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4-Hydroxy-3-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]-2H-chromen-2-one is a complex organic compound with the molecular formula C18H14O6. It is a derivative of flavonoids, specifically a type of flavone, which are known for their antioxidant properties and are commonly found in plants. This particular compound features a chromene core with a hydroxyl group at the 4-position, an enolic ester side chain derived from cinnamic acid at the 3-position, and a methoxy group on the phenyl ring. It is characterized by its yellow color and is often associated with the pigmentation in certain flowers and fruits. Due to its chemical structure, it may exhibit biological activities such as anti-inflammatory and anticancer properties, although further research is needed to confirm these potential effects.

1022282-99-0

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1022282-99-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1022282-99-0 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,2,2,2,8 and 2 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 1022282-99:
(9*1)+(8*0)+(7*2)+(6*2)+(5*2)+(4*8)+(3*2)+(2*9)+(1*9)=110
110 % 10 = 0
So 1022282-99-0 is a valid CAS Registry Number.

1022282-99-0Relevant academic research and scientific papers

A coumarin-chalcone hybrid used as a selective and sensitive colorimetric and turn-on fluorometric sensor for Cd2+ detection

Shaily,Kumar, Ajay,Ahmed, Naseem

, p. 14746 - 14753 (2017)

A chalcone-based naked-eye colorimetric chemical sensor, (E)-4-hydroxy-3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one 1a, was developed for selective and sensitive recognition of Cd2+ in mixed aqueous-organic media. The chemosensor demonstrates a distinct color change as well as a remarkable variation in the absorption and fluorescence enhancement observed in its emission spectra upon interaction with Cd2+. The dual colorimetric and fluorometric responses of the chemosensor 1a towards Cd2+ are attributed to the formation of a 1 : 1, 1a-Cd2+ complex, which eventually affect its optical properties. The association constants for Cd2+ towards receptor 1a obtained from the Benesi-Hildebrand plot and non-linear least square fitting were found to be 9.56 × 105 M-1 and 1.34 (±0.87) × 106 M-1, respectively, with a detection limit of 5.84 × 10-8 M. The fluorescence enhancement of chemosensor 1a upon interaction with Cd2+ was attributed to chelation-enhanced fluorescence (CHEF) occurring at pH 7.0.

Preparation of Furo[3,2-c]coumarins from 3-Cinnamoyl-4-hydroxy-2H-chromen-2-ones and Acyl Chlorides: A Bu3P-Mediated C-Acylation/Cyclization Sequence

Lee, Chia-Jui,Tsai, Cheng-Che,Hong, Shao-Hao,Chang, Geng-Hua,Yang, Mei-Chun,M?hlmann, Lennart,Lin, Wenwei

, p. 8502 - 8505 (2015)

A Bu3P-mediated cyclization reaction of 3-cinnamoyl-4-hydroxy-2H-chromen-2-ones though electrophilic addition of acyl chlorides towards the synthesis of highly functionalized furo[3,2-c]coumarins bearing a phosphorus ylide moiety is described. These unprecedented cyclization reaction proceeds under mild reaction conditions within short reaction times (1 min to 1 h), and can be further applied in the synthesis of alkenyl-substituted furo[3,2-c]coumarins by the treatment with carbonyl electrophiles under basic conditions.

A rapid access to new coumarinyl chalcone and substituted chromeno[4,3-c]pyrazol-4(1H)-ones and their antibacterial and DPPH radical scavenging activities

Hamdi, Naceur,Fischmeister, Cedric,Puerta, M. Carmen,Valerga, Pedro

experimental part, p. 522 - 530 (2012/05/04)

A series of new coumarin derivatives 4 containing a chalcone moiety were synthesized by condensation of 3-acetyl-4-hydroxycoumarin 1 with aryl or heteroaryl aldehydes 2 in the presence of piperidine in chloroform. The interaction of 3-formyl-4-chloro-coumarin 3 with nitrogen compound nucleophiles are described and lead to the corresponding substituted chromen[4,3-c] pyrazol-4-ones 5. The structures of the obtained compounds were established on the basis of IR|1D|2D NMR, while crystal structure of 3-acetyl-4-hydroxy coumarin 1 was determined using X-ray diffraction and further were evaluated for possible antibacterial and antioxidant activities. The coumarinic chalcone 4d has been found to be the most active (IC50 = 2.07 μM) in this study.

Expedious synthesis for α, β-unsaturated coumarin derivatives using boran chelates: A novel class of potential antibacterial and antioxidant agents

Hamdi, Naceur,Bouabdallah, Feten,Romerosa, Antonio,Benhassen, Rached

, p. 1261 - 1268 (2011/11/29)

A new family of coumarin derivatives (4a-i) containing a chalcone moiety was synthesized by condensation of 3-acetyl-4-difluoro boryloxycoumarin (2) with aryl and heteroaryl aldehydes with piperidine in chloroform. Resulting compounds were characterized by IR, 13C, 1H NMR and UV visible spectroscopy. Compound 3-((2E)-3-(3,4,5-Trimethoxy-phenyl)prop-2-enoyl)- 2(H)-chromen-2-one (4g) was characterized by single crystal X-ray diffraction. The antioxidant and antibacterial activities of the obtained compounds 4a-i was evaluated. The biological activity found for these compounds is discussed against their structural features, physical and chemical properties.

Synthesis and structure of new 3-pyrazolinylcoumarins and 3-pyrazolinyl-2-quinolones

Traven,Manaev,Voevodina,Okhrimenko

experimental part, p. 1508 - 1515 (2009/10/01)

The reactions of substituted 3-cinnamoyl-4-hydroxycoumarins and 3-cinnamoyl-4-hydroxy-2-quinolones with different phenylhydrazines gave 3-hetaryl-1H-4,5-dihydropyrazoles. The product structures were studied by 1H NMR spectroscopy and mass spect

Design and synthesis of a novel series of nonpeptidic HIV-1 protease inhibitors

Hariprasad,Talele,Kulkarni, Vithal M.

, p. 365 - 372 (2007/10/03)

Using molecular modelling and the X-ray crystal structures of peptide, (1-(naphthoxy-acetyl)-L-histidyl-5(S)-amino-6-cyclohexyl-3 (R),4(R)-dihydroxy-2(R)-isopropylhexanoyl-L-isoleucine N-(2-pyridylmethyl)amide (U-75875) and nonpeptide-derived inhibitors,

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