2-(diethylamino)ethyl 2,2-diphenylpropanoate

• ChemBase ID: 179877
• Molecular Formular: C21H27NO2
• Molecular Mass: 325.44458
• Monoisotopic Mass: 325.20417911
• SMILES: C(C(=O)OCCN(CC)CC)(c1ccccc1)(c1ccccc1)C
• Canonical SMILES: CCN(CCOC(=O)C(c1ccccc1)(c1ccccc1)C)CC
• InChI: InChI=1S/C21H27NO2/c1-4-22(5-2)16-17-24-20(23)21(3,18-12-8-6-9-13-18)19-14-10-7-11-15-19/h6-15H,4-5,16-17H2,1-3H3
• InChIKey: DIDYGLSKVUKRRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)ethyl 2,2-diphenylpropanoate
• IUPAC Traditional name: 2-(diethylamino)ethyl 2,2-diphenylpropanoate
• Synonyms: Aprofene

Database IDs

• CAS Number: 3563-01-7
• PubChem SID: 164235787
• PubChem CID: 71128

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5415645
• LogD (pH = 7.4): 3.1531374
• Log P: 4.721953
• Molar Refractivity: 98.701 cm^3
• Polarizability: 38.81951 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Nicotinic and selective muscarinic M 1 -receptor antagonist; Parasympatholytic; Spasmolytic

Product Information

• Application(s): Spasmolytic, anticholinergic agent; Used in combination therapies as a prophylactic against organophosphate poisoning

REFERENCES

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• Volkova, Z.V., Farmakol. Toksikol. (Moscow), 1959, 22, 345, (pharmacol)
• Ioffe, D.V. et al., Khim.-Farm. Zh., 1969, 3, 30, (synth)
• Agadzhanyan, T.E. et al., Arm. Khim. Zh., 1973, 26, 964, (ms)
• Eck, W.S. et al., J. Chromatogr., 1981, 219, 171, (hplc)
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• Leader, H. et al., J. Med. Chem., 1989, 32, 1522, (sar)
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• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 418