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

• ChemBase ID: 166329
• Molecular Formular: C19H25NO
• Molecular Mass: 283.4079
• Monoisotopic Mass: 283.19361443
• SMILES: c1cc(cc(c1O)C(CCNC(C)C)c1ccccc1)C
• Canonical SMILES: CC(NCCC(c1cc(C)ccc1O)c1ccccc1)C
• InChI: InChI=1S/C19H25NO/c1-14(2)20-12-11-17(16-7-5-4-6-8-16)18-13-15(3)9-10-19(18)21/h4-10,13-14,17,20-21H,11-12H2,1-3H3
• InChIKey: CPLYUIYTJCFQJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-2-{1-phenyl-3-[(propan-2-yl)amino]propyl}phenol
• IUPAC Traditional name: 2-[3-(isopropylamino)-1-phenylpropyl]-4-methylphenol
• Synonyms: N-Isopropyl-3-(2-hydroxy-5-methylphenyl)-3-phenylpropylamine; rac Desisopropyl Tolterodine; 4-Methyl-2-[3-[(1-methylethyl)amino]-1-phenylpropyl]phenol

Database IDs

• CAS Number: 480432-14-2
• PubChem SID: 162260462
• PubChem CID: 9857017

CALCULATED PROPERTIES

• Acid pKa: 10.848223
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.4367989
• LogD (pH = 7.4): 1.879371
• Log P: 4.0486403
• Molar Refractivity: 89.4951 cm^3
• Polarizability: 34.85409 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Brown Solid
• Melting Point: 95-97°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D290225

A metabolite of Tolterodine (T535800) used in the treatment of smooth muscle hyperactivity.

REFERENCES

• Nilvebrant, L., et al.: Life Sci., 60, 1129 (1997)
• Nilvebrant, L., et al.: Eur. J. Pharmacol., 327, 195 (1997)