4-(hydroxymethyl)-2-(1-phenyl-3-{[(1,1,1,3,3,3-2H6)propan-2-yl]amino}propyl)phenol

• ChemBase ID: 170793
• Molecular Formular: C19H25NO2
• Molecular Mass: 299.4073
• Monoisotopic Mass: 299.18852905
• SMILES: c1cc(cc(c1O)C(CCNC(C)C)c1ccccc1)CO
• Canonical SMILES: OCc1ccc(c(c1)C(c1ccccc1)CCNC(C)C)O
• InChI: InChI=1S/C19H25NO2/c1-14(2)20-11-10-17(16-6-4-3-5-7-16)18-12-15(13-21)8-9-19(18)22/h3-9,12,14,17,20-22H,10-11,13H2,1-2H3
• InChIKey: CCZYBOXFQXWQIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(hydroxymethyl)-2-(1-phenyl-3-{[(1,1,1,3,3,3-^2H₆)propan-2-yl]amino}propyl)phenol
• IUPAC Traditional name: 4-(hydroxymethyl)-2-{1-phenyl-3-[(1,1,1,3,3,3-^2H₆)propan-2-ylamino]propyl}phenol
• Synonyms: 4-Hydroxy-3-[3-[(1-methylethyl-d6)amino]-1-phenylpropyl]benzenemethanol; rac 5-Hydroxymethyl Desisopropyl Tolterodine-d6

Database IDs

• CAS Number: 1189419-89-3
• PubChem SID: 164226703
• PubChem CID: 45039465

CALCULATED PROPERTIES

• Acid pKa: 9.585754
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 0.15915076
• LogD (pH = 7.4): 0.6787062
• Log P: 2.497362
• Molar Refractivity: 91.2698 cm^3
• Polarizability: 35.50604 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946642

A labelled metabolite of Tolterodine (T535800).

REFERENCES

• Lowry, O., et al.: J. Biol. Chem., 193, 265 (1951)
• Andersson, K., et al.: Drugs, 35, 477 (1951)
• Shimada, T., et al.: J. Pharmacol. Exp. Ther., 270, 414 (1951)
• Postlind, H, et al.: Drug Metab. Disp., 26, 289 (1951)