Synthesis and resolution of racemic eliprodil and evaluation of the enantiomers of eliprodil as NMDA receptor antagonists

Bioorganic and Medicinal Chemistry Letters

Volumn 10, Issue 12, 2000, Pages 1377-1380

  Pabel, Jörg ^a   Höfner, Georg ^a   Wanner, Klaus Th ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ELIPRODIL; IFENPRODIL;

ANIMAL TISSUE; ARTICLE; CHEMICAL REACTION; CHIRALITY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; HIPPOCAMPUS; INHIBITION KINETICS; ISOMERISM; NEUROPROTECTION; NONHUMAN; OPTICAL RESOLUTION; RECEPTOR AFFINITY; STEREOCHEMISTRY; SWINE;

EXCITATORY AMINO ACID ANTAGONISTS; PIPERIDINES; RECEPTORS, N-METHYL-D-ASPARTATE; STEREOISOMERISM;

ANIMALIA; SUS SCROFA;

EID: 0343570059     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(00)00246-8     Document Type: Article

References (13)

1. Scatton B., Giroux C., Thenot J.P., Frost J., George P., Carter C., Benavides J. Drugs Future. 19:1994;905.
2. Parsons C.G., Danysz W., Quack G. Drug News Perspect. 11:1998;523.
3. Di Fabio R., Pietra C., Thomas R.J., Ziviani L. Bioorg. Med. Chem. Lett. 5:1995;551.
4. Wick, A.; Frost, J.; Gaudilliere, B.; Bertin, J.; Dupont, R.; Rousseau, J. EP Patent No. 0109317, 1984, Chem. Abstr. 1984, 101, 636.
5. Comins D.J., Abdullah A.H. J. Org. Chem. 47:1982;4315.
6. For analysis of the enantiomers after derivatization see: Malavasi, B.; Ripamonti, M.; Rouchouse, A.; Ascalone, V.J. Chromatogr. 1996, 729, 323.
7. CHIRALPAK AD, Diacel Chemical Industries, Merck, Darmstadt; heptane/ethanol=8/2, 1 ml/min; 265 nm; (R)-9: 6.2 min, (S)-9: 9.2 min.
8. Frost, J.; Bertin, J. FR Patent No. 2628740, 1989, Chem. Abstr. 1989, 112, 612.
9. Höfner, G.; Wanner, K. Th. Eur. J. Pharmacol. 2000, 394, 211.
10. Coughenour L.L., Cordon J.J. J. Pharmacol. Exp. Ther. 280:1996;584.
11. Höfner G., Wanner K.Th. J. Recept. Signal Transduct. Res. 16:1996;297.
12. Reynolds I.J., Miller R.J. Mol. Pharmacol. 36:1989;758.
13. Langer, S.; Frost, J.; Schoemaker, J.; Gaudilliere, B.; Bertin, J.; Rousseau, J.; Dupont, R.; Wick, A. EP Patent No. 0428438A1, 1991, Chem. Abstr. 1991, 115, 79.