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A68203

Sigma-Aldrich

6-Aminonicotinamide

99%

Synonym(s):

6AN, 6-Aminopyridine-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
329-89-5
Molecular Weight:
137.14
Beilstein:
116042
EC Number:
206-349-7
MDL number:
MFCD00006327
UNSPSC Code:
12352100
PubChem Substance ID:
24891142
NACRES:
NA.22

Assay

99%

form

powder

mp

245-248 °C (lit.)

SMILES string

NC(=O)c1ccc(N)nc1

InChI

1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)

InChI key

ZLWYEPMDOUQDBW-UHFFFAOYSA-N

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General description

6-Aminonicotinamide is an aminopyridine, which is a specific pentose inhibitor and thus inhibits the NADP production.

Application

6-Aminonicotinamide can be used as a reactant:
  • For the synthesis of 6-substituted imidazo[1,2-a]pyridines with potential application as chemotherapeutic drugs.
  • In the dehydrative N-monobenzylation.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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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L Poulain et al.
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Dahan-Farkas N, et al.
European Journal of Medicinal Chemistry, 46(9), 4573-4583 (2011)
A borrowing hydrogen methodology: palladium-catalyzed dehydrative N-benzylation of 2-aminopyridines in water.
Hikawa H, et al.
Green Chemistry, 20(13), 3044-3049 (2018)
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