1414871-33-2

Basic information

• Product Name: 3-benzyl-2-ethenylquinazolin-4(3H)-one
• Synonyms: 3-benzyl-2-ethenylquinazolin-4(3H)-one
• CAS NO: 1414871-33-2
• Molecular Weight: 262.311
• Mol File: 1414871-33-2.mol

Chemical Properties

• CAS DataBase Reference: 3-benzyl-2-ethenylquinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzyl-2-ethenylquinazolin-4(3H)-one(1414871-33-2)
• EPA Substance Registry System: 3-benzyl-2-ethenylquinazolin-4(3H)-one(1414871-33-2)

Safety Data

• Hazardous Substances Data: 1414871-33-2(Hazardous Substances Data)

Upstream product

• 179039-70-4 ethyl 2-(triphenylphosphoranylidene-amino)benzoate 
• 100-39-0 benzyl bromide 
• 91634-12-7 2-vinyl-3H-quinazolin-4-one 
• 306996-53-2 2-(3-chloropropionylamino)-benzamide 
• 28144-70-9 anthranilic acid amide 
• 90408-05-2 o-azidobenzoic acid ethyl ester 
• 1826-67-1 vinyl magnesium bromide 

Relevant articles and documents

New isoxazolidine-conjugates of quinazolinones-synthesis, antiviral and cytostatic activity

A novel series of (3-diethoxyphosphoryl)isoxazolidines substituted at C5 with various quinazolinones have been synthesized by the 1,3-dipolar cycloaddition of N-methyl-C- (diethoxyphosphoryl)nitrone with N3-substitued 2-vinyl-3H-quinazolin-4-ones. All isoxazolidines were assessed for antiviral activity against a broad range of DNA and RNA viruses. Isoxazolidines trans-11f/cis-11f (90:10), trans-11h and trans-11i/cis-11i (97:3) showed weak activity (EC50 = 6.84, 15.29 and 9.44 μM) toward VZV (TK+ strain) which was only one order of magnitude lower than that of acyclovir used as a reference drug. Phosphonates trans-11b/cis-11b (90:10), trans-11c, trans-11e/cis-11e (90:10) and trans-11g appeared slightly active toward cytomegalovirus (EC50 = 27-45 μM). Compounds containing benzyl substituents at N3 in the quinazolinone skeleton exhibited slight antiproliferative activity towards the tested immortalized cells with IC50 in the 21-102 M range.

Functionalized carbodiimide mediated synthesis of 2,3-disubstituted quinazolin-4(3 H)-ones via the tandem strategy of C-nucleophilic addition and intramolecular NH-substitution cyclization

A facile synthesis of quinazolin-4(3H)-ones possessing carbon substituents at positions 2 and 3 has been developed. Key to the synthesis is a tandem strategy involving introduction of a 2-substituent and construction of the quinazolinone framework via C-nucleophilic addition to the carbodiimide cumulenic carbon followed by intramolecular nucleophilic substitution by the newly formed NH moiety at the proximal ester group.