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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

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)

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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)
Ronald Bartzatt
Drugs in R&D, 8(6), 363-372 (2007-10-30)
Nitrogen mustard (N-mustard) compounds are considered important anticancer drugs. Various transporting agents have been utilised to carry N-mustard groups including coumarins, amides, polyaromatic molecules and cycloalkyl structures. N-mustards act as bifunctional alkylating agents that induce cross-linking within DNA strands and
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)
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