2-(dimethylamino)ethyl 2-hydroxy-2,2-diphenylacetate

• ChemBase ID: 179801
• Molecular Formular: C18H21NO3
• Molecular Mass: 299.36424
• Monoisotopic Mass: 299.15214354
• SMILES: C(C(=O)OCCN(C)C)(c1ccccc1)(c1ccccc1)O
• Canonical SMILES: CN(CCOC(=O)C(c1ccccc1)(c1ccccc1)O)C
• InChI: InChI=1S/C18H21NO3/c1-19(2)13-14-22-17(20)18(21,15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,21H,13-14H2,1-2H3
• InChIKey: BUEPKUNNPRRSKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dimethylamino)ethyl 2-hydroxy-2,2-diphenylacetate
• IUPAC Traditional name: 2-(dimethylamino)ethyl 2-hydroxy-2,2-diphenylacetate
• Synonyms: Deanol benzilate

Database IDs

• CAS Number: 968-46-7
• PubChem SID: 164235711
• PubChem CID: 13768

CALCULATED PROPERTIES

• Acid pKa: 11.051367
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.095703006
• LogD (pH = 7.4): 1.6656595
• Log P: 2.7220857
• Molar Refractivity: 86.2703 cm^3
• Polarizability: 33.87121 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Spasmolytic

Product Information

• Application(s): Antirhinitic; Antispasmodic; Mydriatic; Spasmolytic

REFERENCES

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• Astrom, A., Acta Pharmacol. Toxicol., 1952, 8, 363, (pharmacol)
• Klosa, J., Arch. Pharm. (Weinheim, Ger.), 1955, 288, 77, (synth)
• Ioffe, D.V. et al., Zh. Obshch. Khim., 1961, 31, 3051, (synth)
• Helmy, M.M. et al., Zentralbl. Veterinaermed., Reihe A, 1973, 20, 84, (pharmacol)
• Granger, R. et al., Eur. J. Med. Chem. (Chim. Ther.), 1974, 9, 404, (synth, pharmacol)
• Mozgov, I.E., Veterinariya (Moscow), 1974, 104, (rev)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1223
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 6446
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BAW500