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

pka

pK1: 2.10(+1) (20°C)

color 

White to Off-White

BRN 

109617

CAS DataBase Reference

1452-77-3(CAS DataBase Reference)

EPA Substance Registry System

2-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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

PYRIDINE-2-CARBOXAMIDE Usage And Synthesis

Chemical Properties

White to off-white solid

Uses

Picolinamide 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.

Uses

A nicotinic acid derivative for prevention and treatment of cancer by activating RUNX3 gene.

Definition

ChEBI: A pyridinecarboxamide that is the monocarboxylic acid amide derivative of picolinic acid.

Biological Activity

picolinamide 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 Actions

Picolinamide 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 vitro

the 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 vivo

picolinamide 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-CARBOXAMIDE(1452-77-3)Related Product Information

• PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE
• Isonicotinamide
• Nicotinamide
• 2,4-Pyridinedicarboxylic acid, 2-Methyl ester
• Pyridine hydrofluoride
• 4-AMIDINOPYRIDINE HYDROCHLORIDEPYRIDINE-4-CARBOXIMIDAMIDE HYDROCHLORIDE
• 3-(2-PYRIDYL)ACRYLIC ACID
• Nicotinic acid
• NAD+
• β-Nicotinamide Mononucleotide
• Nicotinamide-N-oxide
• 3-Cyanopyridine
• Pyridine-3-sulfonyl chloride hydrochloride
• PYRIDINE-3-SULFONIC ACID SODIUM SALT
• PYRIDINE-2,4-DICARBONITRILE
• Pyridine, 4-(diethylboryl)-
• Pyridine, 3-(3-ethoxyandrosta-5,16-dien-17-yl)-
• Pyridine, 3-[3-(1-methylethoxy)androsta-5,16-dien-17-yl]-
• Picolinamide