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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:
5006-66-6
Molecular Weight:
139.11
Beilstein:
115991
EC Number:
225-682-9
MDL number:
MFCD00006277
UNSPSC Code:
41116107
PubChem Substance ID:
329751860
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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
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

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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)
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
Rui C Santos et al.
The journal of physical chemistry. B, 113(43), 14291-14309 (2009-09-30)
The relationship between energetics and structure in 2-, 4-, 5-, and 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids (2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA, respectively) was investigated in the solid and gaseous phases by means of a variety of experimental and computational chemistry
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
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Protocols

Neonicotinoids

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Neonicotinoids

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

Neonicotinoids

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

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