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Key Documents

I17451

Sigma-Aldrich

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

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:
  • 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Y Zhu et al.
Acta biomaterialia, 5(9), 3346-3357 (2009-05-23)
Shape memory polyurethane (SMPU) ionomers containing constant 75 wt.% soft segment content were synthesized using poly(epsilon-caprolactone)diol, 4,4'-diphenylmethane diisocyanate, 1,4-butanediol and/or N,N-bis(2-hydroxyethyl)-isonicotinamide. To introduce substrate bonding antibacterial activity, pyridinium was prepared through a neutralization reaction using 1-iodooctane as neutralization agent. For
M Alba Sorolla et al.
Archives of biochemistry and biophysics, 510(1), 27-34 (2011-04-26)
Huntington disease (HD) is a neurodegenerative disorder caused by expansion of CAG trinucleotide repeats, leading to an elongated polyglutamine sequence (polyQ) in the huntingtin protein. Misfolding of mutant polyQ proteins with expanded tracts results in aggregation, causing cytotoxicity. Oxidative stress
Jinjing Li et al.
Chemical communications (Cambridge, England), 47(5), 1530-1532 (2010-11-23)
For each of the well-known co-crystal formers, isonicotinamide and nicotinamide, a new polymorph, obtained during attempted co-crystallisation experiments, has been fully characterized and its stability relationship with previously reported forms established.

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