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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

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.

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

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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)
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)
Sofia Basova et al.
Biomedicines, 8(8) (2020-08-05)
The rapid development of parasite drug resistance as well as the lack of medications targeting both the asexual and the sexual blood stages of the malaria parasite necessitate the search for novel antimalarial compounds. Eleven organoarsenic compounds were synthesized and
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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