36136-91-1

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 3-(3,4-dimethoxyphenyl)-
• CAS NO: 36136-91-1
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Mol File: 36136-91-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 3-(3,4-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 3-(3,4-dimethoxyphenyl)-(36136-91-1)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 3-(3,4-dimethoxyphenyl)-(36136-91-1)

Safety Data

• Hazardous Substances Data: 36136-91-1(Hazardous Substances Data)

Upstream product

• 49619-82-1 3-bromo-4H-chromen-4-one 
• 86487-18-5 tri-n-butyl(3,4-dimethoxyphenyl)stannane 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 
• 19152-36-4 (E)-2'-hydroxy-3,4-dimethoxychalcone 
• 118-93-4 o-hydroxyacetophenone 
• 1776-08-5 (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one 
• 122775-34-2 3-iodo-chromen-4-one 

Downstream Products

• 87538-72-5 2-amino-5-(3,4-dimethoxyphenyl)-6-(2-hydroxyphenyl)pyrimidine 
• 128254-95-5 3-(3,4-dihydroxyphenyl)-4H-chromen-4-one 
• 132184-51-1 4-(2-Hydroxyphenyl)-5-(3,4-dimethoxyphenyl)-2-(4-aminobenzenesulphonylamino)pyrimidine 

Relevant articles and documents

Identification of ortho catechol-containing isoflavone as a privileged scaffold that directly prevents the aggregation of both amyloid β plaques and tau-mediated neurofibrillary tangles and its in vivo evaluation

In this study, polyhydroxyisoflavones that directly prevent the aggregation of both amyloid β (Aβ) and tau were expediently synthesized via divergent Pd(0)-catalyzed Suzuki-Miyaura coupling and then biologically evaluated. By preliminary structure–activity relationship studies using thioflavin T (ThT) assays, an ortho-catechol containing isoflavone scaffold was proven to be crucial for preventing both Aβ aggregation and tau-mediated neurofibrillary tangle formation. Additional TEM experiment confirmed that ortho-catechol containing isoflavone 4d significantly prevented the aggregation of both Aβ and tau. To investigate the mode of action (MOA) of 4d, which possesses an ortho-catechol moiety, 1H-15N HSQC NMR analysis was thoroughly performed and the result indicated that 4d could directly inhibit both the formation of Aβ42 fibrils and the formation of tau-derived neurofibrils, probably through the catechol-mediated nucleation of tau. Finally, 4d was demonstrated to alleviate cognitive impairment and pathologies related to Alzheimer's disease in a 5XFAD transgenic mouse model.

Ionic liquids and ohmic heating in combination for Pd-catalyzed cross-coupling reactions: Sustainable synthesis of flavonoids

In order to meet the increasing demand for environmentally benign chemical processes, we developed a Suzuki-Miyaura reaction protocol based on the combination of ohmic heating (?H) and supported ionic liquid phase catalysis (SILPC) in aqueous media. This methodology was applied to the synthesis of a series of flavonoid derivatives, including isoflavones, styrylisoflavones, and diarylalkenylisoflavones.

Synthesis and biological evaluation of novel 2,4,5-substituted pyrimidine derivatives for anticancer activity

A series of novel 2,4,5-substituted pyrimidine derivatives were synthesized and evaluated for inhibition against the human hepatocellular carcinoma BEL-7402 cancer cell line. Several compounds showed potent inhibition with an IC50 value less than 0.10 μM. Structure-activity relationships for this class of compounds at the 2- and 5-position of the pyrimidine scaffold have been elucidated. The most active compound 7gc showed good inhibition of several different human cancer cell lines with IC50 values from 0.024 to 0.55 μM.