methyl 6-amino-5-bromopyridine-2-carboxylate

• ChemBase ID: 159865
• Molecular Formular: C7H7BrN2O2
• Molecular Mass: 231.04668
• Monoisotopic Mass: 229.96908947
• SMILES: c1(c(nc(cc1)C(=O)OC)N)Br
• Canonical SMILES: COC(=O)c1ccc(c(n1)N)Br
• InChI: InChI=1S/C7H7BrN2O2/c1-12-7(11)5-3-2-4(8)6(9)10-5/h2-3H,1H3,(H2,9,10)
• InChIKey: OQUCMNQHZFOMPC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-amino-5-bromopyridine-2-carboxylate
• IUPAC Traditional name: methyl 6-amino-5-bromopyridine-2-carboxylate
• Synonyms: Methyl 6-amino-5-bromopyridine-2-carboxylate; 6-Amino-5-bromopyridine-2-carboxylic Acid Methyl Ester; Methyl 6-amino-5-bromopicolinate

Database IDs

• CAS Number: 178876-82-9
• PubChem SID: 162254000
• PubChem CID: 10704661

CALCULATED PROPERTIES

• Acid pKa: 19.784063
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4789429
• LogD (pH = 7.4): 1.4791819
• Log P: 1.4791849
• Molar Refractivity: 48.1911 cm^3
• Polarizability: 18.021168 Å^3
• Polar Surface Area: 65.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%; 96%

DETAILS

Toronto Research Chemicals - A601910

Used in the preparation of aminopyridinamides as sodium channel modulators.

REFERENCES

• Edwards, J., et al.: J. Med. Chem., 41, 2779 (1998)
• Ishikawa, S., et al.: Chem. Lett., 35, 164 (1998)