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(2E)-3-(3,4-dimethoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one is a chalcone, a type of organic compound within the flavonoids group. This specific chalcone is characterized by the presence of two methoxy groups on the 3,4-dimethoxyphenyl ring and three methoxy groups on the 2,4,6-trimethoxyphenyl ring. Its unique chemical structure suggests potential biological activities and applications in drug development and medicinal chemistry.

76650-20-9

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76650-20-9 Usage

Uses

Used in Pharmaceutical Industry:
(2E)-3-(3,4-dimethoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one is used as a pharmaceutical compound for its diverse pharmacological properties. As a chalcone, it exhibits anti-inflammatory, antioxidant, anticancer, and antimicrobial effects, making it a promising candidate for the development of new drugs to treat various diseases and conditions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (2E)-3-(3,4-dimethoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one is utilized for its potential to contribute to the discovery and design of novel therapeutic agents. Its unique structure and pharmacological properties allow researchers to explore its interactions with biological targets and its potential to modulate specific pathways, leading to the development of innovative treatments.

Check Digit Verification of cas no

The CAS Registry Mumber 76650-20-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,6,6,5 and 0 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 76650-20:
(7*7)+(6*6)+(5*6)+(4*5)+(3*0)+(2*2)+(1*0)=139
139 % 10 = 9
So 76650-20-9 is a valid CAS Registry Number.

76650-20-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-3-(3,4-dimethoxyphenyl)-1-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

1.2 Other means of identification

Product number -
Other names 3,4,2',4',6'-pentahydroxybenzophenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:76650-20-9 SDS

76650-20-9Relevant academic research and scientific papers

Identification of methoxylchalcones produced in response to CuCl2 treatment and pathogen infection in barley

Ube, Naoki,Katsuyama, Yuhka,Kariya, Keisuke,Tebayashi, Shin-ichi,Sue, Masayuki,Tohnooka, Takuji,Ueno, Kotomi,Taketa, Shin,Ishihara, Atsushi

, (2021/02/01)

Changes in specialized metabolites were analyzed in barley (Hordeum vulgare) leaves treated with CuCl2 solution as an elicitor. LC-MS analysis of the CuCl2-treated leaves showed the induced accumulation of three compounds. Among them

Hydroxyaurone derivative as well as preparation method and application thereof

-

Paragraph 0159-0161, (2021/07/14)

The invention relates to a hydroxyaurone derivative as well as a preparation method and application thereof. A monomeric compound aurone separated from Kunlun chrysanthemum in Xinjiang is used as a mother nucleus compound, hydroxyl is introduced into auro

Synthesis of xanthohumol analogues and discovery of potent thioredoxin reductase inhibitor as potential anticancer agent

Zhang, Baoxin,Duan, Dongzhu,Ge, Chunpo,Yao, Juan,Liu, Yaping,Li, Xinming,Fang, Jianguo

supporting information, p. 1795 - 1805 (2015/04/27)

The selenoprotein thioredoxin reductases (TrxRs) are attractive targets for anticancer drugs development. Xanthohumol (Xn), a naturally occurring polyphenol chalcone from hops, has received increasing attention because of its multiple pharmacological activities. We synthesized Xn and its 43 analogues and discovered that compound 13n displayed the highest cytotoxicity toward HeLa cells (IC50 = 1.4 μM). Structure-activity relationship study indicates that the prenyl group is not necessary for cytotoxicity, and introducing electron-withdrawing group, especially on the meta-position, is favored. In addition, methylation of the phenoxyl groups generally improves the potency. Mechanistic study revealed that 13n selectively inhibits TrxR and induces reactive oxygen species and apoptosis in HeLa cells. Cells overexpressing TrxR are resistant to 13n insult, while knockdown of TrxR sensitizes cells to 13n treatment, highlighting the physiological significance of targeting TrxR by 13n. The clarification of the structural determinants for the potency would guide the design of novel potent molecules for future development.

Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

Chu, Han-Wei,Wu, Huan-Ting,Lee, Yean-Jang

, p. 2647 - 2655 (2007/10/03)

The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3′,4′,5,6,7,8- heptamethoxyflavone, quercetin and its derivatives were synthesized.

Dye-sensitized Photoconversion of Chalkones into Aurones

Sharma, Anil,Chibber, S. S.,Chawla, H. M.

, p. 905 - 906 (2007/10/02)

Dye-sensitized photooxygenation of 2'-hydroxy-4',6',3,4-tetramethoxychalkone yields 4,6,3',4'-tetramethoxyaurone.It is the first report of photochemical conversion of chalkones into aurones.Besides this, methylation of chelated hydroxyl is also being reported for the first time from this reaction.

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