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Sigma-Aldrich

6-Aminopyridine-3-carboxylic acid

97%

Synonym(s):

6-Aminonicotinic acid

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About This Item

Empirical Formula (Hill Notation):
C6H6N2O2
CAS Number:
Molecular Weight:
138.12
Beilstein:
115992
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

mp

>300 °C (lit.)

SMILES string

Nc1ccc(cn1)C(O)=O

InChI

1S/C6H6N2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)

InChI key

ZCIFWRHIEBXBOY-UHFFFAOYSA-N

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General description

Electrosynthesis of 6-aminopyridine-3-carboxylic acid (6-aminonicotinic acid) by electrochemical reduction of 2-amino-5-bromo and 2-amino-5-chloropyridine in the presence of CO2 at silver electrode has been reported.

Application

6-Aminopyridine-3-carboxylic acid (6-Aminonicotinic acid) was used in the preparation of resin-bound 2-aminoazine.

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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A three-component solid-phase synthesis of 3-aminoimidazo [1, 2-a] azines.
Blackburn C.
Tetrahedron Letters, 39(31), 5469-5472 (1998)
D J Jamieson et al.
Journal of bacteriology, 168(1), 389-397 (1986-10-01)
Expression of the tripeptide permease gene tppB is anaerobically induced. This induction is independent of the fnr (oxrA) gene product, which is known to be required for the anaerobic induction of several respiratory enzymes. We isolated, characterized, and mapped mutations
Raman Sharma et al.
Xenobiotica; the fate of foreign compounds in biological systems, 49(12), 1447-1457 (2019-02-13)
1. The absorption, metabolism, and excretion of a single oral 450-mg dose of [14C]-(S)-6-(3-cyclopentyl-2-(4-trifluoromethyl)-1H-imidazol-1-yl)propanamido)nicotinic acid (PF-04991532), a hepatoselective glucokinase activator, was investigated in humans. Mass balance was achieved with ∼94.6% of the administered dose recovered in urine and feces. The
J W Foster et al.
Journal of general microbiology, 130(11), 2873-2881 (1984-11-01)
Mutants of Salmonella typhimurium supersensitive to the nicotinic acid analogue 6-amino-nicotinic acid (6ANA) were isolated as unable to grow on what are normally subinhibitory concentrations of the analogue. The mutations were classified on the basis of their map positions as
Electrocatalytic synthesis of 6-aminonicotinic acid at silver cathodes under mild conditions.
Gennaro A, et al.
Electrochemical Communications, 6(7), 627-631 (2004)

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