1612147-86-0

Basic information

• Product Name: N¹-allyl-N³-benzoylquinazoline-2,4-dione
• Synonyms: N¹-allyl-N³-benzoylquinazoline-2,4-dione
• CAS NO: 1612147-86-0
• Molecular Weight: 306.321
• Mol File: 1612147-86-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N¹-allyl-N³-benzoylquinazoline-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: N¹-allyl-N³-benzoylquinazoline-2,4-dione(1612147-86-0)
• EPA Substance Registry System: N¹-allyl-N³-benzoylquinazoline-2,4-dione(1612147-86-0)

Safety Data

• Hazardous Substances Data: 1612147-86-0(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 57397-85-0 N-allylquinazoline-2,4-dione 
• 118-48-9 isatoic anhydride 
• 50784-07-1 1-allyl-1H-benzo[d][1,3]oxazine-2,4-dione 
• 121001-30-7 N³-benzoylquinazoline-2,4-dione 
• 106-95-6 allyl bromide 

Relevant articles and documents

Synthesis, anti-varicella-zoster virus and anti-cytomegalovirus activity of quinazoline-2,4-diones containing isoxazolidine and phosphonate substructures

Cycloadditions of N-substituted C-(diethoxyphosphoryl)nitrones to N-allylated quinazoline-2,4-diones functionalized at N3 with substituted benzoyl or benzyl groups proceeded with moderate to good diastereoselectivities (d.e. 28–68%). The synthesized isoxazolidine phosphonates were assessed for the antiviral activity against a broad range of DNA and RNA viruses. Compounds trans-13c, cis-13c/trans-13c (86:14), cis-15b/trans-15b (87:13) and trans-15d/cis-15d (95:5) exhibited the highest activity toward both TK+and TK?VZV strains (mean EC50values in the range of 3.0–8.7?μM). The EC50's for isoxazolidines trans-12a, cis-12a, cis-13a, trans-13d, cis-15a/trans-15a (50:50) ranged between 6.9 and 8.5?μM for VZV TK+strain and between 10.7 and 13.2?μM for VZV TK–strain. The isoxazolidine phosphonates cis-15/trans-15 having benzyl substituents both at N3 of the quinazoline-2,4-dione skeleton and at N2 of the isoxazolidine ring displayed some anti-cytomegalovirus potency but at the same time showed significant cytostatic activity for human embryonic lung fibroblasts (used to carry out the antiviral assays) as well as for other cell lines (i.e. CEM, L1210, HeLa and HMEC-1).