ChemicalBook > CAS DataBase List > 4-Hydroxyquinazoline
4-Hydroxyquinazoline
- Product Name
- 4-Hydroxyquinazoline
- CAS No.
- 491-36-1
- Chemical Name
- 4-Hydroxyquinazoline
- Synonyms
- QUINAZOLIN-4(3H)-ONE;QUINAZOLINONE;4-Oxoquinazoline;QUINAZOLIN-4-OL;quinazolin-4(1H)-one;QUINAZOLONE;4-HQN;β-Nitropropionic acid;AKOS 219-06;AURORA 17795
- CBNumber
- CB5182082
- Molecular Formula
- C8H6N2O
- Formula Weight
- 146.15
- MOL File
- 491-36-1.mol
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4-Hydroxyquinazoline Property
- 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℃
- CAS DataBase Reference
- 491-36-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 4(1H)-quinazolinone(491-36-1)
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Safety
- 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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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- H57807
- Product name
- 4-Hydroxyquinazoline
- Purity
- 98%
- Packaging
- 5g
- Price
- $26.22
- Updated
- 2024/03/01
TCI Chemical
- Product number
- H0803
- Product name
- 4-Hydroxyquinazoline
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $16
- Updated
- 2024/03/01
TCI Chemical
- Product number
- H0803
- Product name
- 4-Hydroxyquinazoline
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $39
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- A17129
- Product name
- 4-Hydroxyquinazoline, 98%
- Packaging
- 10g
- Price
- $36.65
- Updated
- 2024/03/01
Alfa Aesar
- Product number
- A17129
- Product name
- 4-Hydroxyquinazoline, 98%
- Packaging
- 50g
- Price
- $107.65
- Updated
- 2024/03/01
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4-Hydroxyquinazoline Chemical Properties,Usage,Production
Description
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
Chemical Properties
off-white to light beige crystalline powder
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.
Uses
4-Hydroxyquinazoline shows anti-microbial and anti-carcinogenic activity as seen in studies due to the quinazoline moiety.
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) Banasil?et al. (1992),?Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl)transferase;? J. Biol. Chem.,?267?1569 2) Halmosi?et al. (2001),?Effect of poly(ADP-ribose) polymerase inhibitors on the ischemia-reperfusion-induced oxidative cell damage and mitochondrial metabolism in Langendorff heart perfusion system.? Clin. Mol. Pharmacol.,?59?1497 3) Veres?et al. (2004),?Regulation of kinase cascades and transcription factors by a poly(ADP-ribose) polymerase-1 inhibitor, 4-hydroxyquinazoline, in lipopolysaccharide-induced inflammation in mice;? J. Pharmacol. Exp. Ther.,?310?247
4-Hydroxyquinazoline Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Hydroxyquinazoline manufacturers
Henan Fengda Chemical Co., Ltd
- Product
- 4-Hydroxyquinazoline 491-36-1
- Price
- US $8.00-0.80/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-09
Hebei Zhanyao Biotechnology Co. Ltd
- Product
- 4-Hydroxyquinazoline 491-36-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-10-13
Career Henan Chemical Co
- Product
- 4-Hydroxyquinazoline 491-36-1
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 90%-99.9%
- Supply Ability
- 500kg
- Release date
- 2019-07-04
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