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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:
Molecular Weight:
139.11
Beilstein:
115991
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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 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

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

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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)
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
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
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
Yao Yang et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 48(1), 112-115 (2008-03-15)
Recently, new insecticides containing 3-chloropyridylmethyl group as a versatile building block have been developed, among which imidachloprid is a promising one. The synthesis of imidachloprid can use 6-Hydroxynicotinic acid, the first intermediate of the bacterial degradation of nicotinic acid, as

Protocols

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

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

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