(2E)-but-2-enedioic acid; [3-(2-methoxy-5-methylphenyl)-3-phenylpropyl]bis(propan-2-yl)amine

• ChemBase ID: 174391
• Molecular Formular: C27H37NO5
• Molecular Mass: 455.58638
• Monoisotopic Mass: 455.26717329
• SMILES: C(=C\C(=O)O)/C(=O)O.c1cc(cc(c1OC)C(CCN(C(C)C)C(C)C)c1ccccc1)C
• Canonical SMILES: OC(=O)/C=C/C(=O)O.COc1ccc(cc1C(c1ccccc1)CCN(C(C)C)C(C)C)C
• InChI: InChI=1S/C23H33NO.C4H4O4/c1-17(2)24(18(3)4)15-14-21(20-10-8-7-9-11-20)22-16-19(5)12-13-23(22)25-6;5-3(6)1-2-4(7)8/h7-13,16-18,21H,14-15H2,1-6H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: GRLOWKNORGTWSK-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; [3-(2-methoxy-5-methylphenyl)-3-phenylpropyl]bis(propan-2-yl)amine
• IUPAC Traditional name: diisopropyl[3-(2-methoxy-5-methylphenyl)-3-phenylpropyl]amine; fumaric acid
• Synonyms: 2-Methoxy-5-methyl-N,N-bis(1-methylethyl)-γ-phenylbenzenepropanamine (2E)-2-Butenedioate; N,N-Diisopropyl-3-(2-methoxy-5-methylphenyl)-3-phenylpropylamine Fumarate; N-[3-(2-Methoxy-5-methylphenyl)-3-phenylpropyl]diisopropylamine Fumarate; 2-[3-[Bis(1-methylethyl)amino]-1-phenyl-propyl]-4-methyl-methoxybenzene Fumarate; rac O-Methyl Tolterodine Fumarate

Database IDs

• CAS Number: 1240303-69-8
• PubChem SID: 164230301
• PubChem CID: 45357480

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.47886
• LogD (pH = 7.4): 2.896364
• Log P: 5.9712114
• Molar Refractivity: 108.4395 cm^3
• Polarizability: 42.31707 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (Sparingly)
• Apperance: White Solid
• Melting Point: 177-180°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M330885

A Tolterodine (T535795) analogue used in the preparation of anticholinergic agents.

REFERENCES

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