4-hydroxy-3-(1-phenyl-3-{[(2H7)propan-2-yl]amino}propyl)benzoic acid

• ChemBase ID: 163699
• Molecular Formular: C19H23NO3
• Molecular Mass: 313.39082
• Monoisotopic Mass: 313.1677936
• SMILES: c1cc(cc(c1O)C(CCNC(C)C)c1ccccc1)C(=O)O
• Canonical SMILES: CC(NCCC(c1cc(ccc1O)C(=O)O)c1ccccc1)C
• InChI: InChI=1S/C19H23NO3/c1-13(2)20-11-10-16(14-6-4-3-5-7-14)17-12-15(19(22)23)8-9-18(17)21/h3-9,12-13,16,20-21H,10-11H2,1-2H3,(H,22,23)
• InChIKey: LXKJBTVDQUGPBU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-(1-phenyl-3-{[(^2H₇)propan-2-yl]amino}propyl)benzoic acid
• IUPAC Traditional name: 4-hydroxy-3-{1-phenyl-3-[(^2H₇)propan-2-ylamino]propyl}benzoic acid
• Synonyms: 4-Hydroxy-3-[3-[(1-methylethyl-d7)amino]-1-phenylpropyl]-benzoic Acid; rac 5-Carboxy Desisopropyl Tolterodine-d7

Database IDs

• CAS Number: 1189868-60-7
• PubChem SID: 162257834
• PubChem CID: 71314525

CALCULATED PROPERTIES

• Polar Surface Area: 69.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 4.3341618
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.3183601
• LogD (pH = 7.4): 1.3398484
• Log P: 1.340529
• Molar Refractivity: 91.7101 cm^3
• Polarizability: 35.346485 Å^3

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 228-230°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C177887

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)
• Chiu, S., et al.: J. Pharmacol. Toxicol. Methods, 29, 77 (1951)
• Shimada, T., et al.: J. Pharmacol. Exp. Ther., 270, 414 (1951)
• Postlind, H., et al.: Drug M