Monomethyl Ether Derivatives of 7,8-Dihydroxy- and 8,9-Dihydroxy-4-n -propy1-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolines as Possible Products of Metabolism by Catechol-O-methyltransferase

Journal of Medicinal Chemistry

Volumn 33, Issue 7, 1990, Pages 2000-2006

  Cannon, Joseph G ^a   Walker, Kathleen A ^a   Montanari, Antonio ^a   Longt, John Paul ^b   Flynn, Jan R ^b  

^a UNIVERSITY OF TSUKUBA   (Japan)

^b UNIVERSITY OF IOWA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,4,4A,5,6,10B OCTAHYDRO 8 HYDROXY 9 METHOXY 4 PROPYLBENZO[F]QUINOLINE; BENZO[F]QUINOLINE DERIVATIVE; CATECHOL METHYLTRANSFERASE; DRUG METABOLITE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CAT; DOPAMINERGIC ACTIVITY; DRUG IDENTIFICATION; DRUG SCREENING; DRUG SYNTHESIS; ENZYME ACTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NONHUMAN; PRIORITY JOURNAL;

ANIMAL; BLOOD PRESSURE; CATECHOL O-METHYLTRANSFERASE; CATS; COMPARATIVE STUDY; FEMALE; HEART CONDUCTION SYSTEM; HEART RATE; HYDROXYQUINOLINES; INDICATORS AND REAGENTS; MALE; MOLECULAR STRUCTURE; SPECTRUM ANALYSIS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0025297215     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00169a031     Document Type: Article

References (21)

1. Daly, J. W.; Axelrod, J.; Witkop, B. J. Biol. Chem. 1960, 235, 1155.
2. Kuehl, F. A.; Hichens, M.; Ormond, R. E.; Meisinger, M. A. P.; Gale, P. H.; Cirillo, V. J.; Brink, N. G. Nature 1964, 203,154.
3. McKenzie, G. M.; White, H. L. Biochem. Pharmacol. 1973, 22, 2329.
4. Cannon, J. G.; Smith, R. V.; Modiri, A.; Sood, S. P.; Borgman, R. J.; Aleem, M. A.; Long, J. P. J. Med. Chem. 1972,15, 273.
5. Horn, A. S.; deKaste, D.; Dijkstra, D.; Rollema, H.; Feenstra, M. G. P.; Westerink, B. H. C.; Grol, C. J.; Westerbrink, A. Nature 1978. 276, 405.
6. Westerink, B. H. C.; Dijkstra, D.; Feenstra, M. G. P.; Grol, C. J.; Horn, A. S.; Rollema, H.; Wirix, E. Eur. J. Pharmacol. 1980, 61, 7.
7. Rollema, H.; Westerink, B. H. C.; Mulder, T. B. A.; Dijkstra, D.; Feenstra, M. G. P.; Horn, A. S. Eur. J. Pharmacol. 1980, 64, 313.
8. Horn, A. S.; Dijkstra, D.; Feenstra, M. G. P.; Grol, C. J.; Westerink, B. H. C. Eur. J. Med. Chem. 1980, 15, 387.
9. Horn, A. S.; Dijkstra, D.; Mulder, T. B. A.; Rollema, H.; Westerink, B. H. C. Eur. J. Med. Chem. 1981, 16, 469.
10. Cannon, J. G. Adv. Neurol. 1975, 9, 177.
11. Youde, I. R.; Raxworthy, M. J.; Gulliver, P. A.; Dijkstra, D.; Horn, A. S. J. Pharm. Pharmacol. 1984, 36, 309.
12. Cannon, J. G.; Suarez-Gutierrez, C.; Lee, T.; Long, J. P.; Co-stall, B.; Fortune, D. H.; Naylor, R. J. J. Med. Chem. 1979, 22, 341.
13. Cannon, J. G.; Lee, T.; Goldman, H. D.; Long, J. P.; Flynn, J. R.; Verimer, T.; Costall, B.; Naylor, R. J. J. Med. Chem. 1980, 23, 1.
14. Costall, R.; Lim, S. K.; Naylor, R. J.; Cannon, J. G. J. Pharm. Pharmacol. 1982, 34, 246.
15. Rollema, H.; Grol, C. J. Pharm. Weekbl.,Sci. Ed. 1983, 5,159.
16. Nagata, W.; Okada, K.; Itazaki, H.; Uyeo, S. Chem. Pharm. Bull. 1975, 23, 2878.
17. Rosazza, J. P.; Bobbitt, J. M.; Schwarting, A. E. J. Org. Chem. 1972. 35 2564.
18. Taylor, E. C.; Chiang, C.; McKillop, A. Tetrahedron Lett. 1977, 1827.
19. Cannon, J. G.; O'Donnell, J. P.; Rosazza, J. P.; Hoppin, C. R. J. Med. Chem. 1974, 17, 565.
20. Umino, N.; Iwakuma, T.; Itoh, N. Tetrahedron Lett. 1976, 763.
21. Prasad, D.; Chaudhury, D. N. J. Ind. Chem. Soc. 1962, 39, 672.