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Merck

A68203

6-Aminonicotinamide

99%

Synonym(s):

6AN, 6-Aminopyridine-3-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
Molecular Weight:
137.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-349-7
Beilstein/REAXYS Number:
116042
MDL number:
Assay:
99%
Form:
powder
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Quality Level

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

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

signalword

Danger

hcodes

Hazard Classifications

Repr. 1B

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Gloves, type P2 (EN 143) respirator cartridges



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L Poulain et al.
Leukemia, 31(11), 2326-2335 (2017-03-11)
Alterations in metabolic activities are cancer hallmarks that offer a wide range of new therapeutic opportunities. Here we decipher the interplay between mTORC1 activity and glucose metabolism in acute myeloid leukemia (AML). We show that mTORC1 signaling that is constantly
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)
6-Substituted imidazo [1, 2-a] pyridines: Synthesis and biological activity against colon cancer cell lines HT-29 and Caco-2.
Dahan-Farkas N, et al.
European Journal of Medicinal Chemistry, 46(9), 4573-4583 (2011)