4-Hydroxyquinazoline - ≥98%(HPLC) , CAS No.491-36-1

CAS: 491-36-1 Cat. No.: H157172 Peso molecular: 146.15 Beilstein Registry Number: 24143 Número EC: 207-735-8
Disponible para pedir
GRADE & PURITY ≥98%(HPLC)
Synonyms
A7361 | 4-Oxoquinazoline | JPZ | 3-hydro-4-quinazolinone | CHEBI:91430 | HY-W018800 | BDBM27504 | DB12967 | HMS3413K17 | H0803 | InChI=1/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11) | 4-(3h)-quinazolinone | 4(3H)-Quinazolinone | 3H-Quinazolin-4-
Storage
Room temperature
Shipped In
Normal
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Size
Estado
Price
Qty
5g
H157172-5g
5

9,90US$

14,90US$
Guardar 5,00 US$ (33.56%)
25g
H157172-25g
3

12,90US$

19,90US$
Guardar 7,00 US$ (35.18%)
100g
H157172-100g
3

47,90US$

71,90US$
Guardar 24,00 US$ (33.38%)
500g
H157172-500g
1

122,90US$

184,90US$
Guardar 62,00 US$ (33.53%)
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Why this grade

≥98%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Product Application:

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.

Specifications

Sinónimos
A7361 | 4-Oxoquinazoline | JPZ | 3-hydro-4-quinazolinone | CHEBI:91430 | HY-W018800 | BDBM27504 | DB12967 | HMS3413K17 | H0803 | InChI=1/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H, (H, 9, 10, 11) | 4-(3h)-quinazolinone | 4(3H)-Quinazolinone | 3H-Quinazolin-4-
Especificaciones y pureza
≥98%(HPLC)
Condiciones de almacenamiento de almacenamiento
Room temperature
Enviado en
Normal
Pureza
≥98%(HPLC)
Nombres e identificadores
Pubchem Sid488202850
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488202850
Sonrisas canónicasC1=CC=C2C(=C1)C(=O)NC=N2
IUPAC Name3H-quinazolin-4-one
InChIKeyQMNUDYFKZYBWQX-UHFFFAOYSA-N
INCHI1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11)
Isómeros SMILES C1=CC=C2C(=C1)C(=O)NC=N2
WGK Alemania 3
RTECS VA2300000
Peso molecular 146.15
Beilstein 24143
Reaxy-Rn 118473
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=118473&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClaseDiazanaphthalenes
SubclassBenzodiazines
Intermediate Tree Nodes Not available
Direct ParentQuinazolines
Alternative Parents Hydroxypyrimidines  Benzenoids  Heteroaromatic compounds  Azacyclic compounds  Organopnictogen compounds  Organooxygen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Quinazoline - Hydroxypyrimidine - Benzenoid - Pyrimidine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
DescripciónThis compound belongs to the class of organic compounds known as quinazolines. These are compounds containing a quinazoline moiety, which is made up of two fused six-member aromatic rings, a benzene ring and a pyrimidine ring.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
DHFR Tclin Dihydrofolate reductase (3072 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA2 Tclin Carbonic anhydrase II (17698 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA1 Tclin Carbonic anhydrase I (13240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDPK1 Tchem 3-phosphoinositide dependent protein kinase-1 (3758 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PARP1 Tclin Poly [ADP-ribose] polymerase-1 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA12 Tclin Carbonic anhydrase XII (6231 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA9 Tclin Carbonic anhydrase IX (8255 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SGC-7901 (2773 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE10A Tclin Phosphodiesterase 10A (5542 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pnp Purine nucleoside phosphorylase (4 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot NumberCertificate TypeFechaArticulo
E23251045Certificate of AnalysisMar 11, 2026 H157172
E23251051Certificate of AnalysisMar 11, 2026 H157172
E23251055Certificate of AnalysisMar 11, 2026 H157172
E23251058Certificate of AnalysisMar 11, 2026 H157172
E23251061Certificate of AnalysisMar 11, 2026 H157172
E23251063Certificate of AnalysisMar 11, 2026 H157172
E23251066Certificate of AnalysisMar 11, 2026 H157172
E23251067Certificate of AnalysisMar 11, 2026 H157172
F2415398Certificate of AnalysisApr 17, 2024 H157172
L1926104Certificate of AnalysisOct 20, 2022 H157172
Propiedades químicas y físicas
SolubilidadSoluble in DMSO (100 mM), ethanol, methanol, and water (10 mM).
SensibilidadHygroscopic
Punto de fusión (°C)215.0 ~220.0 °C
Peso molecular146.150 g/mol
XLogP30.700
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass146.048 Da
Monoisotopic Mass146.048 Da
Topological Polar Surface Area41.500 Ų
Heavy Atom Count11
Formal Charge0
Complexity200.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Tang Hongjie, Liu Yingzhu, Xu Haotian, Wang Fenghui, Xie Cancan, Zhang Huajiang, Jiang Longwei.  (2023)  Preparation and Characterization of Quercetin/Cyclodextrin/Carbon Quantum Dot Nanocomplexes and Evaluation of their Stability and In Vitro Digestive Properties.  Food Biophysics,      [PMID:] [10.1007/s11483-023-09821-7]
2. Hanxun Yue, Xuan Zhao, Qin Yong, Min Shi, Xiaofeng Jiang, Yating Zhang, Xian Yu.  (2023)  Self-assembly of Hyaluronic Acid-Cu-Quercetin flavonoid nanoparticles: synergistic chemotherapy to target tumors.  PeerJ,      [PMID:37663303] [10.7717/peerj.15942]
3. Zhiqi Zhai, Yue Fu, Xinyue Zhang, Yi Zhang, Chao Zhou, Xiaojia Huang, Linhong Deng.  (2023)  Liposomes loaded with quercetin for resolution of lung inflammation in a lipopolysaccharide-induced mouse model of sepsis.  Biomedical Materials,  18  (3): (035004).  [PMID:36863020] [10.1088/1748-605X/acc0bc]
4. Fangping Liang, Wurong Li, Mingao Li, Xican Li, Jianfeng He, Quanzhou Wu.  (2023)  Kaempferol molecularly imprinted polymers: preparation, characterization and application to the separation of kaempferol from ginkgo leaves.  POLYMER INTERNATIONAL,  72  (6): (586-596).  [PMID:] [10.1002/pi.6511]
5. Ziqian Xu, Yihui Xie, Jun Song, Juntao Huang, Weimin Shi.  (2022)  Mechanism of Action of a Chinese Herbal Compound Containing Quercetin, Luteolin, and Kaempferol in the Treatment of Vitiligo Based on Network Pharmacology and Experimental Verification.  Evidence-based Complementary and Alternative Medicine,      [PMID:36569347] [10.1155/2022/7197533]
6. Tian Rui, Wang Hui, Xiao Yi, Hu Pengyue, Du Ruofei, Shi Xiufeng, Wang Zhengtao, Xie Yan.  (2020)  Fabrication of Nanosuspensions to Improve the Oral Bioavailability of Total Flavones from Hippophae rhamnoides L. and their Comparison with an Inclusion Complex.  AAPS PHARMSCITECH,  21  (7): (1-14).  [PMID:32875458] [10.1208/s12249-020-01788-9]
7. Qin Tang, Fangling Ji, Jingyun Wang, Lianying Guo, Yachen Li, Yongming Bao.  (2017)  Quercetin exerts synergetic anti-cancer activity with 10-hydroxy camptothecin.  EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:28822757] [10.1016/j.ejps.2017.08.013]
8. Jing Li, Jun Zhang, Yiyue Wang, Xiao Liang, Zaitongguli Wusiman, Yunzhi Yin, Qi Shen.  (2017)  Synergistic inhibition of migration and invasion of breast cancer cells by dual docetaxel/quercetin-loaded nanoparticles via Akt/MMP-9 pathway.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:28336457] [10.1016/j.ijpharm.2017.03.040]
9. Zhixian Liang, Haiyun Zhai, Zuanguang Chen, Shiqiao Wang, Haihang Wang, Shumei Wang.  (2017)  A sensitive electrochemical sensor for flavonoids based on a multi-walled carbon paste electrode modified by cetyltrimethyl ammonium bromide-carboxylic multi-walled carbon nanotubes.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2016.12.108]
10. Xiaoyu Jia, Kaiting He, Ling Cai, Yuhui Liu, Henghui Li, Xiaoxiao Dong, Min He, Li Zhang, Guannan Le, Shoulin Wang, Jin Chen.  (2025)  Coaxially fabricated electrospinning near-infrared light-responsive nanofibrous membranes for combating drug-resistant bacteria.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40199072] [10.1016/j.jhazmat.2025.138106]
11. Haibo Liu, Zhongyi Sun, Mengting Yin, Jing Ru, Xiaohao Liu, Ziyan Chen, Yating Liu, Wang Sun, Longpo Zheng, Xinyu Zhao, Feng Chen.  (2025)  Polyphenol-Modified Mg−Zn Layered Hydroxide-Contained Microneedle Patch Enhance Mucosal Repair by Remolding Diabetic Oral Microenvironment.  Advanced Healthcare Materials,      [PMID:39930773] [10.1002/adhm.202403883]
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