≥97%(HPLC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product introduction
A cell-permeable, hydroxyquinoline HIF Prolyl Hydroxylase (PHD) inhibitor that displays an IC50 = 2 µM in a cell-based assay using a reporter produced by fusing HIF-1α oxygen degradable domain (ODD) to luciferase. This compound (5 µM) is shown to significantly stabilize HIF-1α in vitro and upregulate known HIF target genes, Epo and VEGF, in SH-SY5Y human neuroblastoma cell lines. It also exerts a neuroprotective effect (IC50 = 0.25 µM in an oxidative stress model using cortical neurons.
| Canonical Smiles | C1=CC2=C(C(=C(C=C2)C(C3=CC=C(C=C3)Cl)NC4=C(C=CC=N4)O)O)N=C1 |
|---|---|
| IUPAC Name | 7-[(4-chlorophenyl)-[(3-hydroxypyridin-2-yl)amino]methyl]quinolin-8-ol |
| InChIKey | KKYHNYRUBSYTCZ-UHFFFAOYSA-N |
| INCHI | 1S/C21H16ClN3O2/c22-15-8-5-14(6-9-15)18(25-21-17(26)4-2-12-24-21)16-10-7-13-3-1-11-23-19(13)20(16)27/h1-12,18,26-27H,(H,24,25) |
| Isomeric SMILES | C1=CC2=C(C(=C(C=C2)C(C3=CC=C(C=C3)Cl)NC4=C(C=CC=N4)O)O)N=C1 |
| Molecular Weight | 377.82 |
| Reaxy-Rn | 21535920 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21535920&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Quinolines and derivatives |
| Subclass | 8-hydroxyquinolines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 8-hydroxyquinolines |
| Alternative Parents | Hydroxypyridines Chlorobenzenes Aminopyridines and derivatives 1-hydroxy-4-unsubstituted benzenoids Imidolactams Aryl chlorides Heteroaromatic compounds Azacyclic compounds Organooxygen compounds Organochlorides Hydrocarbon derivatives Amines |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 8-hydroxyquinoline - Aminopyridine - Chlorobenzene - Halobenzene - Phenol - Hydroxypyridine - 1-hydroxy-4-unsubstituted benzenoid - Monocyclic benzene moiety - Imidolactam - Benzenoid - Pyridine - Aryl chloride - Aryl halide - Heteroaromatic compound - Azacycle - Organochloride - Organohalogen compound - Amine - Organic nitrogen compound - Hydrocarbon derivative - Organooxygen compound - Organic oxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 8-hydroxyquinolines. These are compounds containing a quinoline moiety, which carries a hydroxy group at the 8-position. Quinoline consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. |
| External Descriptors | Not available |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 H2205667 | Certificate of Analysis | May 12, 2025 | A287760 |
| H2205668 | Certificate of Analysis | May 12, 2025 | A287760 |
| H2205669 | Certificate of Analysis | May 12, 2025 | A287760 |
| H2205670 | Certificate of Analysis | May 12, 2025 | A287760 |
| H2205671 | Certificate of Analysis | May 12, 2025 | A287760 |
| Solubility | Solvent:DMSO, Max Conc. mg/mL: 37.78, Max Conc. mM: 100 |
|---|---|
| Molecular Weight | 377.800 g/mol |
| XLogP3 | 4.500 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Exact Mass | 377.093 Da |
| Monoisotopic Mass | 377.093 Da |
| Topological Polar Surface Area | 78.300 Ų |
| Heavy Atom Count | 27 |
| Formal Charge | 0 |
| Complexity | 474.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
