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D120804

Sigma-Aldrich

Xanthurenic acid

96%

Synonym(s):

4,8-Dihydroxyquinaldic acid, 4,8-Dihydroxyquinoline-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C10H7NO4
CAS Number:
Molecular Weight:
205.17
Beilstein:
185954
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

powder

mp

297-298 °C (dec.) (lit.)

SMILES string

OC(=O)c1cc(O)c2cccc(O)c2n1

InChI

1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)

InChI key

FBZONXHGGPHHIY-UHFFFAOYSA-N

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Application

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Poly-xanthurenic acid modified electrodes: An amperometric sensor for the simultaneous determination of ascorbic and uric acids.
dos Santos Silva F D A, et al.
Sensors and Actuators B, Chemical, 168, 289-296 (2012)
Synchronous electrosynthesis of poly (xanthurenic acid)-reduced graphene oxide nanocomposite for highly sensitive impedimetric detection of DNA.
Yang T, et al.
ACS Applied Materials & Interfaces, 5(9), 3495-3499 (2013)
Synthesis of silica-gel immobilized xanthurenic acid and its application to the preconcentration/determination of trace metals in natural water samples
Kasahara I, et al.
Bunseki Kagaku, 47(12), 1061-1067 (1998)
Electrochemical determination of ascorbic acid using poly (xanthurenic acid) and multi-walled carbon nanotubes
Lin K-C, et al.
International Journal of Electrochemical Science, 7(12), 12752-12763 (2012)
Photooxidation of Lens Proteins with Xanthurenic Acid: A Putative Chromophore for Cataractogenesis.
Roberts J E, et al.
Photochemistry and Photobiology, 74(5), 740-744 (2001)

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