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216879

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:
3167-49-5
Molecular Weight:
138.12
Beilstein:
115992
EC Number:
221-630-4
MDL number:
MFCD00006326
UNSPSC Code:
12352100
PubChem Substance ID:
24852983
NACRES:
NA.22

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

216879-5G:
216879-VAR:
216879-BULK:
216879-1G:

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)
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
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
Electrocatalytic synthesis of 6-aminonicotinic acid at silver cathodes under mild conditions.
Gennaro A, et al.
Electrochemical Communications, 6(7), 627-631 (2004)
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

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