1-{[2-(diethylamino)ethyl]sulfanyl}-2,2-diphenylethan-1-one

• ChemBase ID: 179862
• Molecular Formular: C20H25NOS
• Molecular Mass: 327.4836
• Monoisotopic Mass: 327.16568543
• SMILES: C(=O)(C(c1ccccc1)c1ccccc1)SCCN(CC)CC
• Canonical SMILES: CCN(CCSC(=O)C(c1ccccc1)c1ccccc1)CC
• InChI: InChI=1S/C20H25NOS/c1-3-21(4-2)15-16-23-20(22)19(17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,19H,3-4,15-16H2,1-2H3
• InChIKey: WHLUQAYNVOGZST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[2-(diethylamino)ethyl]sulfanyl}-2,2-diphenylethan-1-one
• IUPAC Traditional name: 1-{[2-(diethylamino)ethyl]sulfanyl}-2,2-diphenylethan-1-one
• Synonyms: Thiphenamil; Tifenamil

Database IDs

• CAS Number: 82-99-5
• PubChem SID: 164235772
• PubChem CID: 11061

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3214482
• LogD (pH = 7.4): 2.7218378
• Log P: 4.660883
• Molar Refractivity: 100.8194 cm^3
• Polarizability: 39.412678 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Acetylcholinesterase inhibitor; Parasympatholytic

Product Information

• Application(s): Investigated for treatment of urinary disorders; Smooth muscle relaxant, anticholinergic agent

REFERENCES

• Richardson, A.G., J. Pharm. Sci., 1966, 55, 1316, (synth, pharmacol)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 417
• Thompson, J.S., J. Surg. Res., 1992, 53, 257, (use, pharmacol)
• Constantinou, C.E. et al., Urol. Int., 1992, 48, 35; 42, (use, pharmacol)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, DHY400