4-(diethyl-oxo-$l^{5}-azanyl)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate

• ChemBase ID: 175905
• Molecular Formular: C22H31NO4
• Molecular Mass: 373.48584
• Monoisotopic Mass: 373.22530848
• SMILES: C1CCCC(C1)C(C(=O)OCC#CC[N+](CC)(CC)[O-])(O)c1ccccc1
• Canonical SMILES: CC[N+](CC#CCOC(=O)C(c1ccccc1)(C1CCCCC1)O)(CC)[O-]
• InChI: InChI=1S/C22H31NO4/c1-3-23(26,4-2)17-11-12-18-27-21(24)22(25,19-13-7-5-8-14-19)20-15-9-6-10-16-20/h5,7-8,13-14,20,25H,3-4,6,9-10,15-18H2,1-2H3
• InChIKey: LBINNMJXZZEDOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(diethyl-oxo-$l^{5}-azanyl)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate
• IUPAC Traditional name: 4-(diethyl-oxo-$l^{5}-azanyl)but-2-yn-1-yl 2-cyclohexyl-2-hydroxy-2-phenylacetate
• Synonyms: α-Cyclohexyl-α-hydroxybenzeneacetic Acid 4-(Diethyloxidoamino)-2-butyn-1-yl Ester; Oxybutynin N-Oxide

Database IDs

• CAS Number: 80976-68-7
• PubChem SID: 164231815
• PubChem CID: 168892

CALCULATED PROPERTIES

• Acid pKa: 11.531977
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3136976
• LogD (pH = 7.4): 3.313668
• Log P: 3.3137002
• Molar Refractivity: 107.3072 cm^3
• Polarizability: 41.004055 Å^3
• Polar Surface Area: 73.41 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Methanol
• Apperance: Yellow Solid
• Melting Point: 48-50°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - O868530

A metabolite of Oxybutynin.

REFERENCES

• Hughes, K., et al.: Xenobiotica, 22, 859 (1992)
• Oki, T., et al.: Biol. Pharm. Bull., 24, 491 (1992)
• Fetscher, C., et al.: Br. J. Pharmacol., 136, 64 (1992)
• Zobrist, R., et al.: Pharm. Res., 20, 103 (2003)