PYRIDINE-2-CARBOXAMIDE

PYRIDINE-2-CARBOXAMIDE Basic information
Product Name:PYRIDINE-2-CARBOXAMIDE
Synonyms:alpha-Picolinic acid amide;Picolinic acid amide;Picolinoylamide;Pyridine-2-carboxylicamide;2-PYRIDINECARBOXAMIDE;Isoniazid Impurity I;Nicotinamide EP Impurity C;2-PICOLINAMIDE
CAS:1452-77-3
MF:C6H6N2O
MW:122.12
EINECS:215-921-5
Product Categories:Amines;Heterocycles;Heterocyclic Compounds;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:1452-77-3.mol
PYRIDINE-2-CARBOXAMIDE Structure
PYRIDINE-2-CARBOXAMIDE Chemical Properties
Melting point 110 °C (dec.)(lit.)
Boiling point 143 °C / 20mmHg
density 1.2236 (rough estimate)
refractive index 1.5350 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pkapK1: 2.10(+1) (20°C)
color White to Off-White
BRN 109617
CAS DataBase Reference1452-77-3(CAS DataBase Reference)
EPA Substance Registry System2-Pyridinecarboxamide (1452-77-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
TSCA Yes
HS Code 29333990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
PYRIDINE-2-CARBOXAMIDE Usage And Synthesis
Chemical PropertiesWhite to off-white solid
UsesPicolinamide was used as template in preparation of molecular imprinting polymer. Picolinamide was used in a study to evaluate kinetics and mechanism of liberation of picolinamide from chromium(III)-picolinamide complexes in HClO4.
UsesA nicotinic acid derivative for prevention and treatment of cancer by activating RUNX3 gene.
DefinitionChEBI: A pyridinecarboxamide that is the monocarboxylic acid amide derivative of picolinic acid.
Biological Activitypicolinamide is a poly (adp-ribose) synthetase (parp) inhibitor.parp inhibitors, a group of pharmacological inhibitors of the enzyme poly adp ribose polymerase (parp), are developed for multiple indications, especially for the treatment of cancer.
Biochem/physiol ActionsPicolinamide is potential inhibitor of poly (ADP-ribose) synthetase of nuclei from rat pancreatic islet cells. Picolinamide acts as bidentate ligand and forms complexes with lanthanide nitrates, thiocyanates and perchlorates.
in vitrothe pathway of oxidation of picolinamide by a gram-negative rod has been elucidated. results showed that under high ph conditions, whole cells could release 2,5-dihydroxypyridine into culture supernatants. moreover, sodium arsenite was able to cause whole cells to accumulate 6-hydroxypicolinate in the culture media. in addition, whole cells were found to oxidize picolinamide, without lag. it was also found that cell-free extracts could convert picolinamide into picolinate, and hydroxylate picolinate into 6-hydroxypicolinate [1].
in vivopicolinamide was used in a previous study to evaluate the possibility that the inhibition of na+/phosphate cotransport might be associated with the inhibition of nad hydrolyzing enzymes. results showed that the overnight treatment of rats with picolinamide, administered as a single injection (4 mmol/kg), could inhibit na+/phosphate cotransport by isolated renal brush border membrane vesicles. similar to nicotinamide, the inhibition caused by picolinamide occurred in thyroparathyroidectomized rats, was specific for na+/phosphate cotransport. unlike nicotinamide, there was only a small 1.5-fold increase in renal cortical nad content after picolinamide treatment [2].
references[1] c. g. orpin,m. knight, and w. c. evans. the bacterial oxidation of picolinamide, a photolytic product of diquatbiochem j. 1972 may; 127(5): 819–831.
[2] campbell pi, al-mahrouq ha,abraham mi,kempson sa. specific inhibition of rat renal na+/phosphate cotransport by picolinamide. j pharmacol exp ther.1989 oct;251(1):188-92.
PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE N-(4-CHLOROPHENYL)-N'-([6-CHLORO-4-(TRIFLUOROMETHYL)-2-PYRIDYL]CARBONYL)UREA 4-AMINO-3,5,6-TRICHLOROPYRIDINE-2-CARBOXAMIDE CHEMBRDG-BB 5175110 2-CARBAMOYL-3-HYDROXY-1-METHYLPYRIDINIUM CHLORIDE 3,4,5-TRICHLOROPYRIDINE-2-CARBOXAMIDE 5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione 4-CHLOROPYRIDINE-2,6-DICARBOHYDRAZIDE N-ALLYL-1,8-NAPHTHYRIDINE-2-CARBOXAMIDE 1,8-Naphthyridine-2-carboxamide(9CI) 1-(2-CHLOROPHENYL)-N-METHYL-N-(1-METHYLPROPYL)-3-ISOQUINOLINECARBOXAMIDE 3-HYDROXYPICOLINAMIDE PYRIDINE-2-CARBOXAMIDE 3,6-DICHLORO-2-PYRIDINECARBOXAMIDE PYRIDINE-2-CARBOXAMIDE 1-OXIDE 2-(AMINOCARBONYL)NICOTINIC ACID PYRIDINE-2,3-DICARBOXAMIDE N-METHYL-BETA-CARBOLINE-3-CARBOXAMIDE Picolinamide

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