I17451
Isonicotinamide
ReagentPlus®, 99%
Synonym(s):
Pyridine-4-carboxylic acid amide
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About This Item
Empirical Formula (Hill Notation):
C6H6N2O
CAS Number:
Molecular Weight:
122.12
Beilstein:
2173
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
product line
ReagentPlus®
Assay
99%
mp
155-157 °C (lit.)
SMILES string
NC(=O)c1ccncc1
InChI
1S/C6H6N2O/c7-6(9)5-1-3-8-4-2-5/h1-4H,(H2,7,9)
InChI key
VFQXVTODMYMSMJ-UHFFFAOYSA-N
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Application
Isonicotinamide (pyridine-4-carboxamide) can be used as a heterocyclic building block to synthesize:
It can also be used as a co-former with active pharmaceutical ingredients (APIs) to prepare co-crystals.
- 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.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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QSAR, docking studies of 1, 3-thiazinan-3-yl isonicotinamide derivatives for antitubercular activity
Chitre TS, et al.
Computational Biology and Chemistry, 68, 211-218 (2017)
New organotin (IV) complexes of nicotinamide, isonicotinamide and some of their novel phosphoric triamide derivatives: Syntheses, spectroscopic study and crystal structures
Gholivand K, et al.
Journal of Organometallic Chemistry, 695(9), 1383-1391 (2010)
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
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
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
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