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Adaptaquin - ≥97%(HPLC), high purity , CAS No.385786-48-1

    Grade & Purity:
  • ≥97%(HPLC)
In stock
Item Number
A287760
Grouped product items
SKU Size
Availability
Price Qty
A287760-5mg
5mg
3
$58.90
A287760-10mg
10mg
3
$98.90
A287760-25mg
25mg
3
$197.90
A287760-50mg
50mg
3
$315.90
A287760-100mg
100mg
3
$494.90

HIF-prolyl hydroxylase-2 (PHD2) inhibitor; antioxidant

Basic Description

Synonyms 7-[(4-Chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-8-quinolinol
Specifications & Purity ≥97%(HPLC)
Biochemical and Physiological Mechanisms HIF-prolyl hydroxylase-2 (PHD2) inhibitor. Blocks glutamate induced ROS production in HT-22 cells, independent of MnSOD. Exhibits neuroprotective effects and enhances functional recovery in rodent intracerebral hemorrhage models, via inhibition of ATF4 de
Storage Temp Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

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

Associated Targets(non-human)

Trypanosoma brucei brucei (13300 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 7-[(4-chlorophenyl)-[(3-hydroxypyridin-2-yl)amino]methyl]quinolin-8-ol
INCHI 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)
InChIKey KKYHNYRUBSYTCZ-UHFFFAOYSA-N
Smiles C1=CC2=C(C(=C(C=C2)C(C3=CC=C(C=C3)Cl)NC4=C(C=CC=N4)O)O)N=C1
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

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.

5 results found

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

Chemical and Physical Properties

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

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