N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]furo[2,3-c]pyridine-5-carboxamide

• ChemBase ID: 176430
• Molecular Formular: C15H17N3O2
• Molecular Mass: 271.31438
• Monoisotopic Mass: 271.1320768
• SMILES: C1N2C[C@@H](C(C1)CC2)NC(=O)c1cc2c(cn1)occ2
• Canonical SMILES: O=C(c1ncc2c(c1)cco2)N[C@H]1CN2CCC1CC2
• InChI: InChI=1S/C15H17N3O2/c19-15(12-7-11-3-6-20-14(11)8-16-12)17-13-9-18-4-1-10(13)2-5-18/h3,6-8,10,13H,1-2,4-5,9H2,(H,17,19)/t13-/m0/s1
• InChIKey: IPKZCLGGYKRDES-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]furo[2,3-c]pyridine-5-carboxamide
• IUPAC Traditional name: N-[(3R)-1-azabicyclo[2.2.2]octan-3-yl]furo[2,3-c]pyridine-5-carboxamide
• Synonyms: N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]furo[2,3-c]pyridine-5-carboxamide Dihydrochloride; PHA 543613E; PHA-543613 Dihydrochloride

Database IDs

• CAS Number: 478148-58-2
• PubChem SID: 164232340
• PubChem CID: 9930121

CALCULATED PROPERTIES

• Acid pKa: 14.535064
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4073635
• LogD (pH = 7.4): 0.29083017
• Log P: 0.7505125
• Molar Refractivity: 74.3156 cm^3
• Polarizability: 29.612497 Å^3
• Polar Surface Area: 58.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Tan Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P294400

PHA-543613 is a potent selective α7 nAChR agonist. Nicotinic acetylcholine receptors are ligand-gated ion channels activated by nicotine, expressed in multiple tissues, with high functional expression in brain. The homomeric subtype α7 is a potential ther

REFERENCES

• Shaffer, C.L. et al.: Drug Metab. Dispos., 35, 1188 (2007)
• Wishka, D.G. et al.: J. Med. Chem., 49, 4425 (2007)
• Acker, B.A. et al.: Bioorg. Med. Chem. Lett., 18, 3611 (2007)