Calcium-Independent Phosphodiesterase Inhibitors as Putative Antidepressants: [3-(Bicycloalkyloxy)-4-methoxyphenyl]-2-imidazolidinones

Journal of Medicinal Chemistry

Volumn 34, Issue 1, 1991, Pages 291-298

  Saccomano, Nicholas A ^a   Vinick, Frederic J ^a   Koe, B Kenneth ^a   Nielsen, Jann A ^a   Whalen, William M ^a   Meltz, Morgan ^a   Phillips, Douglas ^a   Thadieo, Peter F ^a   Jung, Stanley ^a   Chapin, Douglas S ^a   Lebel, Lorraine A ^a   Russo, Lorena L ^a   Helweg, David A ^a   Johnson, Jonathan L ^a   Ives, Jeffery L ^a   Williams, Ian H ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5 [3 (BICYCLO[2.2.1]HEPT 2 YLOXY) 4 METHOXYPHENYL] 1 METHYL 2 IMIDAZOLIDINONE; 5 [3 (BICYCLO[2.2.1]HEPT 5 EN 2 YLOXY) 4 METHOXYPHENYL] 1 METHYL 2 IMIDAZOLIDINONE; ANTIDEPRESSANT AGENT; DESIPRAMINE; ENZYME INHIBITOR; IMIDAZOLINE DERIVATIVE; PHOSPHODIESTERASE; ROLIPRAM; UNCLASSIFIED DRUG;

ANIMAL MODEL; ANIMAL TISSUE; BRAIN; DEPRESSION; DRUG BINDING; DRUG SYNTHESIS; ENZYME INHIBITION; HYPOTHERMIA; MOUSE; NONHUMAN; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL; RAT; REVIEW;

ANIMAL; ANTIDEPRESSIVE AGENTS; BODY TEMPERATURE; BRAIN; CALCIUM; CEREBRAL CORTEX; COMPARATIVE STUDY; FEMALE; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; MOTOR ACTIVITY; PHOSPHODIESTERASE INHIBITORS; PYRROLIDINONES; RATS; RATS, INBRED STRAINS; RESERPINE; ROLIPRAM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0026034739     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00105a045     Document Type: Article

References (44)

1. Willner, P. Depression: A Physiological Synthesis; John Wiley & Sons, Inc.: New York, 1985; Chapter 11-13, pp 193-268.
2. Schwabe, U.; Miyake, M.; Ohga, Y.; Daly, J. W. Mol. Pharmacol. 1976, 12, 900.
3. Davis, C. W.; Daly, J. W. J. Cyclic Nucleotide Res. 1979, 5, 65.
4. Davis, C. W. Biochem. Biophys. Acta 1984, 797, 354.
5. Nemoz, G.; Prigent, A. M.; Moueqqit, M.; Fougier, S.; McOvschi, O.; Pacheco, H. Biochem. Pharmacol. 1985, 34, 2997.
6. Randt, C. T.; Judge, M. E.; Bonnet, K. A.; Quartermain, D. Pharmacol. Biochem. Behav. 1982, 17, 677.
7. Schneieder, H. H. Biochem. Pharmacol. 1984, 33, 1690.
8. Kehr, W.; Debus, G.; Neumeister, R. J. Neural Trans. 1985, 63, 12.
9. Wachtel, H. Neuropharmacology 1983, 22, 267.
10. Przegalinski, E.; Bigajaska, K. Pol. J. Pharmacol. 1983, 35, 233.
11. Mizokawa, T.; Kimura, K.; Ihoma, Y.; Hara, K.; Oshino, N.; Yamamoto, T.; Ueki, S. Jpn. J. Pharmacol. 1988, 48, 357.
12. Scuvee-Moreau, J.; Grisbers, I.; Dresse, A. Arch. Int. Pharmacdyn. Ther. 1987, 288, 43.
13. Przegalinski, E.; Baran, L.; Siwanowicz, J.; Nowak, G.; Antikiewicz, L.; Vetulani, J. J. Neural Trans. 1985, 64, 211.
14. Mustafa, M. R.; Stoh, J. F.; Lascombe, D. K. Eur. J. Pharmacol. 1988, 148, 171.
15. Schultz, J. E.; Schmidt, B. H. Nauyn-S-hmiedeburg's Arch Pharm. 1986, 333, 23.
16. Zeller, E.; Stief, H.-J.; Pflug, B.; Sastre-y-Hernandez, M. Pharmacopsychiatry 1984, 17, 188.
17. Horowski, R.; Sastre-y-Hernandez, M. Curr. Therap. Res. 1985, 38, 156.
18. Eckmann, F.; Fichte, K.; Meya, U.; Sastre-y-Hernandez, M. Curr. Therap. Res. 1988, 43, 291.
19. Hebenstreit, G. F.; Fellerer, K.; Fichte, K.; Fischer, G.; Geyer, N. Pharmacopsychiatry 1989, 22, 156.
20. Schneider, H. H.; Schmiechen, R.; Brezinski, R.; Siedler, J. Eur. J. Pharmacol. 1986, 127, 105.
21. Schultz, J. E.; Folkers, G. Pharmacopsychiatry 1988, 21, 83.
22. Kirmse, W. Acc. Chem. Res. 1986, 19, 36 and references therein.
23. Mitsunobu, O. Synthesis 1981, 1.
24. Zajac, W. W.; Bvrne, K. J. J. Org. Chem. 1972, 37, 521.
25. Rosenwald, R. H. J. Am. Chem. Soc. 1952, 74, 4602.
26. Burn, P. K.; Crooks, P. A.; Meth-Cohn, O. Org. Magn. Reson. 1978, 11, 370.
27. Kleinfelter, D. C.; Schleyer, P. V. R. Organic Synthesis; Wiley: New York, 1973; Collect. Vol. V, p 852.
28. Craig, C. W. Private communication.
29. Beavo, J. A.; Reifsnyder, D. H. Trends Pharmacol. Sci. 1990, 11, 150.
30. Shepard, H.; Wiggan, G. Mol. Pharmacol. 1971, 7, 111.
31. Koe, B. K.; Label, L. A.; Nielsen, J. A.; Russo, L. L.; Saccomano, N. A.; Vinick, F. J.; Williams, I. H. Drug Develop. Res. 1990, in press.
32. Marivet, M. C.; Bourguignon, J.-J.; Lugnier, C.; Mann, A.; Stoclet, J.-C.; Wermuth, C.-G. J. Med. Chem. 1989, 32, 1450.
33. Askew, B. M. Life Sei. 1963, 4, 725.
34. Koe, B. K.; Weissman, A.; Welch, W. M.; Browne, R. G. J. Pharmacol. Exp. Ther. 1983, 226, 686.
35. Porsolt, R. D. Arch. Int. Pharmacodyn. Ther. 1977, 229, 327.
36. Roche, V. F.; Roche, E. B.; Nagel, D. L. J. Org. Chem. 1982, 47, 1368.
37. Brown, H. C.; Rothberg, I.; Vender Jagt, D. L. J. Org. Chem. 1972, 37, 4098.
38. Brown, H. C.; Rothberg, I.; Chandrasekharen, J. J. Org. Chem. 1985, 50, 5574.
39. Brown, H. C.; Periasamy, M. J. Org. Chem. 1981, 46, 3166.
40. Ihman, R. C.; Serve, M. P. J. Org. Chem. 1982, 47, 4348.
41. Jefford, C. W.; Gunsher, J.; Hill, D. T.; Brun, P.; LeGras, J.; Waegell, B. Org. Synth. 1971, 51, 60.
42. Kraus, W. Chem. Ber. 1964, 97, 2719.
43. Takeuchi, K.; Oshika, T.; Koga, Y. Bull. Chim. Soc. Jpn. 1965, 38, 1318.
44. Bartlett, P. D.; Giddings, W. P. J. Am. Chem. Soc. 1960, 82, 1240.