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ChemicalBook--->CAS DataBase List--->55-22-1

55-22-1

55-22-1 Structure

55-22-1 Structure
IdentificationMore
[Name]

Isonicotinic acid
[CAS]

55-22-1
[Synonyms]

4-PICOLINIC ACID
4-PYRIDINECARBOXYLIC ACID
AKOS B030576
INA
ISONICOTINIC ACID
PYRIDINE-3-CARBOXYLIC ACID
PYRIDINE-4-CARBOXYLIC ACID
PYRIDINE-GAMMA-CARBOXYLIC ACID
RARECHEM AL BO 0219
TIMTEC-BB SBB004278
4-Carboxypyridine
Acide iso-nicotinique
acideiso-nicotinique
gamma-Picolinic acid
gamma-picolinicacid
gamma-pyridinecarboxylicacid
p-pyridinecarboxylicacid
Pyridinecarboxylic acid-(4)
Isonicotinic acid feed grade
TOLFENAMIC ACID EPY(CRM STANDARD)
[EINECS(EC#)]

200-228-2
[Molecular Formula]

C6H5NO2
[MDL Number]

MFCD00006429
[Molecular Weight]

123.11
[MOL File]

55-22-1.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[Melting point ]

≥300 °C (lit.)
[Boiling point ]

260 °C (15 mmHg)
[density ]

1,47g/cm
[refractive index ]

1.5423 (estimate)
[Fp ]

260°C/15mm
[storage temp. ]

no restrictions.
[solubility ]

6g/l
[form ]

powder
[pka]

4.96(at 25℃)
[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]

55-22-1(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

2
[RTECS ]

NS1103000
[TSCA ]

Yes
[HS Code ]

29333999
[Toxicity]

LD50 orally in Rabbit: 5000 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Vanadium(V) oxide
[Preparation Products]

2-Chloro-4-pyridinecarboxylic acid-->Forchlorfenuron-->4-Amino-2-chloropyridine-->4-ISOCYANATOPYRIDINE-->ISONICOTINOYL CHLORIDE HYDROCHLORIDE-->2-IODO-ISONICOTINIC ACID-->3-BROMO-N-PHENYLPYRIDINE-4-CARBOXAMIDE-->2-SULFANYLISONICOTINIC ACID-->2,5-BIS(4-PYRIDYL)-1,3,4-THIADIAZOLE-->3-Bromoisonicotinic acid-->2-Chloropyridine-4-carbonyl chloride-->4-(Ethylaminomethyl)pyridine-->N-PHENYLISONICOTINAMIDE-->Isoniazid-->4-Pyridylcarbinol-->Isonicotinic acid chloride-->3,4-Pyridinedicarboxylic acid-->Ethyl isonicotinate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Isonicotinic acid(55-22-1).msds
Hazard InformationBack Directory
[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
[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.
[Definition]

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

Isonicotinic acid is synthesized by continuous oxidation with 4-methylpyridine as raw material and vanadium pentoxide as catalyst. The purity of the industrial product isonicotinic acid is more than 95%, and the yield of the above method is 70-75%. The consumption of 4-methylpyridine per ton of product is 1070kg.
[storage]

Store at -20°C
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Isonicotinic acid(55-22-1)MS
Isonicotinic acid(55-22-1)1HNMR
Isonicotinic acid(55-22-1)13CNMR
Isonicotinic acid(55-22-1)IR1
Isonicotinic acid(55-22-1)IR2
Isonicotinic acid(55-22-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Isonicotinic acid, 99%(55-22-1)
[Alfa Aesar]

Isonicotinic acid, 99%(55-22-1)
[Sigma Aldrich]

55-22-1(sigmaaldrich)
[TCI AMERICA]

Isonicotinic Acid,>99.0%(LC)(T)(55-22-1)
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