3-[(2-hydroxy-2,2-diphenylacetyl)oxy](2',2',3',3',4',4',5',5'-2H8)-8λ5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride

• ChemBase ID: 179356
• Molecular Formular: C25H30ClNO3
• Molecular Mass: 427.9636
• Monoisotopic Mass: 427.19142151
• SMILES: [Cl-].C12CCC([N+]31CCCC3)CC(C2)OC(=O)C(c1ccccc1)(O)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)OC1CC2CCC(C1)[N+]12CCCC1.[Cl-]
• InChI: InChI=1S/C25H30NO3.ClH/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26;/h1-6,9-12,21-23,28H,7-8,13-18H2;1H/q+1;/p-1
• InChIKey: RVCSYOQWLPPAOA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-hydroxy-2,2-diphenylacetyl)oxy](2',2',3',3',4',4',5',5'-^2H₈)-8λ^5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
• IUPAC Traditional name: 3-[(2-hydroxy-2,2-diphenylacetyl)oxy](2',2',3',3',4',4',5',5'-^2H₈)-8λ^5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
• Synonyms: (1α,3β,5α)-3-[(2-Hydroxy-2,2-diphenylacetyl)oxy]-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-pyrrolidinium]-d8 Chloride; Azoniaspiro-d8; Keptan-d8; Relaspium-d8; Sanctura-d8; Spasmex-d8; Spasmo 3-d8; Trospium-d8 Chloride

Database IDs

• PubChem SID: 164235266
• PubChem CID: 45040663

CALCULATED PROPERTIES

• Acid pKa: 11.049374
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.500937
• LogD (pH = 7.4): -0.49911553
• Log P: -0.5009603
• Molar Refractivity: 124.0383 cm^3
• Polarizability: 44.51387 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White to Off-White Crystalline Powder
• Melting Point: 260-261°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T892802

Tropine derivative with anticholinergic activity. Antispasmodic; used in treatment of urinary incontinence.

REFERENCES

• Antweiler, H., et al.: Arzneim.-Forsch., 16, 1581 (1966)
• Lux, G., et al.: Fortschr. Med., 96, 2113 (1966)
• Madersbacher, H., et al.: Br. J. Urol., 75, 452 (1966)
• Zinner, N.R., et al.: Expert Opin. Pharmacother., 6, 1409 (1966)