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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

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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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)
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)
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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