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Merck
CN

19386

6-Hydroxypyridine-3-carboxylic acid

PESTANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
5006-66-6
Molecular Weight:
139.11
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329751860
EC Number:
225-682-9
Beilstein/REAXYS Number:
115991
MDL number:
MFCD00006277

Key Documents

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InChI

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

SMILES string

OC(=O)c1ccc(O)nc1

InChI key

BLHCMGRVFXRYRN-UHFFFAOYSA-N

grade

analytical standard

product line

PESTANAL®

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤1.0% water

mp

>300 °C (lit.), 302-308 °C

application(s)

agriculture
environmental

format

neat

Quality Level

100

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General description

6-Hydroxypyridine-3-carboxylic acid has aliphatic carboxylate anions.

Find more information here: Neonicotinoids

Application

It can be used as a good organic linker source for the construction of lanthanide coordination polymers. It was used in qualitative and quantitative analysis of substrates and metabolites of neonicotinoids using LC-MSD TOF, in a study performed to clone 6-chloronicotinic acid chlorohydrolase from newly isolated 6-chloronicotinic acid mineralizing Bradyrhizobiaceae strain SG-6C.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCC9905
1437987

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Two-and three-dimensional lanthanide?organic frameworks constructed using 1-hydro-6-oxopyridine-3-carboxylate and oxalate ligands.
Liu, Cai-Ming, et al.
Dalton Transactions, 29, 5666-5672 (2009)
Li Xu et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 46(1), 63-67 (2006-04-04)
The current technology for microbial hydroxylation of nicotinic acid is a procedure of resting cells transformation. Here it was reported that non-degradation of 6-hydroxynicotinic acid during hydroxylation of nicotinic acid by resting cells was due to existing of nicotinic acid
Ashish Gupta et al.
NMR in biomedicine, 18(5), 293-299 (2005-03-11)
The utility of (1)H NMR spectroscopy is suggested and demonstrated for the diagnosis of Pseudomonas aeruginosa in urinary tract infection (UTI). The specific property of P. aeruginosa of metabolizing nicotinic acid to 6-hydroxynicotinic acid (6-OHNA) is exploited. The quantity of
C L Kitts et al.
Journal of bacteriology, 174(23), 7791-7797 (1992-12-01)
A complete pathway for Azorhizobium caulinodans nicotinate catabolism has been determined from mutant phenotype analyses, isolation of metabolic intermediates, and structural studies. Nicotinate serves as a respiratory electron donor to O2 via a membrane-bound hydroxylase and a specific c-type cytochrome
José Ignacio Jiménez et al.
Environmental microbiology, 13(7), 1718-1732 (2011-04-01)
The biochemistry of nicotinic acid (NA) degradation is known but the transcriptional control of the genes involved is still poorly studied. We report here the transcriptional regulatory circuit of the nic genes responsible for the aerobic degradation of NA in
View All Related Papers

Protocols

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Analysis of banned neonicotinoid insecticides from dandelion blossoms using QuEChERS and LC-MS.

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