1932-42-9

Basic information

• Product Name: 3-benzylquinazoline-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-quinazolinedione, 3-(phenylmethyl)-; 3-Benzylquinazoline-2,4(1H,3H)-dione
• CAS NO: 1932-42-9
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.268
• Mol File: 1932-42-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: 229 °C
• Density: 1.295g/cm³
• Refractive Index: 1.64
• PKA: 12.94±0.20(Predicted)
• CAS DataBase Reference: 3-benzylquinazoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzylquinazoline-2,4(1H,3H)-dione(1932-42-9)
• EPA Substance Registry System: 3-benzylquinazoline-2,4(1H,3H)-dione(1932-42-9)

Safety Data

• Hazardous Substances Data: 1932-42-9(Hazardous Substances Data)

Upstream product

• 57-13-6 urea 
• 5471-20-5 2-amino-N-benzylbenzamide 
• 118-92-3 anthranilic acid 
• 100-46-9 benzylamine 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 134-20-3 2-carbomethoxyaniline 
• 3173-56-6 benzyl isothiocyanate 
• 201230-82-2 carbon monoxide 
• 52745-10-5 N-(phenylmethyl)-2-nitrobenzamide 
• 118-48-9 isatoic anhydride 
• 541-41-3 chloroformic acid ethyl ester 
• 2164-93-4 2-(ω-Benzyl-ureido)-benzoesaeure-methylester 
• 85-44-9 phthalic anhydride 

Downstream Products

• 1071838-93-1 (S)-1-[2'-(tert-butoxycarbonyl)amino-2'-carboxyethyl]-3-benzylquinazoline-2,4(1H,3H)-dione 
• 13906-05-3 3-benzyl-2-thioxo-1,2-dihydro-4(3H)-quinazolinone 
• 1424798-83-3 C₂₄H₂₂N₂O₃ 
• 128650-98-6 (3-Benzyl-2,4-dithioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetic acid ethyl ester 
• 128650-88-4 (3-Benzyl-2-oxo-4-thioxo-3,4-dihydro-2H-quinazolin-1-yl)-acetic acid 
• 112733-42-3 2-[3-Benzyl-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetic acid 
• 112733-03-6 Ethyl-2-[3-benzyl-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetate 

Relevant articles and documents

Multistep parallel synthesis of quinazoline-2,4-diones by a fluorous biphasic concept without perfluorinated solvents

Based on perfluoro-tagged benzyl alcohol adsorbed via fluorous-fluorous interactions on fluorous reversed-phase silica gel (FRPSG), we have performed a multistep synthesis leading finally to a small library of quinazoline-2,4-diones. The whole reaction sequence runs without isolation of intermediates and most importantly, without the need of perfluorinated solvents.

Remarkable conversion of 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones into the corresponding quinazoline-2,4(1H,3H)-diones: Spectroscopic analysis and X-ray crystallography

A simple and efficient new synthetic method to obtain 3-substituted quinazolin-2,4-diones 9.16 by the reaction of 3-substituted 2- thioxo-quinazolin-4-ones 1.8 with sodamide under mild conditions was presented. The structure of the newly synthesized compounds was determined by infrared spectroscopy, UV-visible spectroscopy, nuclear magnetic resonance, and single-crystal X-ray crystallographic analysis. The crystal structure of 6-methyl-3-phenylquinazoline-2,4(1H,3H)-dione (11) [C15H12N2O2: MF. 252.27, triclinic, P-1, a = 7.8495 (13) ?, b= 12.456 (2) ?, c = 13.350 (2) ?, α = 103.322 (3)°, β = 90.002 (3)°, γ = 102.671 (4)°, V. 1237.5 (3) ?3, Z= 4, R = 0.0592, wR= 0.1699, S= 1.039] was determined. In the crystal cell, two identical conformers of compound 11 were found connected by intramolecular hydrogen bonds, responsible for the favourable occurrence of these two independent molecules.

Deciphering the enzymatic target of a new family of antischistosomal agents bearing a quinazoline scaffold using complementary computational tools

A previous phenotypic screening campaign led to the identification of a quinazoline derivative with promising in vitro activity against Schistosoma mansoni. Follow-up studies of the antischistosomal potential of this candidate are presented here. The in v