5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4λ4]oxathiolane]-4'-one

• ChemBase ID: 163880
• Molecular Formular: C10H17NO2S
• Molecular Mass: 215.31248
• Monoisotopic Mass: 215.09799979
• SMILES: C1CC2CCN1CC12OC(S(=O)C1)C
• Canonical SMILES: O=S1CC2(OC1C)CN1CCC2CC1
• InChI: InChI=1S/C10H17NO2S/c1-8-13-10(7-14(8)12)6-11-4-2-9(10)3-5-11/h8-9H,2-7H2,1H3
• InChIKey: CFUGNFXJXCPICM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4λ^4]oxathiolane]-4'-one
• IUPAC Traditional name: 5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4λ^4]oxathiolane]-4'-one
• Synonyms: (2'R,3R,3'S)-rel-2'-Methylspiro[1-azabicyclo[2.2.2]octane-3,5'-oxathiolane] 3'-Oxide; Cevimeline Sulfoxide

Database IDs

• CAS Number: 124751-36-6
• PubChem SID: 162258015
• PubChem CID: 14716289

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -2.445409
• LogD (pH = 7.4): -0.87992597
• Log P: -0.60745186
• Molar Refractivity: 57.4042 cm^3
• Polarizability: 22.809206 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 100-103°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C283515

A metabolite of Cevimeline (C283500).

REFERENCES

• Wrighton, S., et al.: Biochemistry, 24, 2171 (1985)
• Ziegler, D., et al.: Drug Metab. Rev., 19, 1 (1985)
• Waxman, D., et al.: Biochem. J., 281, 577 (1985)