(1S,3R,4r)-3-[(1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate

• ChemBase ID: 177830
• Molecular Formular: C23H26N2O3
• Molecular Mass: 378.46414
• Monoisotopic Mass: 378.1943427
• SMILES: c12c(CCN([C@H]1c1ccccc1)C(=O)O[C@H]1C[N@+]3(CC[C@@H]1CC3)[O-])cccc2
• Canonical SMILES: O=C(N1CCc2c([C@@H]1c1ccccc1)cccc2)O[C@H]1C[N@+]2([O-])CC[C@H]1CC2
• InChI: InChI=1S/C23H26N2O3/c26-23(28-21-16-25(27)14-11-18(21)12-15-25)24-13-10-17-6-4-5-9-20(17)22(24)19-7-2-1-3-8-19/h1-9,18,21-22H,10-16H2/t18-,21-,22-,25-/m0/s1
• InChIKey: PNHAPLMCCXMFAI-ZURQEGGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4r)-3-[(1S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate
• IUPAC Traditional name: (1S,3R,4r)-3-[(1S)-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carbonyloxy]-1-azabicyclo[2.2.2]octan-1-ium-1-olate
• Synonyms: (1S)-3,4-dihydro-1-phenyl-2(1H)-isoquinolinecarboxylic Acid (3R)-1-Oxido-1-azabicyclo[2.2.2]oct-3-yl Ester; Solifenacin N-Oxide

Database IDs

• CAS Number: 180272-28-0
• PubChem SID: 164233740
• PubChem CID: 29987059

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.8361964
• LogD (pH = 7.4): 2.83623
• Log P: 2.8362305
• Molar Refractivity: 108.1031 cm^3
• Polarizability: 41.54035 Å^3
• Polar Surface Area: 56.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Low-Melting Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S676710

A metabolite of Solifenacin (S676700) .

REFERENCES

• Hammerlein, A., et al.: Clin. Pharmacokinet., 35, 49 (1998)
• Schwartz, J., et al.: Clin. Pharmacol. Ther., 55, 509 (1998)
• Wein, A., et al.: Expert Opin. Investig. Drugs, 10, 65 (1998)