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SYNTHESIS OF SOME N-SUBSTITUTED DE- RIVATIVES OF 1-(1H-PYRROLE-1-YL- METHYL) - 10-OXA-4-AZATRICYCLO- [5.2.1.02,6]DEC -8-ENE-3,5-DIONE WITH AN EXPECTED ANXIOLYTIC ACTIVITY |
Jerzy Kossakowski , Magdalena Pakosińska-Parys |
Medical University of Warsaw, Department of Medical Chemistry, Oczki 3, Warszawa 02-007, Poland |
Abstract |
The best anxiolytic drug without side effects is still being investigated. The new generation of anxiolytics are derivatives of buspirone. Buspirone displays high affinity for the 5-HT1A and D2 receptor types and is therefore widely used in the treatment of psychotic and neurotic disordes. We have synthesized a range of new compounds 3-8 and 10-15, that are supposed to demonstrate an anxiolytic activity. Our starting material was isoindole 1 obtained in Diels-Alder reaction of 1-(2-furylmethyl)-1H-pyrrole with maleimide. By alkylation of the isoindole 1 with 1,4-dibromobutane or 1-bromo-3-chloropropane, respectively N-(4-bromobutyl) and N-(3-chloropropyl) substituted derivatives 2 and 9 were obtained. Next the compounds 2 and 9 were condensed with appropriate amines. The structures of new derivatives of imide 1 have been established on the basis of 1H NMR and elemental analysis. Compounds 1 was given to the Department of Crystalography, UMCS in Lublin for X-ray single-crystal analysis, performed by prof. dr hab. A. E. Kozioł. Several compounds will be given to the Department of Toxycology, The Medical University of Lublin for pharmacological screenings, performed by prof. dr hab. E. Jagiełło-Wójtowicz.
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Presentation: Poster at V Multidyscyplinarna Konferencja Nauki o Leku, by Jerzy KossakowskiSee On-line Journal of V Multidyscyplinarna Konferencja Nauki o Leku Submitted: 2006-02-01 11:11 Revised: 2009-06-07 00:44 |