ethyl 3-aminopyridine-2-carboxylate

• ChemBase ID: 168080
• Molecular Formular: C8H10N2O2
• Molecular Mass: 166.1772
• Monoisotopic Mass: 166.07422757
• SMILES: c1ccc(c(n1)C(=O)OCC)N
• Canonical SMILES: CCOC(=O)c1ncccc1N
• InChI: InChI=1S/C8H10N2O2/c1-2-12-8(11)7-6(9)4-3-5-10-7/h3-5H,2,9H2,1H3
• InChIKey: FKDRDUIRSZRBSN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-aminopyridine-2-carboxylate
• IUPAC Traditional name: ethyl 3-aminopyridine-2-carboxylate
• Synonyms: 3-Amino-2-pyridinecarboxylic Acid Ethyl Ester; 3-Amino-picolinic Acid Ethyl Ester; Ethyl 3-Aminopicolinate; Ethyl 3-Aminopyridine-2-carboxylate; Ethyl 3-Aminopyridine-2-carboxylate; Ethyl 3-aminopicolinate

Database IDs

• CAS Number: 27507-15-9
• MDL Number: MFCD00661294
• PubChem SID: 162262212
• PubChem CID: 565054

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1223589
• LogD (pH = 7.4): 1.1227773
• Log P: 1.1227827
• Molar Refractivity: 45.0034 cm^3
• Polarizability: 16.863007 Å^3
• Polar Surface Area: 65.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 127 - 129°C
• Hydrophobicity(logP): 1.37

Product Information

• Purity: 95%; 95+%; 98%

DETAILS

Toronto Research Chemicals - E705505

A synthetic intermediate for the synthesis of Kenpaullone derivatives, Cannabinoid receptor ligands, and nociceptive agents.

REFERENCES

• Kunick, C., et al.: Bioorg. Med. Chem. Lett., 14, 413 (2004)
• Stukenbrock, H., et al.: J. Med. Chem., 51, 2196 (2004)