Synthesis and structure-activity relationship of substituted 1,2,3,4- tetrahydroisoquinolines as N-type calcium channel blockers

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 18, 1998, Pages 2415-2418

  Yuen, Po Wai ^a   Schelkun, Robert M ^a   Szoke, Balazs ^b   Tarczy Hornoch, Katalin ^b  

^a PFIZER INC   (United States)

^b Neurex Corporation   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM CHANNEL BLOCKING AGENT; OMEGA CONOTOXIN MVIIA; PD 029361; TETRAHYDROISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHANNEL GATING; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; NEUROBLASTOMA CELL; REACTION ANALYSIS; STRUCTURE ACTIVITY RELATION;

CALCIUM CHANNEL BLOCKERS; HUMANS; ISOQUINOLINES; MODELS, CHEMICAL; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 0032558489     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00440-5     Document Type: Article

References (11)

1. 1. Nargeot, J. C. R. Seances Soc. Biol. Ses Fil. 1996, 190, 219.
2. 2. Miljanich, G. P.; Ramachandran, J. Annu. Rev. Pharmacol. Toxicol. 1995, 35, 707.
3. 3. (a) Verweij, B. H.; Muizelaar, J. P.; Vinas, F. C.; Peterson, P. L.; Xiong, Y.; Lee, C. P. Neurol. Res. 1997, 19, 334.
4. (b) Bowersox, S. S.; Singh, T.; Luther, R. R. Brain Res. 1997, 747, 343-347.
5. (c) Bowersox, S. S.; Gadbois, T.; Singh, T.; Pettus, M.; Wang, Y.-X.; Luther, R. R. J. Pharmacol. Exp. Ther. 1996, 279, 1243.
6. 4. Bowersox, S. S.; Valentino, K. L.; Luther, R. R. Drug News and Perspective 1994, 7, 261.
7. 5. Malone, T. C.; Dooley, D.; Lescosky, L. J.; Rafferty, M. F.; Stoehr, S.; Szoke, B.; Tarczy-Hornoch, K. Abstracts of Papers, 214th National Meeting of the American Chemical Society, Las Vegas, NV; the American Chemical Society: Washington, DC, 1997; Abstract MEDI-006.
8. 2+ indicator Indo-1 in IMR-32 human neuroblastoma cells in the presence of 5 μM of nitrendipine to block L-type channels.
9. 9 (formula presented)
10. 8. The isoquinoline 2 was prepared in 60% yield from 5-hydroxyisoquinoline, formaldehyde and hexamethyleneimine in THF under standard Mannich conditions.
11. 9. Urano, S.; Tokuzawa, K.; Nakano, S.; Matsuo, M. Heterocycles 1984, 22, 257.