- 4(3H)-Quinazolinone
-
- $29.00 / 1g
-
2026-04-22
- CAS:491-36-1
- Min. Order:
- Purity: 99.92%
- Supply Ability: 10g
- 4-Hydroxyquinazoline
-
- $1.10 / 1g
-
2025-11-18
- CAS:491-36-1
- Min. Order: 1g
- Purity: 99.00%
- Supply Ability: 100 Tons
- 4-Hydroxyquinazoline
-
- $8.00 / 1KG
-
2025-09-25
- CAS:491-36-1
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
|
| | 4-Hydroxyquinazoline Basic information |
| | 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). | | pka | 2.69±0.20(Predicted) | | form | Crystalline Powder | | 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. | | InChI | 1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11) | | InChIKey | QMNUDYFKZYBWQX-UHFFFAOYSA-N | | SMILES | O=C1NC=Nc2ccccc12 | | LogP | 0.94 at 20℃ | | CAS DataBase Reference | 491-36-1(CAS DataBase Reference) | | NIST Chemistry Reference | 4(1H)-quinazolinone(491-36-1) |
| 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 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 4-Hydroxyquinazoline Usage And Synthesis |
| Description | 4-HQN (491-36-1) is an inhibitor of poly(ADP-ribose) polymerase (PARP) (IC50= 9.5 μM).1Displays mixed inhibition with respect to NAD+. Protective against ischemia-reperfusion induced ROS production, and subsequent mitochondrial and cell damage in rat heart.24-HQN is anti-inflammatory in LPS-induced endotoxic micein vivo; decreases NF-κB and AP-1 activation.3 | | Chemical Properties | off-white to light beige crystalline powder | | Uses | 4-Hydroxyquinazoline shows anti-microbial and anti-carcinogenic activity as seen in studies due to the quinazoline moiety. | | Uses | 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. | | Definition | ChEBI: 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 Explosibility | Not classified | | Biological Activity | Inhibitor 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 |
| | 4-Hydroxyquinazoline Preparation Products And Raw materials |
|