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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Kyle Jarrod McLean et al.
Scientific reports, 9(1), 13131-13131 (2019-09-13)
Malaria parasites have a complex life cycle that includes specialized stages for transmission between their mosquito and human hosts. These stages are an understudied part of the lifecycle yet targeting them is an essential component of the effort to shrink
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)
Microwave assisted synthesis of a small library of substituted N, N′-bis ((8-hydroxy-7-quinolinyl) methyl)-1, 10-diaza-18-crown-6 ethers.
Farruggia G, et al.
The Journal of Organic Chemistry, 75(18), 6275-6278 (2010)
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)

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