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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:
1453-82-3
Molecular Weight:
122.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24895942
EC Number:
215-926-2
Beilstein/REAXYS Number:
2173
MDL number:
MFCD00006432
Assay:
99%

Key Documents

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Quality Level

200

InChI

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

InChI key

VFQXVTODMYMSMJ-UHFFFAOYSA-N

SMILES string

NC(=O)c1ccncc1

product line

ReagentPlus®

assay

99%

mp

155-157 °C (lit.)

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This Item
I17508N337672340
Isonicotinamide ReagentPlus®, 99%

Sigma-Aldrich

I17451

Isonicotinamide

Isonicotinic acid 99%

Sigma-Aldrich

I17508

Isonicotinic acid

Nicotinamide ≥98% (HPLC), powder

Sigma-Aldrich

N3376

Nicotinamide

Nicotinamide ≥99.5% (HPLC)

Sigma-Aldrich

72340

Nicotinamide

assay

99%

assay

99%

assay

≥98% (HPLC)

assay

≥99.5% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mp

155-157 °C (lit.)

mp

≥300 °C (lit.)

mp

128-131 °C (lit.)

mp

128-131 °C (lit.)

product line

ReagentPlus®

product line

-

product line

-

product line

-

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.[1]

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ7597V
BCBJ7595V
BCBJ7598V
BCBJ7447V
BCBD6627V

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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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