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128759

Sigma-Aldrich

6-Hydroxypyridine-3-carboxylic acid

98%

Synonym(s):

2-Hydroxy-5-pyridinecarboxylic acid, 6-Hydroxynicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
Molecular Weight:
139.11
Beilstein:
115991
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

powder

mp

>300 °C (lit.)

SMILES string

OC(=O)c1ccc(O)nc1

InChI

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

InChI key

BLHCMGRVFXRYRN-UHFFFAOYSA-N

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General description

6-Hydroxypyridine-3-carboxylic acid (6-Hydroxynicotinic acid) reacts with Ln(2)O(3) (Ln = Nd, Sm, Eu, Gd) and oxalic acid (H(2)OX) to generate four novel lanthanide-organic coordination polymeric networks.

Application

6-Hydroxypyridine-3-carboxylic acid (6-Hydroxynicotinic acid) was used in the synthesis of molecularly imprinted polymer (MIP).
Employed in the synthesis of retinoids.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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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Synthesis, 285-285 (1995)
Dayun Zhao et al.
Analytical and bioanalytical chemistry, 401(7), 2259-2273 (2011-08-27)
A new molecularly imprinted polymer (MIP) has been prepared on silica beads using the radical "grafting from" polymerization method for selective extraction of minor contaminant mycotoxin of patulin (PTL). After the introduction of amino groups onto the silica surface with
Cai-Ming Liu et al.
Dalton transactions (Cambridge, England : 2003), (29)(29), 5666-5672 (2010-05-08)
6-Hydroxypyridine-3-carboxylic acid (6-HOPy-3-CO(2)H) reacts with Ln(2)O(3) (Ln = Nd, Sm, Eu, Gd) and oxalic acid (H(2)OX) under hydrothermal conditions to generate four novel lanthanide-organic coordination polymeric networks [Ln(2)(1H-6-Opy-3-CO(2))(2)(OX)(2)(H(2)O)(3)] x 2.5 H(2)O (Ln = Nd, 1; Sm, 2; 1H-6-Opy-3-CO(2)(-) = 1-hydro-6-oxopyridine-3-carboxylate)
S Shiraishi et al.
Journal of chromatography, 338(1), 51-59 (1985-02-27)
Gas chromatography--mass spectrometry has been used to identify specific metabolites produced by Gram-negative bacteria such as Pseudomonas aeruginosa, Serratia marcescens, Klebsiella pneumoniae and Escherichia coli in a defined medium. 6-Hydroxynicotinic acid was detected in spent culture media of Pseudomonas aeruginosa
R A Ludwig
Journal of bacteriology, 165(1), 304-307 (1986-01-01)
Rhizobium sp. strain ORS571 conducts synergistic, free-living N2 fixation and nicotinate oxidation. Explicitly, ORS571 is able to fix N2 aerobically because 6-OH-nicotinate acts as an intracellular O2 sink. Because 6-OH-nicotinate oxidation is mandatory for aerobic, free-living N2 fixation and because

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