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4-Hydroxyquinazoline

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Products Intro: Product Name: 4-Hydroxyquinazoline
CAS:491-36-1
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CAS:491-36-1
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Products Intro: Product Name:4-Hydroxyquinazoline
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4-Hydroxyquinazoline manufacturers

  • 4(3H)-Quinazolinone
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  • $48.00 / 500mg
  • 2025-10-20
  • CAS:491-36-1
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  • Purity: 99.23%
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  • 4-Hydroxyquinazoline
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  • $8.00 / 1KG
  • 2025-09-25
  • CAS:491-36-1
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  • Purity: 99%
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  • 4-Hydroxyquinazoline
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  • $1.10 / 1g
  • 2022-03-04
  • CAS:491-36-1
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4-Hydroxyquinazoline Basic information
Product Name:4-Hydroxyquinazoline
Synonyms:4(3H)-Quinazolone;4-Oxoquinazoline;4-Quinazolinone;Quinazolone, 4-;quinazolidin-4-one;1H-quinazolin-4-one;4-HydroxyquinazoL;Quinazolin-4-ol, 4-Quinazolinol
CAS:491-36-1
MF:C8H6N2O
MW:146.15
EINECS:207-735-8
Product Categories:Bioactive Small Molecules;Building Blocks;Cell Biology;Chemical Synthesis;H;Heterocyclic Building Blocks;Quinazolines;Caspases/Apoptosis;quinazolinone;Quinolines, Quinazolines and derivatives;Alcohols and Derivatives;Heterocycles;PYRIMIDINE
Mol File:491-36-1.mol
4-Hydroxyquinazoline Structure
4-Hydroxyquinazoline Chemical Properties
Melting point 216-219 °C (lit.)
Boiling point 265.75°C (rough estimate)
density 1.2312 (rough estimate)
vapor pressure 0.015Pa at 20℃
refractive index 1.4900 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Soluble in DMSO (up to 14 mg/ml) or in Water (up to 1 mg/ml).
form Crystalline Powder
pka2.69±0.20(Predicted)
color Off-white to light beige
Water Solubility Soluble in DMSO (100 mM), ethanol, methanol, and water (10 mM).
Sensitive Hygroscopic
BRN 118473
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 month.
InChIKeyQMNUDYFKZYBWQX-UHFFFAOYSA-N
LogP0.94 at 20℃
CAS DataBase Reference491-36-1(CAS DataBase Reference)
NIST Chemistry Reference4(1H)-quinazolinone(491-36-1)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-37/39-36/37/39-22
WGK Germany 3
RTECS VA2300000
HazardClass IRRITANT
HS Code 29335995
MSDS Information
ProviderLanguage
4-Hydroxyquinazoline English
ACROS English
SigmaAldrich English
ALFA English
4-Hydroxyquinazoline Usage And Synthesis
Description4-HQN (491-36-1) is an inhibitor of poly(ADP-ribose) polymerase (PARP) (IC50?= 9.5 μM).1?Displays mixed inhibition with respect to NAD+. Protective against ischemia-reperfusion induced ROS production, and subsequent mitochondrial and cell damage in rat heart.2?4-HQN is anti-inflammatory in LPS-induced endotoxic mice?in vivo; decreases NF-κB and AP-1 activation.3
Chemical Propertiesoff-white to light beige crystalline powder
Uses4-Hydroxyquinazoline shows anti-microbial and anti-carcinogenic activity as seen in studies due to the quinazoline moiety.
Uses4-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.
DefinitionChEBI: 1H-quinazolin-4-one is a member of quinazolines.
Synthesis Reference(s)The Journal of Organic Chemistry, 16, p. 1669, 1951 DOI: 10.1021/jo50005a003
Flammability and ExplosibilityNot classified
Biological ActivityInhibitor of poly(ADP-ribose) polymerase (PARP) (IC 50 = 9.5 μ M); displays mixed inhibition with respect to NAD + . Protective against ischemia-reperfusion induced ROS production, and subsequent mitochondrial and cell damage in rat heart. Anti-inflammatory in LPS-induced endotoxic mice in vivo ; decreases NF- κ B and AP-1 activation.
References[1] M BANASIK. Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase.[J]. The Journal of Biological Chemistry, 1992, 267 3: 1569-1575.
[2] R. HALMOSI. Effect of poly(ADP-ribose) polymerase inhibitors on the ischemia-reperfusion-induced oxidative cell damage and mitochondrial metabolism in Langendorff heart perfusion system.[J]. Molecular Pharmacology, 2001, 59 6 1: 1497-1505. DOI:10.1124/mol.59.6.1497
[3] BALAZS VERES. Regulation of kinase cascades and transcription factors by a poly(ADP-ribose) polymerase-1 inhibitor, 4-hydroxyquinazoline, in lipopolysaccharide-induced inflammation in mice.[J]. Journal of Pharmacology and Experimental Therapeutics, 2004, 310 1: 247-255. DOI:10.1124/jpet.104.065151
Tag:4-Hydroxyquinazoline(491-36-1) Related Product Information
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