5-Carboxy-8-hydroxyquinoline

5-Carboxy-8-hydroxyquinoline Basic information
Product Name:5-Carboxy-8-hydroxyquinoline
Synonyms:5-Carboxy-8-hydroxyquinoline;8-Hydroxyquinoline-5-carboxylic Acid;IOX1;8-hydroxy-5-Quinolinecarboxylic acid;IOX 1, >=98%;JMJD2 Inhibitor, 5-carboxy-8HQ;8-Hydroxyquinoline-5-carboxylic acid 95%;JMJD2 Inhibitor, 5-carboxy-8HQ - CAS 5852-78-8 - Calbiochem
CAS:5852-78-8
MF:C10H7NO3
MW:189.17
EINECS:
Product Categories:Inhibitors;Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals;123456
Mol File:5852-78-8.mol
5-Carboxy-8-hydroxyquinoline Structure
5-Carboxy-8-hydroxyquinoline Chemical Properties
Melting point 301 °C (decomp)
Boiling point 464.5±30.0 °C(Predicted)
density 1.480±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: soluble10mg/mL, clear
pka1.82±0.10(Predicted)
form powder
color white to brown
Stability:Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
InChIKeyJGRPKOGHYBAVMW-UHFFFAOYSA-N
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
HS Code 2933499090
MSDS Information
5-Carboxy-8-hydroxyquinoline Usage And Synthesis
DescriptionIOX 1 (5852-78-8) inhibits the JMJD family of 2-oxoglutarate-dependent histone demethylases. IC50 = 0.12, 0.07, 0.2, 0.3, 0.6, and 1 μM for JMJD3, JMJD1A, JMJD2A, JMJD2E, JMJD2C and UTX respectively.1?A broad spectrum 2-oxoglutarate oxygenase inhibitor, IOX 1 may be used to study hypoxic signaling.1?Cell permeable
Uses5-Carboxy-8-hydroxyquinoline is an inhibitor of KDM2/7 histone demethylase. 5-Carboxy-8-hydroxyquinoline has also shown potential to be used as a regulator of plant growth.
Uses8-Hydroxyquinoline-5-carboxylic Acid is an inhibitor of KDM2/7 histone demethylase. 8-Hydroxyquinoline-5-carboxylic acid has also shown potential to be used as a regulator of plant growth.
UsesIOX1 has been used:
  • To eliminate viral latency in latent viruses in order to sensitize the viral infections to antiviral therapy.
  • In histone lysine demethylase 4A (KDM4A) inhibition, to serve as a unique strategy to decrease hypoxia-inducible factors signalling.
  • to restore oncogene-induced senescence in wild-type mouse embryo fibroblasts.

DefinitionChEBI: 8-hydroxy-5-quinolinecarboxylic acid is a member of quinolines.
Biochem/physiol ActionsIOX1 (5-Carboxy-8-hydroxyquinoline) is a broad spectrum inhibitor of 2-oxoglutarate (2OG) oxygenases, including Jumonji C domain (JmjC) demethylases. It is useful for the study of histone demethylation and hypoxic sensing and results in translocation of active site iron on the 2OG oxygenases. For full characterization details, please visit the IOX1 probe summary on the Structural Genomics Consortium (SGC) website.To learn about other SGC chemical probes for epigenetic targets, visit sigma.com/sgc
storageStore at +4°C
References1) King et al. (2010), Quantitative high-throughput screening identifies 8-hydroxyquinolines as cell-active histone demethylase inhibitors; PLoS One, 5 e15535
Coryfolin Sodium 4-phenylbutyrate RVX-208 JIB-04 SGC-CBP30 4-Hydroxy-2-methylquinoline (±)-JQ1 GSK J4 HCl Hydroquinone SIRTINOL 6-Hydroxyquinoline TRICHOSTATIN A Tazemetostat (EPZ-6438) 2-Chloroaniline BIX 01294 Quinhydrone

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