All Photos(1)

D120804

Sigma-Aldrich

Xanthurenic acid

96%

Synonym(s):
4,8-Dihydroxyquinaldic acid, 4,8-Dihydroxyquinoline-2-carboxylic acid
Empirical Formula (Hill Notation):
C10H7NO4
CAS Number:
Molecular Weight:
205.17
Beilstein:
185954
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

96%

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.

Packaging

1, 5 g in glass bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

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)
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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