4-Hydroxyquinazoline - CAS 491-36-1
Catalog: |
BB026638 |
Product Name: |
4-Hydroxyquinazoline |
CAS: |
491-36-1 |
Synonyms: |
3H-quinazolin-4-one |
IUPAC Name: | 3H-quinazolin-4-one |
Description: | 4-HQN is a poly(ADP-ribose) polymerase (PARP) inhibitor (IC50 = 9.5 μM). 4-HQN exhibits antianti-ischemic activity and reduces ROS production, subsequent mitochondrial and cell damage in rat heart. It also blocks NF-κB and AP-1 activation. |
Molecular Weight: | 146.15 |
Molecular Formula: | C8H6N2O |
Canonical SMILES: | C1=CC=C2C(=C1)C(=O)NC=N2 |
InChI: | InChI=1S/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11) |
InChI Key: | QMNUDYFKZYBWQX-UHFFFAOYSA-N |
Boiling Point: | 303.5 °C at 760 mmHg |
Purity: | ≥ 99 % by HPLC |
Density: | 1.31 g/cm3 |
MDL: | MFCD00511302 |
LogP: | 0.92310 |
GHS Hazard Statement: | H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]; H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]; H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
Precautionary Statement: | P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
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PMID | Publication Date | Title | Journal |
23773186 | 20140313 | Molecular dynamics simulations and structure-based rational design lead to allosteric HCV NS5B polymerase thumb pocket 2 inhibitor with picomolar cellular replicon potency | Journal of medicinal chemistry |
24044873 | 20131101 | Synthesis and antimicrobial activity of polyhalobenzonitrile quinazolin-4(3H)-one derivatives | Bioorganic & medicinal chemistry letters |
23768906 | 20130715 | Structure-based design of novel HCV NS5B thumb pocket 2 allosteric inhibitors with submicromolar gt1 replicon potency: discovery of a quinazolinone chemotype | Bioorganic & medicinal chemistry letters |
22902631 | 20121015 | Exploring the anti-inflammatory activity of a novel 2-phenylquinazoline analog with protection against inflammatory injury | Toxicology and applied pharmacology |
22819942 | 20120815 | Synthesis of benzo-annulated tryptanthrins and their biological properties | Bioorganic & medicinal chemistry |
Complexity: | 200 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 146.048012819 |
Formal Charge: | 0 |
Heavy Atom Count: | 11 |
Hydrogen Bond Acceptor Count: | 2 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 146.048012819 |
Rotatable Bond Count: | 0 |
Topological Polar Surface Area: | 41.5 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 0.7 |
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