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Isonicotinic acid

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Isonicotinic acid Basic information

Product Name:
Isonicotinic acid
Synonyms:
  • 4-PYRIDINECARBOXYLIC ACID FOR SYNTHESIS
  • Isonicotinic aci
  • 66 kDa neurofilament protein
  • ANTI-INA (ALPHA INTERNEXIN) (CENTER) antibody produced in rabbit
  • NEF5
  • Neurofilament 5
  • Pyridine-4-carboxylic acid, 4-Carboxypyridine
  • Isonicotinic acid, CP,98%
CAS:
55-22-1
MF:
C6H5NO2
MW:
123.11
EINECS:
200-228-2
Product Categories:
  • Building Blocks
  • C6
  • Nitrogen cyclic compounds
  • API's
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Pyridine
  • API intermediates
  • Heterocycles
  • Pyridines
  • carboxylic acid
Mol File:
55-22-1.mol
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Isonicotinic acid Chemical Properties

Melting point:
≥300 °C (lit.)
Boiling point:
260 °C (15 mmHg)
Density 
1,47g/cm
refractive index 
1.5423 (estimate)
Flash point:
260°C/15mm
storage temp. 
no restrictions.
solubility 
6g/l
pka
4.96(at 25℃)
form 
powder
color 
yellow to tan
PH
3-4 (6g/l, H2O, 20℃)(saturated solution)
Water Solubility 
5.2 g/L (20 ºC)
Merck 
14,5187
BRN 
109599
InChIKey
TWBYWOBDOCUKOW-UHFFFAOYSA-N
CAS DataBase Reference
55-22-1(CAS DataBase Reference)
NIST Chemistry Reference
Isonicotinic acid(55-22-1)
EPA Substance Registry System
Isonicotinic acid (55-22-1)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
NS1103000
TSCA 
Yes
HS Code 
29333999
Toxicity
LD50 orally in Rabbit: 5000 mg/kg

MSDS

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Isonicotinic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

Isonicotinic acid is a metabolite of isoniazid. It is an isomer of nicotinic acid. The chronic toxicity of isonicotinic acid is slightly higher than that of isonicotinic acid hydrazide ( INH ) .
Isonicotinic acid is a moderately basic compound (based on its pKa). Isonicotinic acid is an organic compound with a carboxyl group on a pyridine ring. The carboxyl group for isonicotinic acid is on the 4-position instead of the 3-position for nicotinic acid. It is an isomer of nicotinic acid. Isonicotinic acid is a metabolite of isoniazid.
Isonicotinic acid considered to be inactive isomer of nicotinic acid. Isonicotinic acid is a metabolite of pyridine-4-carboxy hydrazide (isonicotinyl hydrazide; isoniazid) a front-line weapon in the battle against tuberculosis. Isonicotinic acid and its derivatives are used in manufacturing pharmaceuticals and agrochemicals.
Used in the biological study of differentiation induced by nicotinic acid, nicotinamide and isonicotinic acid in human leukemia cell lines

Uses

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.

Definition

ChEBI: A pyridinemonocarboxylic acid in which the carboxy group is at position 4 of the pyridine ring.

Purification Methods

Crystallise the acid repeatedly from water and dry it under vacuum at 110o or sublime it at 260o/15mm (m 319o). [Beilstein 22 III/IV 518, 22/2 V 188.]

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