4-Hydroxyquinazoline, 98%, Thermo Scientific Chemicals

Description

4-Hydroxyquinazoline is been used to inhibit PARP (poly(ADP-ribose) synthetase) which catalyzes covalent attachment of the ADP-ribose moiety of NAD+ to various proteins. This compound specifically and potently inhibits PARP-1. 4-HQN demonstrates the ability to decrease activation of transcription factor NFκB and AP-1 in lipopolysaccharide-induced shock. Mechanistic studies indicate that 4-HQN activates PI3-kinase/Akt pathway in the liver, spleen, and lung and down-regulates two elements of the MAP kinase system. Additionally, this agent has been observed to decrease ischemia-reperfusion-induced increase of protein oxidation, single-strand DNA breaks, lipid peroxidation, and mitochondrial reactive oxygen species production in the reperfusion period.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
4-Hydroxyquinazoline is been used to inhibit PARP (poly(ADP-ribose) synthetase) which catalyzes covalent attachment of the ADP-ribose moiety of NAD+ to various proteins. This compound specifically and potently inhibits PARP-1. 4-HQN demonstrates the ability to decrease activation of transcription factor NFκB and AP-1 in lipopolysaccharide-induced shock. Mechanistic studies indicate that 4-HQN activates PI3-kinase/Akt pathway in the liver, spleen, and lung and down-regulates two elements of the MAP kinase system. Additionally, this agent has been observed to decrease ischemia-reperfusion-induced increase of protein oxidation, single-strand DNA breaks, lipid peroxidation, and mitochondrial reactive oxygen species production in the reperfusion period.

Solubility
Soluble in DMSO (100 mM), ethanol, methanol, and water (10 mM).

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Keep away from oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 491-36-1
• Molecular Formula: C8H6N2O
• Molecular Weight (g/mol): 146.149
• MDL Number: MFCD00511302
• InChI Key: QMNUDYFKZYBWQX-UHFFFAOYSA-N
• Synonym: 4-hydroxyquinazoline, 4-quinazolinol, quinazolin-4-ol, quinazolin-4 3h-one, 4 3h-quinazolinone, 4-quinazolone, 4-quinazolinone, 4 1h-quinazolinone, 4-oxoquinazoline, 3,4-dihydroquinazolin-4-one
• PubChem CID: 63112
• IUPAC Name: 1H-quinazolin-4-one
• SMILES: C1=CC=C2C(=C1)C(=O)N=CN2

• Melting Point: 216°C to 219°C
• Odor: Odorless
• Quantity: 50 g
• Beilstein: 118473
• Solubility Information: Soluble in DMSO (100 mM),ethanol,methanol,and water (10 mM).
• Formula Weight: 146.15
• Percent Purity: 98%
• Chemical Name or Material: 4-Hydroxyquinazoline

Safety and Handling

Hazard Category	H302-H315-H319-H335
Hazard Statement	GHS H Statement H302-H315-H319-H335 Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
EINECSNumber	207-735-8
RTECSNumber	VA2300000
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only