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152307

Sigma-Aldrich

3-Hydroxypyridine-2-carboxylic acid

98%

Synonym(s):

3-Hydroxypicolinic acid, 3-HPA, 3-Hydroxypyridine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
874-24-8
Molecular Weight:
139.11
Beilstein:
118954
EC Number:
212-859-0
MDL number:
MFCD00006294
UNSPSC Code:
12352100
PubChem Substance ID:
24849221
NACRES:
NA.22

Assay

98%

form

powder or crystals

mp

213-218 °C (lit.)

SMILES string

OC(=O)c1ncccc1O

InChI

1S/C6H5NO3/c8-4-2-1-3-7-5(4)6(9)10/h1-3,8H,(H,9,10)

InChI key

BRARRAHGNDUELT-UHFFFAOYSA-N

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Application

Ligand for a variety of metal complexes including Hg(II), and Sm(III).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Misaki Nakai et al.
Journal of inorganic biochemistry, 98(1), 105-112 (2003-12-09)
Two chargeless VO(IV) complexes with 3-hydroxypyridine-2-carboxylic acid (H2hpic), [VO(Hhpic-O,O)(Hhpic-O,N)(H2O)].3H2O (1) and the cyclic tetramer [(VO)4(mu-(hpic-O,O',N))4(H2O)4].8H3O (2), have been synthesized and characterized by elemental analysis, mass, infrared, electronic absorption, electron spin resonance (ESR) spectroscopies, and X-ray crystallography. Their coordination structures are
Polyhedron, 26, 1045-1045 (2007)
Polyhedron, 25, 2471-2471 (2006)
Switching on luminescence in nucleotide/lanthanide coordination nanoparticles via synergistic interactions with a cofactor ligand.
Carole Aimé et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(12), 3604-3607 (2010-03-02)
E Nordhoff et al.
Nucleic acids research, 22(13), 2460-2465 (1994-07-11)
UV-matrix assisted laser desorption/ionization mass spectrometry (UV-MALDI-MS) with 3-hydroxypicolinic acid as matrix and IR-MALDI-MS with succinic acid as matrix have proved their feasibility for highly accurate and sensitive mass determination of nucleic acids (DNA and RNA). In this work, a
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