2-chloro-N-(2-chloro-4-methylpyridin-3-yl)pyridine-3-carboxamide

• ChemBase ID: 164147
• Molecular Formular: C12H9Cl2N3O
• Molecular Mass: 282.12536
• Monoisotopic Mass: 281.01226728
• SMILES: c1cnc(c(c1C)NC(=O)c1cccnc1Cl)Cl
• Canonical SMILES: Clc1ncccc1C(=O)Nc1c(C)ccnc1Cl
• InChI: InChI=1S/C12H9Cl2N3O/c1-7-4-6-16-11(14)9(7)17-12(18)8-3-2-5-15-10(8)13/h2-6H,1H3,(H,17,18)
• InChIKey: UVCHGYJPZGYMSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-(2-chloro-4-methylpyridin-3-yl)pyridine-3-carboxamide
• IUPAC Traditional name: 2-chloro-N-(2-chloro-4-methylpyridin-3-yl)pyridine-3-carboxamide
• Synonyms: 2-Chloro-N-(2-chloro-4-methyl-pyridin-3-yl)nicotinamide; Picnic; 2-Chloro-N-(2-chloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide; 2-Chloro-N-(2-chloro-4-methylpyridin-3-yl)nicotinamide

Database IDs

• CAS Number: 133627-46-0
• MDL Number: MFCD09031256
• PubChem SID: 162258282
• PubChem CID: 10423868

CALCULATED PROPERTIES

• Acid pKa: 9.170844
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7914958
• LogD (pH = 7.4): 2.7846975
• Log P: 2.7916508
• Molar Refractivity: 74.0511 cm^3
• Polarizability: 26.86398 Å^3
• Polar Surface Area: 54.88 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 189-191°C

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - C365056

An intermediate in the synthesis of Nivirapine.

REFERENCES

• Proudfoot, J., et al.: J. Med. Chem., 38, 1406 (1995)