1373886-14-6

Basic information

• Product Name: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
• Synonyms: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
• CAS NO: 1373886-14-6
• Molecular Weight: 514.535
• Mol File: 1373886-14-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one(1373886-14-6)
• EPA Substance Registry System: 5-(4-hydroxy-3-methoxyphenylethylenecarbonyl)-6-(4-hydroxy-3-methoxyphenylethylene)-4-(4-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one(1373886-14-6)

Safety Data

• Hazardous Substances Data: 1373886-14-6(Hazardous Substances Data)

Upstream product

• 458-37-7 curcumin 
• 123-08-0 4-hydroxy-benzaldehyde 
• 57-13-6 urea 

Relevant articles and documents

Green synthesis, antioxidant and antibacterial activities of 4-aryl-3,4-dihydropyrimidinones/thiones derivatives of curcumin. Theoretical calculations and mechanism study

3,4-Dihydropyrimidin-2(1H)-one/thione analogs of curcumin were synthesized in good yield by a one-pot multi-component cyclocondensation using curcumin, substituted aromatic aldehydes, and urea/thiourea in less volume of ethanol catalysed by commercial heteropolyacide Keggin type H3PMo12O40 5% mol as a recyclable and nontoxic catalyst under conventional heating and microwave irradiation. All the synthesized curcumin derivatives 4a–n were screened for antioxidant and antimicrobial activity. Biological activity data of the synthesized showed that most of the synthesized compounds exhibited greater antioxidant and antibacterial activity than curcumin. Geometries of synthesized compounds were optimized by using B3LYP method with 6-31G* basis set. Then, DFT based reactivity descriptors such as HOMO, LUMO, chemical hardness, electronegativity, chemical potential were calculated and discussed.

Chitosan: An efficient biodegradable and recyclable green catalyst for one-pot synthesis of 3,4-dihydropyrimidinones of curcumin in aqueous media

An efficient procedure for the synthesis of curcumin 3,4- dihydropyrimidinones has been developed by simple one-pot condensation of curcumin, aromatic aldehydes and urea/thiourea in the presence of commercially available chitosan in 2% acetic acid in aqueous media at 60°C for 80-90 min. In the reaction, curcumin: a potential biologically active molecule has been used as a component of multi-component synthesis using chitosan as an efficient biodegradable and recyclable green catalyst. The resultant product curcumin 3,4-dihydropyrimidinone is formed in excellent yield (97%). The chitosan catalyst can be reused for without loss of catalytic activity.