2-{1-[2-(2,3-dihydro-1-benzofuran-5-yl)(2H4)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide

• ChemBase ID: 165413
• Molecular Formular: C28H30N2O2
• Molecular Mass: 426.55
• Monoisotopic Mass: 426.23072821
• SMILES: C(Cc1cc2c(cc1)OCC2)N1CC(CC1)C(c1ccccc1)(c1ccccc1)C(=O)N
• Canonical SMILES: NC(=O)C(c1ccccc1)(c1ccccc1)C1CCN(C1)CCc1ccc2c(c1)CCO2
• InChI: InChI=1S/C28H30N2O2/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26/h1-12,19,25H,13-18,20H2,(H2,29,31)
• InChIKey: HXGBXQDTNZMWGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[2-(2,3-dihydro-1-benzofuran-5-yl)(^2H₄)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide
• IUPAC Traditional name: 2-{1-[2-(2,3-dihydro-1-benzofuran-5-yl)(^2H₄)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide
• Synonyms: rac 1-[2-(2,3-Dihydro-5-benzofuranyl)ethyl-d4]-α-α-diphenyl-3-pyrrolidineacetamide; rac Enablex-d4; rac Emselex-d4; rac Darifenacin-d4

Database IDs

• CAS Number: 1189701-43-6
• PubChem SID: 162259546
• PubChem CID: 46780562

CALCULATED PROPERTIES

• Acid pKa: 16.212147
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0715904
• LogD (pH = 7.4): 1.896206
• Log P: 4.540284
• Molar Refractivity: 128.3747 cm^3
• Polarizability: 49.838993 Å^3
• Polar Surface Area: 55.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 104-109°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D193402

Used as a medication to treat urinary incontinence. It works by blocking the M3 muscarinic acetylcholine receptor.

REFERENCES

• Beaumont, K.C., et al.: Xenobiotica, 28, 63 (1998)
• Chapple, C.R., et al.: Expert Opin. Invest. Drugs, 13, 1493 (1998)
• Haab, F., et al.: Eur. Urol., 45, 420 (1998)