Isonicotinamide Chemical Properties

Melting point:

155-157 °C(lit.)

Boiling point:

227.52°C (rough estimate)

Density 

1.2236 (rough estimate)

refractive index 

1.5350 (estimate)

storage temp. 

Store below +30°C.

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

pK1: 3.61(+1) (20°C)

color 

White to Off-White

Water Solubility 

191.7 g/L (37 ºC)

BRN 

2173

Cosmetics Ingredients Functions

SKIN CONDITIONING

InChI

1S/C6H6N2O/c7-6(9)5-1-3-8-4-2-5/h1-4H,(H2,7,9)

InChIKey

VFQXVTODMYMSMJ-UHFFFAOYSA-N

SMILES

NC(=O)c1ccncc1

LogP

-0.28

CAS DataBase Reference

1453-82-3(CAS DataBase Reference)

NIST Chemistry Reference

4-Pyridinecarboxamide(1453-82-3)

EPA Substance Registry System

Isonicotinamide (1453-82-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

NR9500000

Hazard Note 

Irritant

TSCA 

TSCA listed

HS Code 

29333999

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:Isonicotinamide
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Isonicotinamide Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

Isonicotinamide is an isomeric analogue of nicotinamide and a metabolite of isonicotinic thioamide. Isonicotinamide strongly inducde apoptosis in human acute myelomonocytic leukemia cells, HL-60.

Application

Isonicotinamide (pyridine-4-carboxamide) can be used as a heterocyclic building block to synthesize:
4-oxo-1,3-thiazinan-3-yl isonicotinamide derivatives as potential anti-tubercular agents.
Organotin(IV) complexes of isonicotinamide via synthesis of phosphoramidate ligands for various biological activity studies.
Bis-pyridinium isonicotinamide derivatives of 2-(hydroxyimino)-N-(pyridin-3-yl)acetamide as potent reactivators sarin.
Isonicotinamide can also be used as a co-former with active pharmaceutical ingredients (APIs) to prepare co-crystals.

Preparation

synthesis of isonicotinamide: In 6g tert-amyl alcohol, add 100mg ferric oxide, 100mg cobalt tetroxide and 100mg manganese dioxide (mass percentage in the mixture: 4.6%), 60mg 4-cyanopyridine (mass percentage in the mixture: 0.91%), 200uL Water (mass percentage in the mixture: 3.0%), mix well; react at 80°C for 24 hours, the conversion rate of 4-cyanopyridine is 99.0%, and the selectivity of the corresponding Isonicotinamide is 99.0%.

Definition

ChEBI: Isonicotinamide is a pyridinecarboxamide that is the monocarboxylic acid amide derivative of isonicotinic acid. It derives from an isonicotinic acid.

Purification Methods

Recrystallise isonicotinamide from hot water or isopropanol (158.5-159o), and dry it in a vacuum at 100o. The picrate crystallises from aqueous EtOH or H2O and has m 217-218o (214-215o). [Beilstein 22 III/IV 527, 22/2 V 195.]

Isonicotinamide(1453-82-3)Related Product Information

• N,N-Dimethylformamide
• Isonicotinic acid
• Formamide
• Chlorantraniliprole
• Formamide,Deionized
• Isoniazid
• ISONICOTINOYL CHLORIDE HYDROCHLORIDE
• Benzamide
• PYRIDINE-2-CARBOXAMIDE
• Nicotinamide
• SODIUM 4-PYRIDINECARBOXYLATE TETRAHYDRATE
• Methyl isonicotinate
• N-phenyl isonicotinamide
• PYRIDINE-2-CARBOXYLIC ACID HYDRAZIDE
• 3,5-bis(pyridin-4-yl)-4-amino-1,2,4-triazole
• 2,5-BIS(4-PYRIDYL)-1,3,4-OXADIAZOLE
• tert-Butyl isonicotinate
• ETHYL ISONICOTINOYLACETATE