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

• ChemBase ID: 163876
• Molecular Formular: C10H18ClNOS
• Molecular Mass: 235.77402
• Monoisotopic Mass: 235.07976288
• SMILES: C1CC2CCN1CC12OC(SC1)C.Cl
• Canonical SMILES: CC1SCC2(O1)CN1CCC2CC1.Cl
• InChI: InChI=1S/C10H17NOS.ClH/c1-8-12-10(7-13-8)6-11-4-2-9(10)3-5-11;/h8-9H,2-7H2,1H3;1H
• InChIKey: SURWTGAXEIEOGY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolane] hydrochloride
• IUPAC Traditional name: cevimeline hydrochloride
• Synonyms: (+/-)-cis-2-Methylspiro[1,3-oxathiolane-5,3’-quinuclidine; AF-102B; SNI-2011; Evoxac; Cevimeline Hydrochloride Salt

Database IDs

• CAS Number: 107220-28-0
• PubChem SID: 162258011
• PubChem CID: 9837584

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.954783
• LogD (pH = 7.4): -0.22276455
• Log P: 0.9964063
• Molar Refractivity: 55.9221 cm^3
• Polarizability: 22.251616 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 195-197°C

Safety Information

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

DETAILS

Toronto Research Chemicals - C283500

A novel muscarinic M1 and M3 receptor agonist. Sialagogue.

REFERENCES

• Masunaga, H., et al.: Eur. J. Pharmacol., 339, 1 (1997)
• Arisawa, H., et al.: Arzneim.-Forsch., 52, 14 (1997)
• Yasuda, H., et al.: Clin. Drug Invest., 22, 67 (1997)
• Ono, M., et al.: Am. J. Ophthalmol., 138, 6 (1997)