Home Categories Pharmaceutical intermediates 4-Hydroxyquinazoline
A4825812

4-Hydroxyquinazoline , ≥98.0%(HPLC) , 491-36-1

Synonym(s):
4-Quinazolinol

CAS NO.:491-36-1

Empirical Formula: C8H6N2O

Molecular Weight: 146.15

MDL number: MFCD00511302

EINECS: 207-735-8

Pack Size Price Stock Quantity
5G RMB32.80 In Stock
25G RMB55.20 In Stock
100g RMB191.20 In Stock
500g RMB799.20 In Stock
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Update time: 2022-07-08

PRODUCT 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
pka 2.69±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.
InChIKey QMNUDYFKZYBWQX-UHFFFAOYSA-N
LogP 0.94 at 20℃

Description and Uses

4-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

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.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
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

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