XANTHURENIC ACID

XANTHURENIC ACID Basic information
Product Name:XANTHURENIC ACID
Synonyms:XANTHURENIC ACID;XANTHURIC ACID;XENTHURENIC ACID;TIMTEC-BB SBB003498;4,8-DIHYDROXYQUINOLINE-2;4,8-DIHYDROXYQUINOLINE-2-CARBOXYLIC ACID;4,8-dihydroxy-2-quinolinecarboxylicaci;4,8-dihydroxy-quinaldicaci
CAS:59-00-7
MF:C10H7NO4
MW:205.17
EINECS:200-410-1
Product Categories:Hydroxyquinolines;Quinolines;Building Blocks;C8 to C10;Chemical Synthesis;Heterocyclic Building Blocks;Quinolines, Quinazolines and derivatives;Amines;Aromatics;Heterocycles;Inhibitors
Mol File:59-00-7.mol
XANTHURENIC ACID Structure
XANTHURENIC ACID Chemical Properties
Melting point 297-298 °C (dec.)(lit.)
Boiling point 343.83°C (rough estimate)
density 1.3849 (rough estimate)
refractive index 1.5600 (estimate)
storage temp. Sealed in dry,2-8°C
solubility DMSO (Slightly, Heated), Water (Slightly, Heated)
pka1.20±0.30(Predicted)
form Powder
color Ochre
Merck 14,10068
BRN 185954
CAS DataBase Reference59-00-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS UZ9275000
HS Code 29334900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
XANTHURENIC ACID Usage And Synthesis
Chemical Propertiesochre powder
UsesExcreted by pyridoxine-deficient animals after the ingestion of tryptophan.
Usescaspase activator, guanylyl cyclase stimulant
UsesXanthurenic acid can be used as a substrate for the synthesis of:
  • Silica-gel functionalized xanthurenic acid (4, 8-dihydroxyquinoline-2-carboxylic acid) as an adsorbent for metal ions.
  • N, N′-bis-((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ethers as fluorescent sensors of magnesium in living cells via one-pot Mannich reaction.
  • Poly-xanthurenic acid (poly-Xa) for biosensing applications.

DefinitionChEBI: A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8.
storageRoom temperature
Purification MethodsIt is precipitated by the addition of 2N formic acid to its solution in hot 2M ammonia (charcoal). The solid is filtered off, dried in a vacuum at ~80o in the dark. UV (H2O) has nm ( M-1cm-1): 243 (30,000) and 342 (6,500). The methyl ester has m 262o (from MeOH). It forms Cu2+, Zn2+, Fe2+ and Fe3+ salts. [Beilstein 22 III/IV 2513.]
8-HYDROXYQUINOLINE-2-CARBOXYLIC ACID 2-Hydrazinopyridine 8-Hydroxyquinoline-2-carboxaldehyde 2-Quinolinecarboxaldehyde CHEMBRDG-BB 4014212 4-HYDROXY-2-METHYLQUINOLINE 2-(Hydroxymethyl)pyridine KYNURENIC ACID 4-HYDROXYQUINOLINE 2-QUINOLINYLMETHANOL ETHYL 4-HYDROXY-8-METHOXYQUINALDATE xanthurenic acid 8-methyl ether 4-Hydroxy-2-methylpyridine 3-Hydroxypyridine 8-Hydroxyquinaldine XANTHURENIC ACID Quinaldine Quinaldic acid

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