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491-36-1 - 4-Hydroxyquinazoline, 98% - 4-Quinazolinol - A17129 - Alfa Aesar

A17129 4-Hydroxyquinazoline, 98%

CAS Number
491-36-1
Synonyms
4-Quinazolinol

Size Price ($) Quantity Availability
10g 31.93
50g 80.80
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4-Hydroxyquinazoline, 98%

MDL
MFCD00511302
EINECS
207-735-8

Chemical Properties

Formula
C8H6N2O
Formula Weight
146.15
Melting point
216-219°
Solubility
Soluble in DMSO (100 mM), ethanol, methanol, and water (10 mM).

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.

Notes

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

Literature References

B Veres.; B Radnai.; F Gallyas.; G Varbiro. Regulation of Kinase Cascades and Transcription Factors by a Poly(ADP-Ribose) Polymerase-1 Inhibitor, 4-Hydroxyquinazoline, in Lipopolysaccharide-Induced Inflammation in Mice. JPET . 2004310 (1), 247-255.

JS Morley.; JCE Simpson. 88. The chemistry of simple heterocyclic systems. Part I. Reactions of 6-and 7-nitro-4-hydroxyquinazoline and their derivatives. Journal of the Chemical Society . 194888 (1), 360-366.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P280h-P305+P351+P338

Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Beilstein
118473
Harmonized Tariff Code
2933.59
TSCA
No
RTECS
VA2300000

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