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4H-1-Benzopyran-4-one, 2-(4-hydroxy-3-methoxyphenyl)-5,7-dimethoxy- is a complex organic compound belonging to the class of benzopyranones. It is characterized by a benzopyran-4-one core structure, which features a benzene ring fused to a pyran ring (a six-membered oxygen-containing ring). The compound has a 4-hydroxy-3-methoxyphenyl group attached at the 2-position, and two methoxy groups at the 5 and 7 positions. This specific arrangement of functional groups gives the molecule unique chemical and biological properties, which may be relevant in various applications, such as pharmaceuticals or natural product chemistry.

1239-68-5

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1239-68-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1239-68-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,3 and 9 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1239-68:
(6*1)+(5*2)+(4*3)+(3*9)+(2*6)+(1*8)=75
75 % 10 = 5
So 1239-68-5 is a valid CAS Registry Number.

1239-68-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4'-Hydroxy-5,7,3'-trimethoxyflavone

1.2 Other means of identification

Product number -
Other names 2-(4-hydroxy-3-methoxy-phenyl)-5,7-dimethoxy-chromen-4-one

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:1239-68-5 SDS

1239-68-5Relevant academic research and scientific papers

Structural modification of luteolin from Flos Chrysanthemi leads to increased tumor cell growth inhibitory activity

Yang, Chao,Chen, Hui,Lu, Shihai,Zhang, Meng,Tian, Wei,Wang, Mingping,Zhang, Ling,Song, Yunlong,Shen, Aijun,Zhou, Youjun,Zhu, Ju,Zheng, Canhui

, p. 3464 - 3467 (2016)

The luteolin from Flos Chrysanthemi was found to directly bind to the Bcl-2 protein and inhibit the tumor cell growth in our previous study. However, it has been shown to possess wide and week biological activities. In this study, a series of derivatives of luteolin were designed and synthesized, and their tumor cell growth inhibitory activities were evaluated against human leukemia cell line HL-60. The results showed that compounds 1B-2, 2A-3, and 2B-5, with hydrophobic substituted benzyl groups introduced to B ring and hydrogen or methyl introduced to 7-OH group of luteolin, exhibited the strongest inhibitory activity with the IC50lower than 10?μM, which were significantly more potent than luteolin. The studies presented here offer a good example for modifications of flavones to improve their tumor cell growth inhibitory activities.

Acidic rearrangement of benzyl group in flavone benzyl ethers and its regioselectivity

Wang, Chong-Qing,Chen, Xin,Jiang, Jun-Hang,Tang, Hui,Zhu, Kong-Kai,Zhou, You-Jun,Zheng, Can-Hui,Zhu, Ju

, p. 793 - 796 (2015)

Abstract The benzyl-substituted flavone compounds are rare in nature, while some of which have interesting biological activities. The total synthesis of benzyl-substituted flavone derivatives via the acidic rearrangement of benzyl groups in flavone benzyl ethers, and the complicated regioselectivity of the rearrangement were reported. The regioselectivity was proposed to be determined by the steric hindrance as well as the ease of electrophilic substitution reaction for benzyl cations at different positions of corresponding debenzylated flavone compounds.

Anti‐melanogenic properties of velutin and its analogs?

Choe, Jung-Won,Heo, Hee-Young,Jung, Se-Hui,Kim, Jaehyun,Lee, Kooyeon

, (2021/06/03)

Velutin, one of the flavones contained in natural plants, has various beneficial activities, such as skin whitening, as well as anti‐inflammatory, anti‐allergic, antioxidant, and antimicrobial activities. However, the relationship between the structure of velutin and its anti‐melanogenesis activity is not yet investigated. In this study, we obtained 12 velutin derivatives substituted at C5, C7, C3′, and C4′ of the flavone backbone with hydrogen, hydroxyl, and methoxy functionalities by chemical synthesis, to perform SAR analysis of velutin structural analogues. The SAR study revealed that the substitution of functional groups at C5, C7, C3′, and C4′ of the flavone backbone affects biological activities related to melanin synthesis. The coexistence of hydroxyl and methoxy at the C5 and C7 position is essential for inhibiting tyrosinase activity. However, 1,2‐diol compounds substituted at C3′ and C4′ of flavone backbone induce apoptosis of melanoma cells. Further, substitution at C3′ and C4′ with methoxy or hydrogen is essential for inhibiting melanogenesis. Thus, this study would be helpful for the development of natural‐derived functional materials to regulate melanin synthesis.

Substituted flavonoid compound and its preparation and use

-

Paragraph 0097; 0102; 0103; 0105, (2017/04/21)

The invention relates to the technical field of biological medicines, and firstly provides a flavonoid compound shown as a general formula (I) and an application of the flavonoid compound in preparation of an anti-tumor medicine. In addition, the invention further provides a medicine composition containing the flavonoid compound. The flavonoid compound can be competitively combined with Bcl-2, Bcl-xL and Mcl-1 protein so as to specifically cause the apoptosis of tumor cells, so that the flavonoid compound can be possibly developed into a safe and efficient anti-cancer medicine of targeted Bcl-2 family protein. In addition, the compound provided by the invention also has good antifungal activity. Thus, based on data, the compound provided by the invention has good development prospects.

On a Thermal Transmethylation Reaction with Flavon-5-methylethers

Geiger, Hans,Casteele, Karel Vande,Sumere, Christiaan F. Van

, p. 393 - 396 (2007/10/02)

Upon heating to 300 deg C partial luteolinemethylethers undergo transmethylation.A reaction mechanism is put foreward. - Key words: Flavonemethylethers, Thermal Transmethylation, TLC, HPLC, Reaction Mechanism

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