Synthesis and Biological Activity of Allosteric Modulators of GABAB Receptors. Part 4. Synthesis of Potentially Fluorescent Acridines and Conformationally Restricted N-(arylpropyl)-1-arylethylamines
A series of 8 new derivatives of fendiline was prepared for evaluation as allosteric modulators of GABAB receptors: 4 based on acridine and 4 with restricted distance between the 2 aryl moieties.
Synthesis and Biological Activity of Allosteric Modulators of GABAB Receptors. Part 4. Synthesis of Potentially Fluorescent Acridines and Conformationally Restricted N-(arylpropyl)-1-arylethylamines
A series of 8 new derivatives of fendiline was prepared for evaluation as allosteric modulators of GABAB receptors: 4 based on acridine and 4 with restricted distance between the 2 aryl moieties.
___
- Kerr, D. I. B.; Ong, J.; Perkins, M. V.; Prager, R. H.; Puspawati, N. M. Aust. J. Chem. 2006, 59, 445.
- Biggio, G.; Concas, A.; Costa, E. E. ”GABAergic Synaptic Transmission: Molecular, Pharmacological and Clinical Aspects”, Raven Press: New York 1992.
- Kerr, D. I. B.; Ong, J. Pharmacol. Exp. Therap., 1995, 67, 187.
- Galvez, T.; Duthey, B.; Kniazeff, J.; Blahos, J.; Rovelli, G.; Bettler, B.; Prezeau, L.; Pin, J.P. EMBO J. 2001, , 2152.
- Burke, D.; Andrew, C. J.; Knowless, L. J. J. Neurol. Sci. 1971, 14, 199.
- Meldrum, B. S. Int. Rev. Neurobiol. 1975, 17, 1.
- Perry, T. L.; Hansen, S.; Kloster, M. New Eng. J. Med. 1973, 288, 337.
- Lloyd, K. G. J. Neural Transm. Suppl. 1980, 16, 217.
- Liang, J. H.; Chen, F.; Krstew, E.; Cowen, M. S.; Carroll, F. Y.; Crawford, D.; Beart, P. M.; Lawrence, A. J. Neuropharmacol. 2006, 50, 632.
- Orrua, A.; Laib, P.; Lobinab, C.; Maccionia, P.; Pirasa, P.; Scanua, L.; Froestl, W.; Gessab, G. L.; Caraib, M. A. M.; Colombob, G. Eur. J. Pharmacol. 2005, 525, 105.
- Slattery, D. A.; Markou, A.; Froestl, W.; Cryan, J. F. Neuropsychopharmacol. 2005, 30, 2065.
- Szymanska, A.; Wiczk, W.; Lankiewicz, L. Chem. Heterocycl. Compd. (Eng. Transl.) 2000, 36, 801.
- Fox, M. A.; Chanon, M. (Eds), Photoinduced Electron Transfer Part C ; Elsevier: Amsterdam 1988.
- Magison, O. J,; Grigorowski, A. M. Chem. Ber. 1936, 69, 396.
- Groundwater, P. W.; Munawar, M. A. J. Chem. Soc., Perkin Trans. 1 1997, 3381.
- Cane, D. E; Prabakharan, P. C.; Tan, W.; Ott, W. R. Tetrahedron Lett. 1991, 32, 5457.
- Corey, E. J.; Chaykovsky, M. J. Am. Chem. Soc. 1965, 87, 1345.
- Argabright, P. A.; Hofmann, J. E.; Schriesheim, A. J. Org. Chem. 1965, 30, 3233.
- Nosaki, H.; Yamamoto, Y.; Noyori, R. Tetrahedron Lett. 1966, 11, 1123.
- Bernthsen, A. Justus Liebigs Ann. Chem. 1884, 224, 1.
- Veverkova, E.; Noskova, M.; Toma, S. Syn. Commun. 2002, 32, 729.
- Eldho, N. V.; Saminathan, M.; Ramaiah, D. Syn. Commun. 1999, 29, 4007.
- Koshima, H.; Kutsunai, K. Heterocyles 2002, 57, 1299.
- Lettre, H.; Jungmann, P.; Salfeld, J. Chem. Ber. 1952, 85, 397.
- Levine, R.; Sheppard, C. S. J. Org. Chem. 1974, 39, 3556.
- Prager, R. H.; Williams, C. H. The Acridine-9(10H)-ones in ”Houben-Weyl Science of Synthesis”, Vol. 15 Georg Thiem: Stuttgart 2005.
- Prager, R. H.; Thredgold, H. M. Aust. J. Chem. 1969, 22, 2627.
- Crow, W. D; Price, J. R. Aust. J. Sci. Res. 1949, 2, 255.
- Hodgeman, D. K. C.; Prager, R. H. Aust. J. Chem. 1972, 25, 585.
- Hodgeman, D. K. C.; Prager, R. H. Aust. J. Chem. 1972, 25, 191.
- Gream, G. E.; Hodgeman, D. K. C.; Prager, R. H. Aust. J. Chem. 1972, 25, 569.
- Perrin, D. D.; Armarego, W. L. F.; Perrin, D. R. PuriŞcation of laboratory chemicals; 2nded. Pergamon Press: Oxford 1980.
- Campbell, A.; Franklin, C. S.; Morgan, E. N.; Tivey, D. J. J. Chem. Soc. 1958, 1145.