689266-53-3

Basic information

• Product Name: 3,4-dimethoxy-4'-(2,3-epoxypropoxy)chalcone
• Synonyms: 3,4-dimethoxy-4'-(2,3-epoxypropoxy)chalcone
• CAS NO: 689266-53-3
• Molecular Weight: 340.376
• Mol File: 689266-53-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3,4-dimethoxy-4'-(2,3-epoxypropoxy)chalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-dimethoxy-4'-(2,3-epoxypropoxy)chalcone(689266-53-3)
• EPA Substance Registry System: 3,4-dimethoxy-4'-(2,3-epoxypropoxy)chalcone(689266-53-3)

Safety Data

• Hazardous Substances Data: 689266-53-3(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 66281-70-7 (E)-3-(3,4-dimethoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one 
• 556-52-5 oxiranyl-methanol 
• 99-93-4 4-Hydroxyacetophenone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 106-89-8 epichlorohydrin 

Relevant articles and documents

Cinnamoylated chloroquine analogues: A new structural class of antimalarial agents

A novel series of cinnamoylated chloroquine hybrid analogues were synthesized and evaluated as antimalarial agents. The trans cinnamic acid derivatives (3–8) were synthesized by utilizing substituted aldehydes and malanoic acid in DMF catalysed by DABCO. The final cinnamoylated chloroquine analogues (9–14) were synthesized by utilizing DCC coupling reagent. The amido chloroquine (17) was prepared from acid (16) and compound 2 in benzene using SOCl2 as chlorinating agent. The corresponding ester (15) was prepared from 2-hydroxy acetophenone and 2-bromoacetates in actonitrile in presence of K2CO3?as?base followed by basic hydrolysis. The preparation of amide based chloroquine-chalcone analogues (18–22), were obtained by the combination of amido chloroquine (17) and aldehydes in 10% aq. KOH in methanol at room temperature. Further we prepared epichlorohydrin based chloroquine-chalcone analogues (25–28), by reacting the epoxide (24a, 24b and 24c) with 2 and methelenedioxy aniline. In?vitro antimalarial activity against chloroquine sensitive strain 3D7, chloroquine resistant strain K1 of P.?falciparum and in?vitro cytotoxicity of compounds using VERO cell line was carried out. The synthesized molecules showed significant in?vitro antimalarial activity especially against CQ resistant strain (K1). Among tested compounds, 13, 9 and 10 were found to be the most potent compounds of the series with IC50 value of 44.06, 48.04 and 59.37?nM against chloroquine resistant K1 strain.

Synthesis and antihyperglycemic activity of chalcone based aryloxypropanolamines

A series of aryloxypropanolamines (5a-r) of different chalcones (3a-e) were synthesized and evaluated for antihyperglycemic activity in sucrose loaded (SLM) and streptozotocin (STZ) induced diabetic animal models. Among them compounds 5a, g, m, o, p and r