Isonicotinamide

Isonicotinamide Basic information
Product Name:Isonicotinamide
Synonyms:4-Carbamoylpyridine;gamma-Pyridinecarboxamide;IsonicotinaMide, 99.0%(T);Isonicotinamide Vetec(TM) reagent grade, 98%;Isonicotimide;4-Pyridinecarboxylic acid amide for synthesis;Isoniazid Impurity 3;Nicotinamide Impurity 4(Nicotinamide EP Impurity D)
CAS:1453-82-3
MF:C6H6N2O
MW:122.12
EINECS:215-926-2
Product Categories:Apoptosis, Aromatics, Heteocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Pyridine
Mol File:1453-82-3.mol
Isonicotinamide Structure
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
pkapK1: 3.61(+1) (20°C)
color White to Off-White
Water Solubility 191.7 g/L (37 ºC)
BRN 2173
LogP-0.28
CAS DataBase Reference1453-82-3(CAS DataBase Reference)
NIST Chemistry Reference4-Pyridinecarboxamide(1453-82-3)
EPA Substance Registry SystemIsonicotinamide (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 Yes
HS Code 29333999
MSDS Information
ProviderLanguage
Isonicotinamide English
ACROS English
SigmaAldrich English
ALFA English
Isonicotinamide Usage And Synthesis
Chemical Propertieswhite crystalline powder
UsesIsonicotinamide is an isomeric analogue of nicotinamide and a metabolite of isonicotinic thioamide. Isonicotinamide strongly inducde apoptosis in human acute myelomonocytic leukemia cells, HL-60.
ApplicationIsonicotinamide (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.
Preparationsynthesis 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%.
DefinitionChEBI: Isonicotinamide is a pyridinecarboxamide that is the monocarboxylic acid amide derivative of isonicotinic acid. It derives from an isonicotinic acid.
Purification MethodsRecrystallise 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.]
Isonicotinic acid 2,6-Dichloroisonicotinamide Isonicotinic acid (2-hydroxy-benzylidene)-hydrazide N,N-BIS(2-HYDROXYETHYL)ISONICOTINAMIDE Aconiazide Cinchocaine Ftivazide N,N-Dimethylformamide 2-methylquinoline-4-carboxamide N-(2-HYDROXYETHYL)ISONICOTINAMIDE, 99 NIALAMIDE 3,4-PYRIDINEDICARBOXAMIDE N,N-DIETHYLISONICOTINAMIDE 3,4-PYRIDINEDICARBOXIMIDE Isonicotinamide Dibucaine hydrochloride 2-HYDROXY-1-NAPHTHALDEHYDE ISONICOTINOYL HYDRAZONE N'-(4-CHLOROBENZYLIDENE)ISONICOTINOHYDRAZIDE

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