313535-84-1

Basic information

• Product Name: Methyl 4-hydroxyquinazoline-7-carboxylate
• Synonyms: Methyl 4-hydroxyquinazoline-7-carboxylate;Methyl 4-hydroxyquinazoline-7-carboxylate 97%;4-Hydroxy-7-(methoxycarbonyl)quinazoline;7-Quinazolinecarboxylicacid, 3,4-dihydro-4-oxo-, Methyl ester;4-keto-1H-quinazoline-7-carboxylic acid methyl ester;4-oxo-1H-quinazoline-7-carboxylic acid methyl ester;methyl 4-oxo-1H-quinazoline-7-carboxylate;MO 08192
• CAS NO: 313535-84-1
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.18212
• Mol File: 313535-84-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 252.5-254.5
• Boiling Point: 378.6 °C at 760 mmHg
• Flash Point: 182.8 °C
• Appearance: /
• Density: 1.39 g/cm³
• Vapor Pressure: 6.21E-06mmHg at 25°C
• Refractive Index: 1.638
• PKA: 0.39±0.20(Predicted)
• CAS DataBase Reference: Methyl 4-hydroxyquinazoline-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-hydroxyquinazoline-7-carboxylate(313535-84-1)
• EPA Substance Registry System: Methyl 4-hydroxyquinazoline-7-carboxylate(313535-84-1)

Safety Data

• Statements: 20/22
• Safety Statements: 36/37
• Hazardous Substances Data: 313535-84-1(Hazardous Substances Data)

Usage

General Description

Methyl 4-hydroxyquinazoline-7-carboxylate is an organic compound with the molecular formula C11H9N2O4. It is derived from quinazoline and contains a methyl group, a hydroxyl group, and a carboxylate group. Methyl 4-hydroxyquinazoline-7-carboxylate has potential pharmaceutical applications due to its quinazoline framework, which is found in various biologically active compounds. It may have antibacterial, antifungal, or antitumor properties. Methyl 4-hydroxyquinazoline-7-carboxylate is often used as a building block in organic synthesis to create more complex molecules for pharmaceutical or research purposes.

InChI:InChI=1/C10H8N2O3/c1-15-10(14)6-2-3-7-8(4-6)11-5-12-9(7)13/h2-5H,1H3,(H,11,12,13)

Upstream product

• 85743-02-8 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester 
• 77287-34-4 formamide 
• 5372-81-6 dimethyl aminoterephthalate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 67-56-1 methanol 
• 202197-73-7 4-oxo-3,4-dihydroquinazoline-7-carboxylic acid 

Relevant articles and documents

Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

A novel and green strategy for the synthesis of acylated quinazolinone derivativesviaphoto-induced decarboxylative cascade radical acylation/cyclization of quinazolinone bearing unactivated alkenes has been developed. The protocol provides a novel route to access acyl radicals from α-keto acids through a self-catalyzed energy transfer process. Most importantly, the reaction proceeded smoothly without any external photocatalyst, additive or oxidant, and could be easily scaled-up in flow conditions with sunlight irradiation.

Addressing the Glycine-Rich Loop of Protein Kinases by a Multi-Facetted Interaction Network: Inhibition of PKA and a PKB Mimic

Protein kinases continue to be hot targets in drug discovery research, as they are involved in many essential cellular processes and their deregulation can lead to a variety of diseases. A series of 32 enantiomerically pure inhibitors was synthesized and tested towards protein kinase A (PKA) and protein kinase B mimic PKAB3 (PKA triple mutant). The ligands bind to the hinge region, ribose pocket, and glycine-rich loop at the ATP site. Biological assays showed high potency against PKA, with Ki values in the low nanomolar range. The investigation demonstrates the significance of targeting the often neglected glycine-rich loop for gaining high binding potency. X-ray co-crystal structures revealed a multi-facetted network of ligand-loop interactions for the tightest binders, involving orthogonal dipolar contacts, sulfur and other dispersive contacts, amide-π stacking, and H-bonding to organofluorine, besides efficient water replacement. The network was analyzed in a computational approach.

QUINAZOLINE DERIVATIVES USEFUL FOR TREATMENT OF NEOPLASTIC DISEASE

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