Isonicotinic acid CAS 55-22-1
Introduction：Basic information about Isonicotinic acid CAS 55-22-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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;bc0001;55-22-1 |
| Mol File: | 55-22-1.mol |
Isonicotinic acid Chemical Properties
| Melting point | ≥300 °C (lit.) |
| Boiling point | 260 °C (15 mmHg) |
| bulk density | 500kg/m3 |
| 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) |
| biological source | rabbit |
| Water Solubility | 5.2 g/L (20 ºC) |
| Merck | 14,5187 |
| BRN | 109599 |
| Cosmetics Ingredients Functions | SKIN CONDITIONING - MISCELLANEOUS |
| InChI | 1S/C6H5NO2/c8-6(9)5-1-3-7-4-2-5/h1-4H,(H,8,9) |
| InChIKey | TWBYWOBDOCUKOW-UHFFFAOYSA-N |
| SMILES | OC(=O)c1ccncc1 |
| 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) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36 |
| WGK Germany | 2 |
| RTECS | NS1103000 |
| TSCA | TSCA listed |
| HS Code | 29333999 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Toxicity | LD50 orally in Rabbit: 5000 mg/kg |
| Chemical Properties | isonicotinic acid is also known as pyridine-4-carboxylic acid. white to light yellow crystal powder or white needle crystals. odorless, sublimable. molecular weight 123.11. melting point 319°C . slightly soluble in cold water, soluble in hot water, insoluble in alcohol, benzene and ether. isonicotinic acid is an amphoteric compound that is soluble in both acids and bases. soluble in hot water and ethanol, slightly soluble in cold water and ether. stable to heat and oxidation. |
| 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 |
| Definition | ChEBI: Isonicotinic acid is a pyridinemonocarboxylic acid in which the carboxy group is at position 4 of the pyridine ring. It has a role as a human metabolite and an algal metabolite. It is a conjugate acid of an isonicotinate. |
| 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. |
| 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. |
| 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.] |
Isonicotinic acid Preparation Products And Raw materials
| 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 |
