2-(3-{bis[(1,1,1-2H3)propan-2-yl]amino}-1-phenylpropyl)-4-methylphenol hydrochloride

• ChemBase ID: 178587
• Molecular Formular: C22H32ClNO
• Molecular Mass: 361.94858
• Monoisotopic Mass: 361.21724233
• SMILES: c1cc(cc(c1O)C(CCN(C(C)C)C(C)C)c1ccccc1)C.Cl
• Canonical SMILES: Cc1ccc(c(c1)C(c1ccccc1)CCN(C(C)C)C(C)C)O.Cl
• InChI: InChI=1S/C22H31NO.ClH/c1-16(2)23(17(3)4)14-13-20(19-9-7-6-8-10-19)21-15-18(5)11-12-22(21)24;/h6-12,15-17,20,24H,13-14H2,1-5H3;1H
• InChIKey: FSUOGWPKKKHHHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3-{bis[(1,1,1-^2H₃)propan-2-yl]amino}-1-phenylpropyl)-4-methylphenol hydrochloride
• IUPAC Traditional name: 2-{3-[bis(1,1,1-^2H₃)propan-2-ylamino]-1-phenylpropyl}-4-methylphenol hydrochloride
• Synonyms: rac 2-[3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol-d6 Hydrochloride; R-(+)-N,N-Diisopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine-d6 Hydrochloride; PNU-20058E-d6; Detrol-d6; Detrusitol-d6; R-(+)-Toltaridine-d6 Hydrochloride; Tolterodine-d6 Hydrochloride; rac Tolterodine-d6 Hydrochloride

Database IDs

• PubChem SID: 164234497
• PubChem CID: 71752543

CALCULATED PROPERTIES

• Acid pKa: 10.279249
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.3333476
• LogD (pH = 7.4): 2.7616951
• Log P: 5.116409
• Molar Refractivity: 103.9572 cm^3
• Polarizability: 40.39475 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T535803

Deuterated Tolterodine (T535800), a muscarinic receptor antagonist. Used in the treatment of urinary incontinence.

REFERENCES

• Nilvebrant, L., et al.: Life Sci., 60, 1129 (1997)
• Nilvebrant, L., et al.: Eur. J. Pharmacol., 327, 195 (1997)
• Brynne, N., et al.: Int. J. Clin. Pharmacol. Ther., 35, 287 (1997)