Synthesis and BZR affinity of pyrazolo[1,5-a]pyrimidine derivatives. Part 1: Study of the structural features for BZR recognition

Bioorganic and Medicinal Chemistry

Volumn 7, Issue 12, 1999, Pages 2705-2711

  Selleri, Silvia ^a   Bruni, Fabrizio ^a   Costagli, Camilla ^a   Costanzo, Annarella ^a   Guerrini, Gabriella ^a   Ciciani, Giovanna ^a   Costa, Barbara ^b   Martini, Claudia ^b  

^a UNIVERSITY OF FLORENCE   (Italy)

^b Neurbio   (Italy)

Author keywords

Benzodiazepine receptor (BZR) binding studies; Partial agonists.; Pyrazolo 1,5 a pyrimidine derivatives; Structure affinity relationship (SAFIR)

Indexed keywords

BENZODIAZEPINE RECEPTOR; BENZODIAZEPINE RECEPTOR AFFECTING AGENT; BETA CARBOLINE 3 CARBOXYLIC ACID ETHYL ESTER; FLUMAZENIL; FLUNITRAZEPAM; PYRAZOLO[1,5 A]PYRIMIDINE DERIVATIVE;

ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG STRUCTURE; DRUG SYNTHESIS; MOLECULAR MODEL; MOLECULAR RECOGNITION; PHARMACOPHORE; PROTON NUCLEAR MAGNETIC RESONANCE; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

AFFINITY LABELS; ANIMALS; BINDING SITES; DRUG DESIGN; KINETICS; LIGANDS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PYRAZOLES; PYRIMIDINES; RECEPTORS, GABA-A; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0033384481     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(99)00232-1     Document Type: Article

References (22)

1. Villar H.O., Davies M.F., Loew G.H., Maguire P.A. Life. Sci. 48:1991;593.
2. Tebib S., Bourguignon J.J., Wermuth C.G. J. Comp.-Aided Mol. Des. 1:1987;153.
3. Gardner C.R. Prog. Neuro.-Psychopharmacol. Biol. Psychiatry. 16:1992;755.
4. Fryer R.I. In Comprehensive Medicinal Chemistry; Hansch, C.; Sammes, P. G.; Taylor, J. B., Eds; Pergamon Press: New York, 1990; Vol. 3, pp. 539-566.
5. Diaz-Arauzo H., Evoniuk G.E., Skolnick P., Cook J.M. J. Med. Chem. 34:1991;1754.
6. Zhang W., Koehler K.F., Harris B., Skolnick P., Cook J.M. J. Med.Chem. 37:1994;745.
7. Diaz-Arauzo H., Koehler K.F., Hagen T.J., Cook J.M. Life Sci. 49:1991;207.
8. Martin M.J., Trudell M.L., Diaz-Arauzo H., Allen S.A., LaLoggia A.J., Deng L., Schultz A.C., Tan Y.C., Bi Y., Narayanan K., Dorn L.J., Koehler K.F., Skolnick P., Cook J.M. J. Med. Chem. 35:1992;4105.
9. Selleri S., Bruni F., Costanzo A., Guerrini G., Casilli M.L., Costagli C., Giusti L., Lucacchini A., Martini C., Malmberg Aiello P., Lamberti C. Eur. J. Med. Chem. 32:1997;941.
10. Zhang W., Koehler K.F., Zhang P., Cook J.M. Drug Design and Discovery. 12:1995;193.
11. Fryer R.I., Rios R., Zhang P., Gu Z.Q., Wong G., Basile A.S., Skolnick P. Med. Chem. Res. 3:1993;122.
12. Catarzi D., Cecchi L., Colotta V., Filacchioni G., Varano F.J. Med. Chem. 38:1995;2196.
13. Jacobsen E.J., TenBrink R.E., Stelzer L.S., Belonga K.L., Carter D.B., Im H.K., Im W.B., Sethy V.H., Tang A.H., Von Voigtlander P.F., Petke J.D. J. Med. Chem. 39:1996;158.
14. Da Settimo A, Primofiore G., Marini A.M., Da Settimo F., Nuti V., Martini C., Trincavelli L., Lucacchini A. Il Farmaco. 52:1997;421.
15. Alcalde E., de Mendoza J., Garcia-Marquina J.M., Almera C., Elguero J. J. Heterocyclic Chem. 11:1974;423.
16. Coppola G., Hardtmann G.E., Hurgi B.S. J. Heterocyclic Chem. 11:1974;51.
17. Auzzi G., Cecchi L., Costanzo A., Pecori Vettori L., Bruni F. Il Farmaco. 34:1979;751.
18. Auzzi G., Bruni F., Cecchi L., Costanzo A., Pecori Vettori L., Pirisino R., Corrias M., Ignesti G., Banchelli G., Raimondi L. J. Med. Chem. 26:1983;1706.
19. Ege G., Franz H. J. Heterocyclic Chem. 19:1982;1267.
20. Haefely W., Facklam M., Schoch P., Martin J.R., Bonetti E.P., Moreau J.L., Jenek F., Richards J.G. Adv. Biochem. Psychopharmacol. 47:1992;379.
21. Springer R.H., Scholten M.B., O'Brien D.E., Novinson T., Miller J.P., Robins R.K. J. Med. Chem. 25:1982;235.
22. Brown H.C., Heim P. J. Org.Chem. 38:1973;912.