1036-50-6

Basic information

• Product Name: 4(1H)-Quinazolinone, 8-methoxy-2-(4-methoxyphenyl)- (9CI)
• Synonyms: 4(1H)-Quinazolinone, 8-methoxy-2-(4-methoxyphenyl)- (9CI)
• CAS NO: 1036-50-6
• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 0
• Mol File: 1036-50-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4(1H)-Quinazolinone, 8-methoxy-2-(4-methoxyphenyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4(1H)-Quinazolinone, 8-methoxy-2-(4-methoxyphenyl)- (9CI)(1036-50-6)
• EPA Substance Registry System: 4(1H)-Quinazolinone, 8-methoxy-2-(4-methoxyphenyl)- (9CI)(1036-50-6)

Safety Data

• Hazardous Substances Data: 1036-50-6(Hazardous Substances Data)

Upstream product

• 106782-78-9 3-methoxy-2-aminobenzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 211172-80-4 3-methoxy-2-(4-methoxybenzamido)benzamide 
• 3177-80-8 2-amino-3-methoxybenzoic acid 
• 57774-72-8 ethyl p-methoxy-phenyl-carbothionylcarbamate 
• 90-04-0 2-methoxy-phenylamine 

Relevant articles and documents

Structure-activity relationships of 2-arylquinazolin-4-ones as highly selective and potent inhibitors of the tankyrases

Tankyrases (TNKSs), members of the PARP (Poly(ADP-ribose)polymerases) superfamily of enzymes, have gained interest as therapeutic drug targets, especially as they are involved in the regulation of Wnt signalling. A series of 2-arylquinazolin-4-ones with varying substituents at the 8-position was synthesised. An 8-methyl group (compared to 8-H, 8-OMe, 8-OH), together with a 4′-hydrophobic or electron-withdrawing group, provided the most potency and selectivity towards TNKSs. Co-crystal structures of selected compounds with TNKS-2 revealed that the protein around the 8-position is more hydrophobic in TNKS-2 compared to PARP-1/2, rationalising the selectivity. The NAD+-binding site contains a hydrophobic cavity which accommodates the 2-aryl group; in TNKS-2, this has a tunnel to the exterior but the cavity is closed in PARP-1. 8-Methyl-2-(4-trifluoromethylphenyl)quinazolin-4-one was identified as a potent and selective inhibitor of TNKSs and Wnt signalling. This compound and analogues could serve as molecular probes to study proliferative signalling and for development of inhibitors of TNKSs as drugs.

Quinazolinone compounds

Phosphate derivatives are disclosed of quinazolinone compounds having structural formula (I) or a pharmaceutically acceptable salt thereof, wherein X' represent hydroxyl, alkyl, alkoxy, or O-Z where Z is a phosphate or phosphate derivative; Y' represents

N-Ethoxycarbonylamidines as Starting Materials and Intermediates in the Synthesis of Heterocyclic Compounds

Treatment of N-ethoxycarbonylthioamides (1) with primary aromatic amines yields N-aryl-N'-ethoxycarbonylamidines (2), which thermally cyclize to 2-aryl-4(3H)-quinazolines (6).Analogous reactions of 1 with ethyl 3-aminocrotonate and with 2-amino-2-thiazoli