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XANTHURENIC ACID

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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
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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)
pka
1.20±0.30(Predicted)
form 
Powder
color 
Ochre
Merck 
14,10068
BRN 
185954
CAS DataBase Reference
59-00-7(CAS DataBase Reference)
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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

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XANTHURENIC ACID Usage And Synthesis

Chemical Properties

ochre powder

Uses

caspase activator, guanylyl cyclase stimulant

Uses

Xanthurenic 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.

Uses

Excreted by pyridoxine-deficient animals after the ingestion of tryptophan.

Definition

ChEBI: A quinolinemonocarboxylic acid that is quinoline-2-carboxylic acid substituted by hydroxy groups at C-4 and C-8.

storage

Room temperature

Purification Methods

It 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.]

XANTHURENIC ACIDSupplier

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