Design and synthesis of fluorinated RXR modulators

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 19, 2003, Pages 3191-3195

  Gernert, D L ^b   Ajamie, R ^b   Ardecky, R A ^a   Bell, M G ^b   Leibowitz, M D ^a   Mais, D A ^a   Mapes, C M ^a   Michellys, P Y ^a   Rungta, D ^a   Reifel Miller, A ^b   Tyhonas, J S ^a   Yumibe, N ^b   Grese, T A ^b  

^a LIGAND PHARMACEUTICALS INC   (United States)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIDIABETIC AGENT; LG 101506; RETINOID X RECEPTOR; RETINOID X RECEPTOR STIMULATING AGENT; ROSIGLITAZONE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG DESIGN; DRUG EFFICACY; DRUG POTENCY; DRUG RECEPTOR BINDING; DRUG SCREENING; DRUG SYNTHESIS; FLUORINATION; NONHUMAN;

HOMO;

EID: 10744224797     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(03)00703-0     Document Type: Article

References (15)

1. Mangelsdorf D.J., Unesono K., Evans R.M. The Retinoids: Biology, Chemistry, and Medicine. 2nd ed. 1994;Raven, New York. p 319.
2. Schulman I.G., Crombie D., Bissonnette R.P., Cesario R., Roegner K., Shao G., Heyman R.A. Handbook of Experimental Pharmacology. 139:1999;215. and references therein. Springer. Berlin.
3. (a) Willson T.M., Brown P.J., Sternbach D.D., Henke B.R. J. Med. Chem. 44:2000;527, and references therein (b) Lehnard J.M. Recept. Channels. 27:2001;249 (c) Jones A.B. Med. Res. Rev. 21:2001;540 (d) Isserman I., Green S. Nature. 347:1990;645.
4. (a) Willson T.M., Brown P.J., Sternbach D.D., Henke B.R. J. Med. Chem. 44:2000;527, and references therein (b) Lehnard J.M. Recept. Channels. 27:2001;249 (c) Jones A.B. Med. Res. Rev. 21:2001;540 (d) Isserman I., Green S. Nature. 347:1990;645.
5. (a) Willson T.M., Brown P.J., Sternbach D.D., Henke B.R. J. Med. Chem. 44:2000;527, and references therein (b) Lehnard J.M. Recept. Channels. 27:2001;249 (c) Jones A.B. Med. Res. Rev. 21:2001;540 (d) Isserman I., Green S. Nature. 347:1990;645.
6. (a) Willson T.M., Brown P.J., Sternbach D.D., Henke B.R. J. Med. Chem. 44:2000;527, and references therein (b) Lehnard J.M. Recept. Channels. 27:2001;249 (c) Jones A.B. Med. Res. Rev. 21:2001;540 (d) Isserman I., Green S. Nature. 347:1990;645.
7. Michellys, P. Y.; Ardecky, R. J.; Leibowitz, M. D.; Tyhonas, J. S.; Mapes, C. M.; Chen, J.; Thompson, A. W.; Faulkner, A. L.; Miller, A.; Grese, T. A.; Etgen, G.; Liu, S.; Ogilvie, K. M.; Karanewsky, D. S.; Boehm, M. F. Abstracts of Papers, 223rd ACS National Meeting, Orlando, FL, USA, April 7-11, 2002. MEDI-005.
8. Michellys, P. Y.; Chen, J. H.; Grese, T. A.; Karanewsky, D. S.; Leibowitz, M. D.; Liu, S.; Mais, D. A.; Mapes, C. M.; Reifel-Miller, A.; Ogilvie, K. M.; Rungta, D.; Thompson, A. W.; Tyhonas, J. S.; Yumibe N.; Boehm, M. F.; Ardecky, R. J. Design and Synthesis of New RXR-Selective Modulators with Improved Pharmacological Profile. In press.
9. Chen C., Wilcoxen K., Zhu Y., Kim K., McCarthy J.R. J. Org. Chem. 64:1999;3476.
10. McCarthy J.R., Huber E.W., Le T., Laskovics F.M., Matthews P. Tetrahedron. 52:1996;45.
11. Bell, M. G.; Grese, T. A.; Gernert, D. L.; Yumibe, N. P.; Boehm, M. F.; Michellys, P. Y.; Ardecky, R. J.; Mapes, C. M.; Chen, J. H.; Tyhonas, J. S. PCT Int. WO2002072528.
12. Urdaneta F., Neudo A., Herrera Julio C., Rodriguez-Arias Eloy Nouel Ciencia (Maracaibo). 3:1995;41.
13. Ardecky, R. J.; Boehm, M. F.; Faulkner, A. L.; Hamann, L. G.; Jones, T. K.; Mapes, C. M.; Michellys, P.; Tyhonas, J. S.; Thompson, A. J.; Chen, J. PCT Int. WO0119770.
14. Boehm M.F., Zhang L., Badea B.A., White S.K., Mais D.E., Berger E., Suto C.M., Goldman M.E., Heyman R.A. J. Med. Chem. 37:1994;2930.
15. Michellys, P. Y.; Ardecky, R. J.; Chen, J. H.; Crombie, D. L.; Etgen, G. ; Faul, M.; Faulkner, A. L.; Grese, T. A.; Heyman, R. A.; Karanewsky, D. S.; Klausing, K.; Leibowitz, M. D.; Liu, S.; Mais, D. A.; Mapes, C. M.; Marschke, K.; Reifel-Miller, A.; Ogilvie, K. M.; Rungta, D.; Thompson, A. W.; Tyhonas, J. S.; Boehm, M. F. J. Med. Chem., 2003, 46, 2683.