67449-23-4

Basic information

• Product Name: 8-methylquinazoline-2,4(1H,3H)-dione
• Synonyms: 8-methylquinazoline-2,4(1H,3H)-dione;2,4(1H,3H)-Quinazolinedione, 8-methyl-;8-methylquinazoline-2,4-diol;8-methyl-1H-quinazoline-2,4-dione
• CAS NO: 67449-23-4
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176
• Mol File: 67449-23-4.mol
• Article Data: 19

Chemical Properties

• Melting Point: 283 °C
• Boiling Point: 485.2 °C at 760 mmHg
• Flash Point: 247.2 °C
• Appearance: /
• Density: 1.28 g/cm³
• Vapor Pressure: 4.87E-10mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 11.13±0.20(Predicted)
• CAS DataBase Reference: 8-methylquinazoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methylquinazoline-2,4(1H,3H)-dione(67449-23-4)
• EPA Substance Registry System: 8-methylquinazoline-2,4(1H,3H)-dione(67449-23-4)

Safety Data

• Hazardous Substances Data: 67449-23-4(Hazardous Substances Data)

Usage

General Description

8-methylquinazoline-2,4(1H,3H)-dione is an organic compound that belongs to the quinazoline family. It is a bicyclic heterocycle with a quinazoline core structure, which contains two nitrogen atoms. This chemical is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its unique structure and properties make it an important building block in the development of various medicinal and agricultural products. 8-methylquinazoline-2,4(1H,3H)-dione has also been studied for its potential biological activities and its role as a precursor in the production of various heterocyclic compounds.

InChI:InChI=1/C9H8N2O2/c1-5-3-2-4-6-7(5)10-9(13)11-8(6)12/h2-4H,1H3,(H2,10,11,12,13)

Upstream product

• 4389-45-1 3-methylantranilic acid 
• 108-95-2 phenol 
• 1417801-27-4 C₁₂H₁₁NO₄ 
• 57-13-6 urea 
• 52130-17-3 3-amino-2-methylbenzoic acid 
• 115209-85-3 8-methyl-N²,N⁴-di-o-tolyl-quinazoline-2,4-diyldiamine 
• 590-28-3 potassium cyanate 

Downstream Products

• 124309-73-5 2-chloro-8-methyl-4-(2-methylphenylamino)quinazoline 
• 62484-40-6 2-chloro-8-methylquinazolin-4(3H)-one 
• 39576-83-5 2,4,-dichloro-8-methylquinazoline 

Relevant articles and documents

Quinazolin-4-one derivatives from Streptomyces isolates

From the ethyl acetate extract of the strain Streptomyces sp. isolate GW23/1540, besides 16 known products, several 1H-quinazolin-4-one derivatives were isolated. (S*R*)-2-(1-Hydroxyethyl)-2-methyl-2,3-dihydro-1H- quinazolin-4-one (4) and (R*R*)-2-(1-hydr

Design and Discovery of an Orally Efficacious Spiroindolinone-Based Tankyrase Inhibitor for the Treatment of Colon Cancer

Tankyrases (TNKS/TNKS2) belong to the poly(ADP-ribose) polymerase family. Inhibition of their enzymatic activities attenuates the Wnt/β-catenin signaling, which plays an important role in cancer pathogenesis. We previously reported the discovery of RK-287107, a spiroindoline-based, highly selective, potent tankyrase inhibitor. Herein we describe the optimization process of RK-287107 leading to RK-582, which exhibits a markedly improved robust tumor growth inhibition in a COLO-320DM mouse xenograft model when orally administered. In addition to the dose-dependent elevation and attenuation of the levels of biomarkers AXIN2 and β-catenin, respectively, results of the TCF reporter and cell proliferation studies on COLO-320DM are discussed.

Synthesis of Novel Hydroxymethyl-Substituted Fused Heterocycles

Examples of hydroxymethylated analogues of heteroaryl cores such as quinazolin-4-ones, isoquinolin-1(2H)-ones, pyrido[3,4-d]pyrimidin-4(3H)-ones, chromen-4-ones and pyrrolo[2,1-f][1,2,4]triazin-4(3H)-ones are sparse or non-existent in the scientific literature. We have demonstrated that such compounds are accessible by using standard procedures from readily available raw materials.