38496-18-3

Basic information

• Product Name: 2,6-Dichloronicotinic acid
• Synonyms: 2,6-DICHLOROPYRIDINE-3-CARBOXYLIC ACID;2,6-DICHLORONICOTINIC ACID;2,6-DICHLORONICOTININC ACID;2,6-DICHLORO-3-PYRIDINECARBOXYLIC ACID;TIMTEC-BB SBB003625;2 6-DICHLORONICOTINIC ACID TECH. 90%;2,6-Dichloronicotinic;2,6-DICHLOROCOTINIC ACID
• CAS NO: 38496-18-3
• Molecular Formula: C₆H₃Cl₂NO₂
• Molecular Weight: 192
• EINECS: -0
• Product Categories: pyridine derivative;Acids and Derivatives;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Carboxylic Acids;Pyridines;Pyridine;Organic acids;Pyridines derivates;Heterocyclic Compounds;Chloropyridines;Halopyridines;Inhibitors;Nicotine Derivatives;Carboxylic Acids;Building Blocks;C5 to C6;C6 to C7;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;alkyl chloride|carboxylic acid
• Mol File: 38496-18-3.mol

Chemical Properties

• Melting Point: 140-143 °C(lit.)
• Boiling Point: 351.2 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: Off-white or pale yellow/Crystalline Powder
• Density: 1.612 g/cm³
• Vapor Pressure: 1.56E-05mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO, Methanol
• PKA: 1.77±0.28(Predicted)
• BRN: 136114
• CAS DataBase Reference: 2,6-Dichloronicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichloronicotinic acid(38496-18-3)
• EPA Substance Registry System: 2,6-Dichloronicotinic acid(38496-18-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 38496-18-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dichloronicotinic acid is used as a precursor for the preparation of pyridine derivatives, which act as inhibitors of the human 11β hydroxysteroid dehydrogenase type 1 enzyme. This enzyme plays a crucial role in the regulation of glucocorticoid hormones, and its inhibition can have therapeutic benefits in treating various diseases related to hormonal imbalances and inflammation.

InChI:InChI=1/C6H3Cl2NO2/c7-4-2-1-3(6(10)11)5(8)9-4/h1-2H,(H,10,11)

Upstream product

• 67-56-1 methanol 
• 55366-30-8 2,6-dichloro-3-(trichloromethyl)pyridine 
• 2402-78-0 2,6-dichloropyridine 
• 124-38-9 carbon dioxide 

Downstream Products

• 13054-02-9 6-iodo-nicotinic acid 
• 58584-83-1 2,6-dichloronicotinoyl chloride 
• 65515-28-8 methyl 2,6-dichloronicotinate 
• 503000-87-1 2-chloro-6-methoxypyridine-3-carboxylic acid 
• 174727-36-7 ethyl 3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate 
• 58584-92-2 2-amino-6-chloronicotinic acid 
• 372117-97-0 2-chloro-5-carboxy-6-(3-chloro-4-methoxybenzylamino)pyridine 
• 873936-98-2 Ro 4808591 
• 58584-86-4 ethyl 2,6-dichloronicotinate 
• 562106-19-8 6-chloro-2-[2-(4-methoxyphenyl)-2-oxo-ethyl]-nicotinic acid 
• 55304-90-0 2,6-dichloro-3-(hydroxymethyl)pyridine 
• 453561-75-6 N-(3,4-dichlorophenyl) {6-[(2-morpholin-4-ylethyl)-amino]-2-[(4-pyridylmethyl)-amino] (3-pyridyl)}-carboxamide 
• 878207-50-2 6-chloro-2-[(2-hydroxyethyl)methylamino]-3-pyridinecarboxylic acid 
• 38025-90-0 2-chloro-6-oxo-1,6-dihydropyridine-3-carboxylic acid 

Relevant articles and documents

A convenient synthesis of [2,6-14C]-2-chloroisonicotinic acid

[2,6-14C]-2-chloroisonicotinic acid (1) was prepared by kinetically controlled lithiation and carbonation of [2,6-14C]-2,6-dichloropyridine, followed by reduction using hydrazine and potassium hydroxide. Copyright

CONTRASTING REACTIONS OF 2,6-DICHLORO-4-TRICHLOROMETHYLPYRIDINE, 2,6-DICHLORO-3-TRICHLOROMETHYLPYRIDINE AND THEIR N-OXIDES WITH NUCLEOPHILES

Various nucleophiles react with 2,6-dichloro-4-trichloromethylpyridine and 2-chloro-6-trichloromethylpyridine as expected, by displacement of ring chlorine atoms.But in the reactions of nucleophiles with 2,6-dichloro-3-trichloromethylpyridine and 2,6-difluoro-3-trifluoromethylpyridine, displacement of ring halogen atoms is accompained or followed by multiple attack at the trihalogenomethyl group.The reactivity of the trihalogenomethyl groups is modified by N-oxidation.A mechanism for the peculiar reactivity of the trihalogenomethyl groups is proposed, involving loss of halide ion from the CX3 group assisted by Ione pairs on substituents or negative charge in Meisenheimer intermediates.Both geometrical isomers of 1,2-dichloro-1,2-bis(2,6-dichloro-3-pyridyl)ethene are described.