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Synthesis and 5-HT1A/5-HT2A receptor activity of new N-[3- (4-phenylpiperazin-1-yl) -propyl] derivatives of 3-spiro-cyclohexanepyrrolidine-2,5-dione and 3-spiro-beta-tetralonepyrrolidine-2,5-dione

Obniska, J.; Pawłowski, M.; Kołaczkowski, M.; Czopek, A.; Duszyńska, B.; Klodzińska, A.; Tatarczyńska, E.; Chojnacka-Wójcik, E.

Polish Journal of Pharmacology 55(4): 553-557

2003

ISSN/ISBN: 1230-6002
PMID: 14581713
Document Number: 565685
Novel N-[3-(4-phenylpiperazin-1-yl)-propyl] derivatives of 3-spiro-cyclo-hexanepyrrolidine-2,5-dione (5-7) and 3-spiro-beta-tetralonepyrrolidine-2,5-dione (8-10) were synthesized and their 5-HT1A and 5-HT2A receptor affinities were determined. All tested compounds exhibited moderate to low 5-HT1A receptor affinity, whereas compounds 5-7 demonstrated high 5-HT2A receptor affinity (Ki = 27, 46 and 15 nM, respectively) and features of 5-HT2A receptor antagonists. Introduction of a beta-tetralone fragment in the 3-position of pyrrolidine-2,5-dione ring (8-10) did not affect 5-HT1A but decreased 5-HT2A receptor affinity.

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Kamiński, K.; Obniska, J. 2008: Synthesis and anticonvulsant properties of new 1-(2-pyridinyl)- 3-substituted pyrrolidine-2,5-dione derivatives Acta Poloniae Pharmaceutica 65(4): 457-465
Rämsby, S.; Carnmalm, B.; Ogren, S.O.; Stjernström, N.E. 1979: Synthesis and pharmacology of potentially neuroleptic derivatives of 3-chloro-spiro[5H-dibenzo[a,d]cycloheptene-5,1'-cyclohex-2'-en]-4'-amine Acta Pharmaceutica Suecica 16(3): 166-172
Vigorita, M.G.; Previtera, T.; Basile, M.; Fenech, G.; Costa De Pasquale, R.; Occhiuto, F.; Circosta, C. 1984: 3,3'-bi-1,3-thiazolidine]-4,4'-dione system. I. Synthesis, conformational analysis and pharmacological activities of 2,2'-diaryl derivatives Il Farmaco; Edizione Scientifica 39(12): 1008-1023
Joshi, K.C.; Pathak, V.N.; Jain, S.K. 1980: Studies of potential organo-fluorine antibacterial agents. Part 5: Synthesis and antibacterial activity of some new fluorine-containing indole-2,3-dione derivatives Die Pharmazie 35(11): 677-679
Mohsen, A.; Omar, M.E.; Salama, H.M.; Eshba, N.H. 1985: Novel thiazolidine-2,4-dione-4-thiosemicarbazone and 4-[(3,4-diaryl-3H-thiazol-2-yl)azo]thiazolidin-2-one derivatives: synthesis and evaluation for antimicrobial and anticancer properties Il Farmaco; Edizione Scientifica 40(1): 49-57
Nacci, V.; Filacchioni, G.; Porretta, G.C. 1972: Research on compounds with psychotropic activity. I. Synthesis of 5-phenylpyrrolo-(2,1-d)(1,5)-benzothiazepin-6,6-dioxide and 1,2,3,3a,4,5-hexahydro-5-phenylpyrrolo-(2,1-d)(1,5)-benzothiazepin-1,4-dione-6,6-dioxide, derivatives of a new heterocyclic system Il Farmaco; Edizione Scientifica 27(11): 1003-1017
Wojnar, R.J.; Alpaugh, W.C.; Dzelzkalns, E. 1985: Characterization of the anti-inflammatory activity and reduced potential for dermal atrophy of (11 beta, 16 beta)-9-fluoro-1',2',3', 4'-tetrahydro-11,21-dihydroxypregna-1,4-dieno[16,17-b]naph thalene-3, 20-dione hydrate (1 : 1) (SQ 26,490), a topically active corticoid Arzneimittel-Forschung 35(8): 1264-1268
Piscopo, E.; Altamura, M.; Diurno, M.V.; Imperadrice, F.; Califano, G.; Caliendo, V.; Cataldi, M.T.; Nebulosi, R. 1986: Studies on heterocyclic compounds: indol-2,3-dione derivatives. IV. Biological activity of nitro and nitro-halogen substituted 3-phenyliminoindol-2(3H)-ones Bollettino della Societa Italiana di Biologia Sperimentale 62(3): 347-354
El-Telbany, F.A.; Ghoneim, K.M.; Khalifa, M. 1976: Synthesis of certain spiro compounds for pharmacological study. Part Ii Journal de Pharmacie de Belgique 31(4): 403-410
Basile, M.; Previtera, T.; Vigorita, M.G.; Fenech, G.; Pizzimenti, F.C. 1986: 3,3'-bi-1,3-thiazolidine]-4,4'-dione system. III. Evaluation of the antimicrobial and antitumor properties of 2,2'-disubstituted derivatives and their 1,1'-disulfones Il Farmaco; Edizione Scientifica 41(8): 637-643
Obniska, J.; Zejc, A. 2003: Synthesis, physicochemical and anticonvulsant properties of some n-substituted amides of 3-spirocycloalkylpyrrolidine-2,5-dione Acta Poloniae Pharmaceutica 60(5): 383-390
Gronowitz, S.; Svensson, L.; Stjernström, N.; Ogren, S.O. 1979: Thiophene-containing potentially neuroleptic rigid spiroamines. II. Synthesis of some N,N-dimethylamino-substituted spiro[H-cyclohepta[2,1-b;4,5-b]dithiophene-9,1'-cycloalkanes Acta Pharmaceutica Suecica 16(6): 365-375
Haidar, S.; Meyers, A.; Bollacke, A.; Jose, J. 2015: Synthesis and biological evaluation of 2,6-di(furan-3-yl)anthracene-9, 10-dione as an inhibitor of human protein kinase CK2 Die Pharmazie 70(12): 772-776
Schiatti, P.; Selva, D.; Arrigoni-Martelli, E.; Lerner, L.J.; Diena, A.; Sardi, A.; Maffii, G. 1974: Antiinflammatory activity and other pharmacological properties of phthalazino(2,3-b)phthalazine-5,12(7H, 14H)-dione (Diftalone) Arzneimittel-Forschung 24(12): 2003-2009
Hirose, A.; Sasa, M.; Akaike, A.; Takaori, S. 1989: Electroencephalographic study on the central action of a new anxiolytic: 3a alpha, 4 beta, 7 beta, 7a alpha-hexahydro-2-(4-(4-(2-pyrimidinyl)-1- piperazinyl)-butyl)-4, 7-methano-1H-isoindole-1, 3(2H)-dione dihydrogen citrate (SM-3997) Nihon Yakurigaku Zasshi. Folia Pharmacologica Japonica 93(2): 41-47
Beretta, E.; Schiatti, P.; Tenconi, L.T. 1972: Influence of the dimension of crystalls on the pharmacological activity and absorption of a new anti-inflammatory composition: phthalazino-(2,3-b)-phthalazine-5,(14H), 12(7H)-dione Bollettino Chimico Farmaceutico 111(9): 555-560
Kirshenbaum, M.R.; Chen, S.F.; Behrens, C.H.; Papp, L.M.; Stafford, M.M.; Sun, J.H.; Behrens, D.L.; Fredericks, J.R.; Polkus, S.T.; Sipple, P. 1994: (R,R)-2,2'-[1,2-ethanediylbis[imino(1-methyl-2,1-ethanediyl)]]- bis[5-nitro-1H-benz[de]isoquinoline-1,3-(2H)-dione] dimethanesulfonate (DMP 840), a novel bis-naphthalimide with potent nonselective tumoricidal activity in vitro Cancer Research 54(8): 2199-2206
Koch, H.; Stockinger, L. 1971: Teratologic study on 3-(1,4-endoxo-cyclohexane-2-exo-3-exodicarboximido)-piperidine-2,6-dione (K2604), another compound with sedative-hypnotic activity and structural relation to thalidomide Arzneimittel-Forschung 21(12): 2022-2025
Cavalleri, B.; Bellasio, E. 1970: Fluorinated organic compounds with potential biological activity. 8. Synthesis of beta-fluoro-beta-arylethylamine-N-derivatives Il Farmaco; Edizione Scientifica 25(12): 901-911
Lacoste, J. 1972: Partial ductances of spiro-circulatory exchange Journal de Physiologie 65(Suppl 3): 431a+