodides, bromides, and even triflates under mild conditions, providing the regioselective aroylated products in moderate to good yields.

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