106020-08-0

Basic information

• Product Name: 6-methyl-3-(4-methylphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone
• Synonyms: 6-methyl-3-(4-methylphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone
• CAS NO: 106020-08-0
• Molecular Formula: C₁₆H₁₄N₂OS
• Molecular Weight: 282.36016
• Mol File: 106020-08-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-methyl-3-(4-methylphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methyl-3-(4-methylphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone(106020-08-0)
• EPA Substance Registry System: 6-methyl-3-(4-methylphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone(106020-08-0)

Safety Data

• Hazardous Substances Data: 106020-08-0(Hazardous Substances Data)

Upstream product

• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 1147550-11-5 ammonium thiocyanate 
• 18595-16-9 2-amino-5-methylbenzoic acid methyl ester 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 106-49-0 p-toluidine 
• 106012-78-6 methyl 2-isothiocyanato-5-methylbenzoate 

Downstream Products

• 80195-28-4 3-amino-2-hydrazino-6-methylquinazolin-4-(3H)-one 
• 106012-83-3 3-amino-6-methyl-2-(p-tolylamino)quinazolin-4(3H)-one 
• 106012-84-4 2-hydrazino-6-methyl-3-p-tolylquinazolin-4-(3H)-one 
• 79714-12-8 6-methyl-2-(p-tolylamino)quinazolin-4(3H)-one 
• 106012-92-4 7-methyl-4-p-tolyl<1,2,4>triazolo<4,3-a>quinazolin-5-one 
• 106012-85-5 6-methyl-2-methylthio-3-p-tolylquinazolin-4(3H)-one 

Relevant articles and documents

Synthesis, biological evaluation and molecular modeling study of some new methoxylated 2-benzylthio-quinazoline-4(3H)-ones as nonclassical antifolates

A new series of 2,3,6-substituted-quinazolin-4-ones was designed, synthesized, and evaluated for their in vitro DHFR inhibition, antimicrobial, and antitumor activities. Compounds 28 and 61 proved to be active DHFR inhibitors with IC500.02 and

Synthesis, biological evaluation and molecular modeling study of 2-(1,3,4-thiadiazolyl-thio and 4-methyl-thiazolyl-thio)-quinazolin-4-ones as a new class of DHFR inhibitors

A new series of 2-(1,3,4-thiadiazolyl- or 4-methyl-thiazolyl)thio-6-substituted-quinazolin-4-one analogs was designed, synthesized, and evaluated for their in vitro DHFR inhibition, antimicrobial, and antitumor activities. Compounds 29, 34, and 39 proved to be the most active DHFR inhibitors with IC50values range of 0.1-0.6 μM. Compounds 28, 31 and 33 showed remarkable broad-spectrum antimicrobial activity comparable to the known antibiotic Gentamicin. Compounds 26, 33, 39, 43, 44, 50, 55 and 63 showed broad spectrum antitumor activity with GI values range of 10.1-100%. Molecular modeling study concluded that recognition with key amino acid Glu30, Phe31 and Phe34 is essential for binding. ADMET properties prediction of the active compounds suggested that compounds 29 and 34 could be orally absorbed with diminished toxicity.

Investigation into a By-product from the Reaction of 2-Amino-5-methylbenzoic Acid with Ammonium Thiocyanate

One of the by-products from the reaction of 2-amino-5-methylbenzoic acid with ammonium thiocyanate is shown to be 2,3-dihydro-5-methyl-2-thioxo-3-p-tolylquinazolin-4(1H)-one (6).This reacts with hydrazine to give three products (21)-(23), which have been converted into tetrazolo- (27) and 1,2,4-triazolo-quinazolino-derivatives (20) and (30).The products from the reaction of o-aminoacetophenone with an aryl isothiocyanate are converted into a reactive 1-azabuta-1,3-diene intermediate (34), which undergoes a ? cycloaddition reaction with dimethyl acetylenedicarboxylate, followed by a retro-Diels-Alder reaction, to give dimethyl 4-methylquinoline-2,3-dicarboxylate.