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A68300

Sigma-Aldrich

2-Aminopyridine-3-carboxylic acid

98%

Synonym(s):

2-Aminonicotinic acid, 2-Aminopyridine-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H6N2O2
CAS Number:
5345-47-1
Molecular Weight:
138.12
Beilstein:
119031
EC Number:
226-296-3
MDL number:
MFCD00006318
UNSPSC Code:
12352100
PubChem Substance ID:
24891144
NACRES:
NA.22

Quality Level

100

Assay

98%

form

powder

mp

295-297 °C (dec.) (lit.)

SMILES string

Nc1ncccc1C(O)=O

InChI

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

InChI key

KPIVDNYJNOPGBE-UHFFFAOYSA-N

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Application

2-Aminopyridine-3-carboxylic acid can be used as:
  • A ligand to prepare copper(II)-organic coordination compounds.
  • A reactant to prepare pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolines by reacting with trimethylsilyl cyanide and phthalaldehyde.
  • A reactant to synthesize organo-soluble and thermally stable poly(thiourea-amide-imide) polymers.

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 J Dobson et al.
Acta crystallographica. Section C, Crystal structure communications, 53 ( Pt 10), 1427-1429 (1997-11-18)
2-Aminonicotinic acid, C6H6N2O2, crystallized in the centrosymmetric space group P2(1)/c in the zwitterionic form. Intermolecular N--H...O hydrogen bonds with N...O distances of 2.652 (2) and 2.807 (2) A link molecules into two sets of zigzag chains propagating along the b
Synthesis of pyrido [2′, 1′: 2, 3] imidazo [4, 5-c] isoquinolines via a one-pot, three-component reaction
Maleki A and Rezayan AH
Tetrahedron Letters, 55(10), 1848-1850 (2014)
Y Ohba et al.
Chemical & pharmaceutical bulletin, 48(8), 1236-1238 (2000-08-26)
To develop a sensitive and selective chemiluminometric method for the determination of methylglyoxal, we used 2-aminonicotinic acid as the chemiluminescence derivatization reagent. 2-Aminonicotinic acid reacts with methylglyoxal in an acidic solution at 37 degrees C for 4 h and gave
Synthesis, characterization, spectroscopic and electrochemical investigation of 2-aminopyridine-3-carboxylic acid copper (II) complexes with diimine
Srivastava AK, et al.
Chemical Data Collections, 24, 100272-100272 (2019)
Mehmet Karabacak et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 91, 83-96 (2012-03-01)
The experimental (UV-vis and FT-IR) and theoretical study of 2-aminonicotinic acid (C(6)H(6)N(2)O(2)) was presented in this work. The ultraviolet absorption spectrum of title molecule that dissolved in ethanol and water were examined in the range of 200-400 nm. The FT-IR
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