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Merck

I17451

Sigma-Aldrich

Isonicotinamide

ReagentPlus®, 99%

Sinónimos:

Pyridine-4-carboxylic acid amide

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About This Item

Fórmula empírica (notación de Hill):
C6H6N2O
Número de CAS:
Peso molecular:
122.12
Beilstein:
2173
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Línea del producto

ReagentPlus®

Análisis

99%

mp

155-157 °C (lit.)

cadena SMILES

NC(=O)c1ccncc1

InChI

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

Clave InChI

VFQXVTODMYMSMJ-UHFFFAOYSA-N

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Aplicación

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.

It can also be used as a co-former with active pharmaceutical ingredients (APIs) to prepare co-crystals.

Información legal

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Gareth Arnott et al.
Organic letters, 10(14), 3089-3092 (2008-06-17)
Treatment of N-arylisonicotinamides with trifluoromethanesulfonic anhydride triggers intramolecular nucleophilic attack of the aryl ring on the 4-position of the pyridinium intermediate. The products are spirocyclic dihydropyridines which can be converted to valuable spirocyclic piperidines related to biologically active molecules such
Rodrigo A de Souza et al.
European journal of medicinal chemistry, 45(11), 4863-4868 (2010-08-21)
Complexes of the type trans-[PdX(2)(isn)(2)] {X = Cl (1), N(3) (2), SCN (3), NCO (4); isn = isonicotinamide} were synthesized and evaluated for in vitro antimycobacterial and antitumor activities. The coordination mode of the isonicotinamide and the pseudohalide ligands was
Jemma Senczyszyn et al.
Organic letters, 15(8), 1922-1925 (2013-04-04)
On treatment with acylating or sulfonylating agents, N-alkenyl pyridine carboxamides (N-pyridinecarbonyl enamines) undergo a dearomatizing cyclization initiated by pyridine acylation and followed by intramolecular trapping of the resulting pyridinium cation. The products are spirocyclic dihydropyridines which may be further elaborated
Sarah Boyd et al.
Journal of pharmaceutical sciences, 99(9), 3779-3786 (2010-07-29)
The solubility and crystal growth of the 1:1 cocrystal between benzoic acid and isonicotinamide from 95% ethanol was studied through the creation of a ternary phase diagram at differing temperatures and turbidity measurements. From the solubility measurements thermodynamic properties of
Shaun R Stauffer et al.
Bioorganic & medicinal chemistry letters, 17(6), 1788-1792 (2007-01-30)
A series of low-molecular weight 2,6-diamino-isonicotinamide BACE-1 inhibitors containing an amine transition-state isostere were synthesized and shown to be highly potent in both enzymatic and cell-based assays. These inhibitors contain a trans-S,S-methyl cyclopropane P(3) which bind BACE-1 in a 10s-loop

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