2-[(substituted)phenyl]-5-[1-(2-phenylazacycloheptyl) methyl]-1H-pyrroles with high affinity and selectivity for the dopamine D3 receptor

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 4, 1997, Pages 485-488

  Bolton, David ^a   Boyfield, Izzy ^a   Coldwell, Martyn C ^a   Hadley, Michael S ^a   Johns, Amanda ^a   Johnson, Christopher N ^a   Markwell, Roger E ^a   Nash, David J ^a   Riley, Graham J ^a   Scott, Emma E ^a   Smith, Stephen A ^a   Stemp, Geoffrey ^a   Wadsworth, Harry J ^a   Watts, Eric A ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

DOPAMINE 2 RECEPTOR; DOPAMINE 3 RECEPTOR; PYRROLE DERIVATIVE;

ANIMAL TISSUE; ARTICLE; BRAIN; CONTROLLED STUDY; DRUG DESIGN; DRUG RECEPTOR BINDING; DRUG SYNTHESIS; ENANTIOMER; HUMAN; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ACTIVITY RELATION;

EID: 0031576837     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00045-0     Document Type: Article

References (9)

1. 1. Grandy, D. K.; Marchionni, M. A.; Makam, H.; Stofko, R. E.; Alfano, M.; Frothingham, L.; Fischer, J. B.; Burke-Howie, K. J.; Bunzow, J. R.; Server, A. C.; Civelli, O. Proc. Nat. Acad. Sci. 1989, 86, 9762-9766.
2. 2. Sokoloff, P.; Giros, B.; Martres, M-P.; Bouthenet, M-L.; Schwartz, J-C. Nature. 1990, 347, 146-151.
3. 3. Van Tol, H. H. M.; Bunzow, J. R.; Guan, H-C.; Sunahara, R. K.; Seeman, P.; Niznik, H. B.; Civelli, O. Nature. 1991, 350, 610-614.
4. 4. Seeman, P. Synapse. 1987, 1, 133-152.
5. 5. Bolton, D.; Boyfield, I.; Coldwell, M. C.; Hadley, M. S.; Healy, M. A.; Johnson, C. N.; Markwell, R. E.; Nash, D. J.; Riley, G. J.; Stemp, G.; Wadsworth, H.. BioMed. Chem. Letts. 1996, 6, 1233-1236.
6. 6. Boyfield, I.; Coldwell, M. C.; Hadley, M. S.; Healy, M. A.; Johnson, C. N.; Nash, D. J.; Riley, G. J.; Scott, E.E.; Smith, S.A.S.; Stemp, G. BioMed. Chem. Letts in press.
7. 7. van Wijngaarden, I.; Kruse, C. G.; van Hes, R.; van der Heyden, J. A. M.; Tulp, M. T. M. J. Med. Chem. 1987, 30, 2099-2104.
8. 8. Absolute stereochemistry was determined by X-ray crystallography on the HBr salts of the resolved 2-phenylazacycloheptanes. Egglestone D. Personal Communication.
9. 1H: δ 1.46 - 2.18 (m, 8H), 2.96 - 3.34 (m, 2H), 3.12 (s, 3H), 1.81 (br s, 2H), 3.95 (s, 3H), 4.16 (br s, 1H), 6.12 (br s, 1H), 6.45 (br s, 1H), 7.10 - 7.48 (m, 10H), 7.53 (d, 2H), 7.63 (br s, 1H), 11.0 (br s, 1H).