bis((2R,5'R)-5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolane]) hydrate dihydrochloride

• ChemBase ID: 155031
• Molecular Formular: C20H38Cl2N2O3S2
• Molecular Mass: 489.56332
• Monoisotopic Mass: 488.17009045
• SMILES: C[C@H]1SC[C@@]2(O1)[C@H]1CCN(C2)CC1.C[C@H]1SC[C@@]2(O1)[C@H]1CCN(C2)CC1.O.Cl.Cl
• Canonical SMILES: C[C@H]1SC[C@]2(O1)CN1CC[C@H]2CC1.C[C@H]1SC[C@]2(O1)CN1CC[C@H]2CC1.O.Cl.Cl
• InChI: InChI=1S/2C10H17NOS.2ClH.H2O/c2*1-8-12-10(7-13-8)6-11-4-2-9(10)3-5-11;;;/h2*8-9H,2-7H2,1H3;2*1H;1H2/t2*8-,10-;;;/m11.../s1
• InChIKey: ZSTLCHCDLIUXJE-GMLJRNIPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((2R,5'R)-5'-methyl-4-azaspiro[bicyclo[2.2.2]octane-2,2'-[1,4]oxathiolane]) hydrate dihydrochloride
• IUPAC Traditional name: bis(cevimeline) hydrate dihydrochloride
• Synonyms: AF-102B; SNI-2011; Cevimeline hydrochloride hemihydrate

Database IDs

• CAS Number: 153504-70-2
• PubChem SID: 162249169
• PubChem CID: 83927

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: H2O: ≥25 mg/mL
• Apperance: white to tan powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC, NMR)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C10H17NOS · xHCl · yH2O

DETAILS

Sigma Aldrich - SML0007

Biochem/physiol Actions
Cevimeline is a muscarinic M1 and M3 receptor agonist. Cevimeline stimulates secretion by the salivary glands and is used to treat the symptoms of dry mouth.