1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride

• ChemBase ID: 179725
• Molecular Formular: C24H31ClN2O2
• Molecular Mass: 414.96814
• Monoisotopic Mass: 414.20740592
• SMILES: C1(=O)C(C(CN1CC)CCN1CCOCC1)(c1ccccc1)c1ccccc1.Cl
• Canonical SMILES: CCN1CC(C(C1=O)(c1ccccc1)c1ccccc1)CCN1CCOCC1.Cl
• InChI: InChI=1S/C24H30N2O2.ClH/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21;/h3-12,22H,2,13-19H2,1H3;1H
• InChIKey: MBGXILHMHYLZJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride
• IUPAC Traditional name: 1-ethyl-4-[2-(morpholin-4-yl)ethyl]-3,3-diphenylpyrrolidin-2-one hydrochloride
• Synonyms: Doxapram Hydrochloride

Database IDs

• CAS Number: 7081-53-0
• PubChem SID: 164235635
• PubChem CID: 64647

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4981233
• LogD (pH = 7.4): 3.0056586
• Log P: 3.2305923
• Molar Refractivity: 112.8508 cm^3
• Polarizability: 44.003464 Å^3
• Polar Surface Area: 32.78 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: CNS and respiratory stimulant; Stimulates chemoreceptors in the carotid arteries, which in turn, stimulates the respiratory centre in the brain stem

Product Information

• Salt Data: HCl
• Application(s): Used in intensive care settings to stimulate the respiratory rate

REFERENCES

• Soma, L.R. et al., Am. J. Vet. Res., 1967, 28, 191, (pharmacol)
• Cale, A.D. et al., J. Med. Chem., 1967, 10, 214, (synth, pharmacol)
• Salim, E.F. et al., J. Pharm. Sci., 1967, 56, 748, (props)
• Siek, T.J., J. Forensic Sci., 1974, 19, 193, (uv)
• Franz, D.N. et al., Pharmacol. Basis Ther., 5th edn., 1975, 359, (rev)
• Robson, R.H. et al., Br. J. Clin. Pharmacol., 1979, 7, 81, (metab)
• Clements, J.A. et al., Eur. J. Clin. Pharmacol., 1979, 16, 411, (metab)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 1225
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ENL100; SLU000