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Merck
CN

D120804

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-410-1
Beilstein/REAXYS Number:
185954
MDL number:
Assay:
96%
Form:
powder
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Product Name

Xanthurenic acid, 96%

form

powder

InChI key

FBZONXHGGPHHIY-UHFFFAOYSA-N

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)

SMILES string

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

assay

96%

mp

297-298 °C (dec.) (lit.)

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
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
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)
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)
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)

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