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I17508

Sigma-Aldrich

Isonicotinic acid

99%

Synonym(s):

4-Picolinic acid, Pyridine-4-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO2
CAS Number:
55-22-1
Molecular Weight:
123.11
Beilstein:
109599
EC Number:
200-228-2
MDL number:
MFCD00006429
UNSPSC Code:
12352100
PubChem Substance ID:
24895943
NACRES:
NA.22

Assay

99%

form

powder

technique(s)

cell culture | plant: suitable

mp

≥300 °C (lit.)

SMILES string

OC(=O)c1ccncc1

InChI

1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9)

InChI key

TWBYWOBDOCUKOW-UHFFFAOYSA-N

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Application

Isonicotinic acid (IN) can be used as:
  • An organocatalyst in the one pot four component condensation reaction, to synthesize pyranopyrazoles based heterocyclic compounds.
  • An organic ligand for the preparation of copper(I) halide coordination polymer [CuBr(IN)]n, by hydrothermal method.
  • As a starting material for the synthesis of cation-dimers with potent antimalarial activity.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000199981
0000158083
0000140789
0000140790
STBK1744

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Synthesis of pyranopyrazoles using isonicotinic acid as a dual and biological organocatalyst
Zolfigol MA, et al.
Royal Society of Chemistry Advances, 3(48), 25681-25685 (2013)
Antimalarial Cation-dimers Synthesized in Two Steps from an Inexpensive Starting Material, Isonicotinic Acid
Motoshima K, et al.
ChemMedChem, 2(10), 1527-1532 (2007)
Hydrothermal synthesis and characterization of a copper (I) halide coordination polymer with isonicotinic acid (IN) ligand as a template possessing three-dimensional supramolecular network structure
Yu J-H, et al.
Inorganic Chemistry Communications, 5(8), 572-576 (2002)
Rie Makiura et al.
Dalton transactions (Cambridge, England : 2003), 44(34), 15279-15285 (2015-06-03)
Surface modification of inorganic objects with metal-organic frameworks (MOFs) - organic-inorganic hybrid framework materials with infinite networks - opens wide windows for potential applications. In order to derive a target property, the key is the ability to fine tune the
Serena Berardi et al.
ChemSusChem, 8(21), 3688-3696 (2015-10-02)
Mastering the light-induced four-electron oxidation of water to molecular oxygen is a key step towards the achievement of overall water splitting to produce alternative solar fuels. In this work, we report two rugged molecular pyrazolate-based diruthenium complexes that efficiently catalyze
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