93344-50-4

Usage

Preparation

Obtained by partial methylation of 2,5-dihydroxy-4,6-diisopropyloxyacetophenone (m.p. 37°), (67%) (compound 14).

Upstream product

• 93344-49-1 2,5-dihydroxy-4,6-diisopropyloxyacetophenone 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 93344-48-0 1-(2-hydroxy-4,6-diisopropoxyphenyl)ethan-1-one 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 96410-31-0 2'-hydroxy-4,4',6'-triisopropyloxy-2,5,5'-trimethoxychalcone 
• 96410-34-3 2'-hydroxy-2,4',6'-triisopropyloxy-4,5,5'-trimethoxychalcone 
• 96501-87-0 2'-hydroxy-2,4,4',6'-tetraisopropyloxy-5,5'-dimethoxychalcone 
• 101923-89-1 2-(3,6-Diisopropoxy-2-methoxy-phenyl)-5,7-diisopropoxy-6-methoxy-chromen-4-one 
• 101909-90-4 3',5,6',7-tetrahydroxy-2',6-dimethoxyflavone 
• 96501-88-1 2',4',5,7-tetraisopropyloxy-5',6-dimethoxyflavone 
• 96410-32-1 4',5,7-triisopropyloxy-2',5',6-trimethoxyflavone 
• 96410-35-4 2',5,7-triisopropyloxy-4',5',6-trimethoxyflavone 
• 96410-38-7 5,7-diisopropyloxy-2',4',5',6-tetramethoxyflavone 
• 96410-33-2 4',5,7-trihydroxy-2',5',6-trimethoxyflavone 
• 81979-84-2 2′,4′,5,7-tetrahydroxy-5′,6-dimethoxyflavone 
• 96410-36-5 2',5,7-trihydroxy-4',5',6-trimethoxyflavone 
• 63591-68-4 5,7-dihydroxy-2',4',5',6-tetramethoxyflavone 
• 188903-81-3 5,7-diisopropyloxy-6-methoxy-2-(2-benzyloxy-4-methoxyphenyl)-4H-1-benzopyran-4-one 

Relevant academic research and scientific papers

Effects of substituent pattern on the intracellular target of antiproliferative benzo[b]thiophenyl chromone derivatives

A new biological scaffold was produced by replacing the 6π-electron phenyl ring-B of a natural flavone skeleton with a 10π-electron benzothiophene (BT). Since aromatic rings are important for ligand protein interactions, this expansion of the π-electron system of ring-B might change the bioactivity profile. One of the resulting novel natural product-inspired compounds, 2-(benzo[b]thiophen-3-yl)-5-hydroxy-7-isopropoxy-6-methoxyflavone (6), effectively arrested the cell cycle at the G2/M phase and displayed significant antiproliferative effects with IC50 values of 0.05–0.08 μM against multiple human tumor cell lines, including a multidrug resistant line. A structure-activity relationship study revealed that a 10π-electron system with high aromaticity, juxtaposed 4-oxo and 5-hydroxy groups, and 7-alkoxy groups were important for potent antimitotic activity. Interestingly, two BT-flavonols (3-hydroxyflavone), 16 and 20, with 3-hydroxy and 5-alkoxy groups, induced distinct biological profiles affecting the cell cycle at the G1/S phase by inhibition of DNA replication through an interaction with topoisomerase I.

BENZOTHIOPHENE DERIVATIVE HAVING ANTI-CANCER EFFECT

PROBLEM TO BE SOLVED: To provide a novel compound that has an excellent anti-cancer effect. SOLUTION: Provided is a benzothiophene derivative represented by formula (1), or a pharmaceutically acceptable salt thereof. [R1 is H, OH, a halogeno group, a C1 to 12 alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkylamino group or an alkylthio group, a substituted/unsubstituted aryl group, a substituted/unsubstituted benzyl group, or a substituted/unsubstituted carbon ring or heterocyclic ring condensed to 5-6 position; R2 is H, OH, a halogeno group, a C1 to 12 alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, an alkylamino group or an alkylthio group; a substituted/unsubstituted aryl group or a substituted/unsubstituted benzyl group.] SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPO&INPIT