2,6-dichloropyridine-3-carboxylic acid

• ChemBase ID: 13707
• Molecular Formular: C6H3Cl2NO2
• Molecular Mass: 191.99952
• Monoisotopic Mass: 190.9540837
• SMILES: c1c(nc(c(c1)C(=O)O)Cl)Cl
• Canonical SMILES: OC(=O)c1ccc(nc1Cl)Cl
• InChI: InChI=1S/C6H3Cl2NO2/c7-4-2-1-3(6(10)11)5(8)9-4/h1-2H,(H,10,11)
• InChIKey: AJPKQSSFYHPYMH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dichloropyridine-3-carboxylic acid
• IUPAC Traditional name: 2,6-dichloropyridine-3-carboxylic acid
• Synonyms: 2,6-Dichloro-3-pyridinecarboxylic Acid; 2,6-Dichloropyridine-3-carboxylic acid; 2,6-Dichloronicotinic acid; 2,6-Dichloropyridine-3-carboxylic acid; 2,6-dichloronicotinic acid; 2,6-Dichloronicotinic acid; 2,6-Dichloropyridine-3-carboxylic acid; 2,6-二氯烟酸; 2,6-二氯吡啶-3-羧酸

Database IDs

• CAS Number: 38496-18-3
• EC Number: 000-000-0
• MDL Number: MFCD00075583
• Beilstein Number: 136114
• PubChem SID: 24884336; 24871632; 160977014
• PubChem CID: 854047

CALCULATED PROPERTIES

• Acid pKa: 3.6241872
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.18958044
• LogD (pH = 7.4): -1.2728454
• Log P: 2.0616
• Molar Refractivity: 42.8895 cm^3
• Polarizability: 15.860489 Å^3
• Polar Surface Area: 50.19 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 140 - 143°C; 140-143 °C(lit.); 143-146°C; 146-151°C
• Hydrophobicity(logP): 1.683

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 90%; 95%; 97%; 98%
• Grade: technical grade
• Impurities: <10% 2,6-dichloroisonicotinic acid
• Empirical Formula (Hill Notation): C6H3Cl2NO2

DETAILS

Sigma Aldrich - 658219

Packaging
1, 5, 25 g in glass bottle

Toronto Research Chemicals - D435833

Used for preparation of pyridine derivatives as inhibitors of human 11β hydroxysteroid dehydrogenase type 1 enzyme.

REFERENCES

• Gutowski, J., et al.: Methods Enzymol., 62, 120 (1979)
• Boros, L., et al.: Cancer Res., 60, 1183 (1979)
• Subramanian, V., et al.: J. Biol. Chem., 278, 3976 (1979)