Synthesis of novel lactam derivatives and their evaluation as ligands for the dopamine receptors, leading to a D4-selective ligand

Bioorganic and Medicinal Chemistry

Volumn 15, Issue 17, 2007, Pages 5811-5818

  Awadallah, Fadi M ^c   Müller, Franziska ^b   Lehmann, Jochen ^b   Abadi, Ashraf H ^a  

^a German University in Cairo   (Egypt)

^b FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

^c CAIRO UNIVERSITY   (Egypt)

Author keywords

Arylpiperazines; Cyclic amides; Dopamine ligands; Lactams; Receptor selectivity

Indexed keywords

1 [4 (4 PHENYL 1 PIPERAZINYL)BUTYL]INDOLIN 2 ONE; 1 [4 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]BUTYL]INDOLIN 2 ONE; 1 [4 [4 (3ALPHA,ALPHA,ALPHA TRIFLUOROTOLYL) 1 PIPERAZINYL]BUTYL]INDOLIN 2 ONE; 1 [4 [4 (4 CHLOROPHENYL) 1 PIPERAZINYL]BUTYL]INDOLIN 2 ONE; 2 [4 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]BUTYL] 1 ISOINDOLINONE; 2 [4 [4 (4 CHLOROPHENYL) 1 PIPERAZINYL]BUTYL] 1 ISOINDOLINONE; AMIDE; CALCIUM; DOPAMINE 2 RECEPTOR; DOPAMINE 3 RECEPTOR; DOPAMINE 4 RECEPTOR; DOPAMINE 5 RECEPTOR; DOPAMINE RECEPTOR BLOCKING AGENT; INDOLE DERIVATIVE; LACTAM DERIVATIVE; LIGAND; NITROGEN; PIPERAZINE DERIVATIVE; RADIOLIGAND; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

ALKYLATION; ANIMAL CELL; ARTICLE; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIGAND BINDING; NONHUMAN; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION;

CELL LINE; HUMANS; LACTAMS; LIGANDS; MOLECULAR STRUCTURE; RECEPTORS, DOPAMINE D4; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 34447281770     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2007.06.002     Document Type: Article

References (22)

1. Mach R.H., Huang Y., Freeman R.A., Wu L., Blair S., and Luedtke R.R. Bioorg. Med. Chem. 17 (2003) 225
2. Missale C., Nash S.R., Robinson S.W., Jaber M., and Caron M.G. Physiol. Rev. 78 (1998) 189
3. Civelli O., Bunzow J.R., and Grandy D.K. Annu. Rev. Pharmacol. Toxicol. 32 (1993) 281
4. De Oliveira I.R., and Juruena M.F. J. Clin. Pharm. Ther. 31 (2006) 523
5. Dikeos D.G., Papadimitriou G.N., Avramopoulos D., Karadima G., Daskalopoulou E.G., Souery D., Mendlewicz J., Vassilopoulos D., and Stefanis C.N. Psychiatr. Genet. 9 (1999) 189
6. Newman A.H., Grundt P., and Nader M.A. J. Med. Chem. 48 (2005) 3663
7. Gilbert J.G., Newman A.H., Gardner E.L., Ashby Jr. C.R., Heidbreder C.A., Pak A.C., Peng X.Q., and Xi Z.X. Synapse 57 (2005) 17
8. Salama I., Schlotter K., Utz W., Hubner H., Gmeiner P., and Boeckler F. Bioorg. Med. Chem. 14 (2006) 5898
9. Audinot V., Newman-Tancredi A., Gobert A., Rivet J.M., Brocco M., Lejeune F., Gluck L., Desposte I., Bervoets K., Dekeyne A., and Millan M.J. J. Pharmacol. Exp. Ther. 287 (1998) 187
10. Norman M.H., Navas III F., Thompson J.B., and Rigdon G.C. J. Med. Chem. 39 (1996) 4692
11. Norman M.H., Minick D.J., and Rigdon G.C. J. Med. Chem. 39 (1996) 149
12. Norman M.H., Rigdon G.C., Navas III F., and Cooper B.R. J. Med. Chem. 37 (1994) 2552
13. Abadi A.H. Arch. Pharm. Pharm. Med. Chem. 337 (2004) 383
14. Lober S., Hubner H., and Gmeiner P. Bioorg. Med. Chem. Lett. 9 (1999) 97
15. Kassack M.U., Hofgen B., Decker M., Eckstein N., and Lehmann J. Naunyn-Schmiedeberg's Arch. Pharmacol. 366 (2002) 543
16. Hoefgen B., Decker M., Mohr P., Schramm A.M., Rostom S.A., El Subbagh H., Schweikert P.M., Rudolf D.R., Kassack M.U., and Lehmann J. J. Med. Chem. 49 (2006) 760
17. Decker M., and Lehmann J. Arch. Pharm. Pharm. Med. Chem. 336 (2003) 466
18. Bojarski A.J., Kowalski P., Kowalska T., Duszynska B., Charakchieva-Minol S., Tatarczynska E., Klodzinska A., and Chojnacka-Wojcik E. Bioorg. Med. Chem. 10 (2002) 3817
19. Kowalski P., Kowalska T., Mokrosz M.J., Bojarski A.J., and Charakchieva-Minol S. Molecules 6 (2001) 784
20. Bojarski A.J., Paluchowska M.H., Duszynska B., Bugno R., Klodzinska A., Tatarczynska E., and Chojnacka-Wojcik E. Bioorg. Med. Chem. 14 (2006) 1391
21. Cheng Y., and Prusoff W.H. Biochem. Pharmacol. 22 (1973) 3099
22. Kassack M.U., Höfgen B., Lehmann J., Eckstein N., Quillan J.M., and Sadee W. J. Biomol. Screening 8 (2002) 233