Isonicotinamide
Synonym(s):4-Pyridinecarboxylic acid amide;Isonicotinic acid amide, Isonicotinamide;Pyridine-4-carboxylic acid amide
- CAS NO.:1453-82-3
- Empirical Formula: C6H6N2O
- Molecular Weight: 122.12
- MDL number: MFCD00006432
- EINECS: 215-926-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:26:50
What is Isonicotinamide?
Chemical properties
white crystalline powder
What are the applications of 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.
The Uses of Isonicotinamide
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.
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.]
Properties of Isonicotinamide
| 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 |
| 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 for Isonicotinamide
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Isonicotinamide
Isonicotinamide manufacturer
Chemland Ind
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