4-(2-methyl-1H-imidazol-1-yl)-2,2-diphenylbutanamide

• ChemBase ID: 171538
• Molecular Formular: C20H21N3O
• Molecular Mass: 319.40024
• Monoisotopic Mass: 319.16846231
• SMILES: C(C(C(=O)N)(c1ccccc1)c1ccccc1)Cn1ccnc1C
• Canonical SMILES: NC(=O)C(c1ccccc1)(c1ccccc1)CCn1ccnc1C
• InChI: InChI=1S/C20H21N3O/c1-16-22-13-15-23(16)14-12-20(19(21)24,17-8-4-2-5-9-17)18-10-6-3-7-11-18/h2-11,13,15H,12,14H2,1H3,(H2,21,24)
• InChIKey: SQKXYSGRELMAAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-methyl-1H-imidazol-1-yl)-2,2-diphenylbutanamide
• IUPAC Traditional name: imidafenacin
• Synonyms: 2-Methyl-α,α-diphenyl-1H-imidazole-1-butanamide; 4-(2-Methyl-1-imidazolyl)-2,2-diphenylbutanamide; 4-(2-Methyl-1H-imidazol-1-yl)-2,2-diphenylbutanamide; KRP 197; ONO 8025; Staybla; Uritos; Imidafenacin; 4-(2-methyl-1h-imidazol-1-yl)-2,2-diphenylbutanamide

Database IDs

• CAS Number: 170105-16-5
• PubChem SID: 164227448
• PubChem CID: 6433090

CALCULATED PROPERTIES

• Acid pKa: 16.11392
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7519695
• LogD (pH = 7.4): 2.5198944
• Log P: 2.7648396
• Molar Refractivity: 94.8564 cm^3
• Polarizability: 36.678013 Å^3
• Polar Surface Area: 60.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 184-187°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - I275010

A novel therapeutic agent for overactive bladder with antimuscarinic activity, on mediator release from urothelium and detrusor overactivity induced by cerebral infarction. A muscarinic antagonist.

REFERENCES

• Andersson, K., et al.: Eur. Urol., 43, 1 (2003)
• Kullmann, F., et al.: J. Neurosci., 28, 1977 (2003)
• Wang, X., et al.: Biomed. Res. 29, 105 (2003)