(2E)-but-2-enedioic acid 2-[(1R)-3-[bis(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenyl 2-methylpropanoate

• ChemBase ID: 72721
• Molecular Formular: C30H41NO7
• Molecular Mass: 527.64904
• Monoisotopic Mass: 527.28830266
• SMILES: c1c(cccc1)[C@@H](CCN(C(C)C)C(C)C)c1c(ccc(c1)CO)OC(=O)C(C)C.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.OCc1ccc(c(c1)[C@@H](c1ccccc1)CCN(C(C)C)C(C)C)OC(=O)C(C)C
• InChI: InChI=1S/C26H37NO3.C4H4O4/c1-18(2)26(29)30-25-13-12-21(17-28)16-24(25)23(22-10-8-7-9-11-22)14-15-27(19(3)4)20(5)6;5-3(6)1-2-4(7)8/h7-13,16,18-20,23,28H,14-15,17H2,1-6H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t23-;/m1./s1
• InChIKey: MWHXMIASLKXGBU-RNCYCKTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid 2-[(1R)-3-[bis(propan-2-yl)amino]-1-phenylpropyl]-4-(hydroxymethyl)phenyl 2-methylpropanoate
• IUPAC Traditional name: fesoterodine; fumaric acid
• Synonyms: Toviaz; Fesoterodine fumarate

Database IDs

• CAS Number: 286930-03-8
• PubChem SID: 162037642
• PubChem CID: 9849808

CALCULATED PROPERTIES

• Acid pKa: 14.983366
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.2074366
• LogD (pH = 7.4): 2.650366
• Log P: 5.698895
• Molar Refractivity: 124.0848 cm^3
• Polarizability: 48.53328 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: mAChRs

Product Information

• Salt Data: fumarate

DETAILS

Selleck Chemicals - S2240

Biological Activity:
Fesoterodine fumarate (Toviaz) is an antimuscarinic agent and is rapidly de-esterified to its active metabolite 5-hydroxymethyl tolterodine that is a muscarinic receptor antagonist. Fesoterodine fumarate (Toviaz) is used to treat the symptoms of overactive bladder. Fesoterodine fumarate (Toviaz) is unique in that the parent compound has no antimuscarinic efficacy due to its rapid and complete hydrolysis after oral administration. The active metabolite, 5-hydroxymethyl tolterodine, is responsible for all of the antimuscarinic effects. [1][2]

REFERENCES

• Gomelsky A et al. Drugs Today (Barc). 2010 Feb;46(2):81-90.