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20784-50-3

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20784-50-3 Usage

Uses

Isobavachalcone is an inhibitor of platelet aggregation.

Definition

ChEBI: A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.

Check Digit Verification of cas no

The CAS Registry Mumber 20784-50-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,7,8 and 4 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 20784-50:
(7*2)+(6*0)+(5*7)+(4*8)+(3*4)+(2*5)+(1*0)=103
103 % 10 = 3
So 20784-50-3 is a valid CAS Registry Number.
InChI:InChI=1/C20H20O4/c1-13(2)3-9-16-19(23)12-10-17(20(16)24)18(22)11-6-14-4-7-15(21)8-5-14/h3-8,10-12,21,23-24H,9H2,1-2H3/b11-6+

20784-50-3 Well-known Company Product Price

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  • Sigma

  • (SML1450)  Isobavachalcone  ≥98% (HPCE)

  • 20784-50-3

  • SML1450-5MG

  • 983.97CNY

  • Detail
  • Sigma

  • (SML1450)  Isobavachalcone  ≥98% (HPCE)

  • 20784-50-3

  • SML1450-25MG

  • 3,970.98CNY

  • Detail

20784-50-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name isobavachalcone

1.2 Other means of identification

Product number -
Other names 4,2',4'-trihydroxy-3'-prenylchalcone

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:20784-50-3 SDS

20784-50-3Relevant articles and documents

Magnesium dicarboxylates promote the prenylation of phenolics that is extended to the total synthesis of icaritin

Fu, Xuewen,Lu, Xiaoxia,Wang, Chun,Wen, Yongju,Xiong, Wei,Zhang, Guolin,Zhang, Jichao

, p. 1117 - 1124 (2022/02/16)

The prenylation of phenolic substrates promoted by magnesium dicarboxylates was developed. An investigation of the scope demonstrated that substrates with electron-donating group(s) gave better yields than those with electron-withdrawing group(s). Althoug

Synthesis and anti-cancer activity evaluation of novel prenylated and geranylated chalcone natural products and their analogs

Wang, Hao-Meng,Zhang, Li,Liu, Jiang,Yang, Zhao-Liang,Zhao, Hong-Ye,Yang, Yao,Shen, Di,Lu, Kui,Fan, Zhen-Chuan,Yao, Qing-Wei,Zhang, Yong-Min,Teng, Yu-Ou,Peng, Yu

, p. 439 - 448 (2015/03/05)

Four natural chalcones bearing prenyl or geranyl groups, i.e., bavachalcone (1a), xanthoangelol (1b), isobavachalcone (1c), and isoxanthoangelol (1d) were synthesized by using a regio-selective iodination and the Suzuki coupling reaction as key steps. The first total synthesis of isoxanthoangelol (1d) was achieved in 36% overall yield. A series of diprenylated and digeranylated chalcone analogs were also synthesized by alkylation, regio-selective iodination, aldol condensation, Suzuki coupling and [1,3]-sigmatropic rearrangement. The structures of the 11 new derivatives were confirmed by 1H NMR, 13C NMR and HRMS. The anticancer activity of these new chalcone derivatives against human tumor cell line K562 were evaluated by MTT assay in vitro. SAR studies suggested that the 50-prenylation/geranylation of the chalcones significantly enhance their cytotoxic activity. Among them, Bavachalcone (1a) displayed the most potent cytotoxic activity against K562 with IC50 value of 2.7 mM. The morphology changes and annexin-V/PI staining studies suggested that those chalcone derivatives inhibited the proliferation of K562 cells by inducing apoptosis.

Concise synthesis of prenylated and geranylated chalcone natural products by regiospecific iodination and Suzuki coupling reactions

Wang, Haomeng,Yan, Zhihong,Lei, Yanan,Sheng, Kai,Yao, Qingwei,Lu, Kui,Yu, Peng

, p. 897 - 899 (2014/02/14)

Four natural chalcones bearing prenyl or geranyl groups, i.e., isobavachalcone (1), bavachalcone (2), xanthoangelol (3), and 2′,4′,4-trihydroxy-5′-geranylchalcone (isoxanthoangelol, 4) were synthesized by using a regio-selective iodination and the Suzuki coupling reaction as key steps. Among them, the first total synthesis of 2′,4′,4-trihydroxy-5′-geranylchalcone was achieved in 36% overall yield. Comparing with the reported methods based on C-alkylation or O-alkylation followed by Claisen rearrangement to introduce the side chain, this new strategy capitalizes on a precious regiochemical control during iodination. The overall yields for the synthesis of the first three chalcones were improved from 17% to 53%, 12% to 35%, and 28% to 50%, respectively.

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