Bone active bisphosphonate mechanistic studies: Synthesis of a 2-pyrindinylmethylene bisphosphonic acid via a photolytic ring contraction

Heteroatom Chemistry

Volumn 11, Issue 7, 2000, Pages 442-448

  Ebetino, Frank H ^a   Soyke Jr , Edward G ^a   Dansereau, Susan M ^a  

^a PROCTER AND GAMBLE PHARMACEUTICALS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOPHOSPHONATE DRUGS; BONE RESORPTION; NITROGEN CONTAINING ANALOGS; PHOTOLYTIC RING CONTRACTION; PYRINDINYLMETHYLENE BIOPHOSPHONIC ACID;

BONE; CELLS; NITROGEN; ORGANIC ACIDS; PHOSPHORUS COMPOUNDS; PHOTOLYSIS; SYNTHESIS (CHEMICAL);

DRUG PRODUCTS;

EID: 0034506529     PISSN: 10427163     EISSN: None     Source Type: Journal    
DOI: 10.1002/1098-1071(2000)11:7<442::AID-HC2>3.0.CO;2-4     Document Type: Article

References (23)

1. (a) Fleisch, H.; Russell, R. G. G.; Francis, M. D. Science 1969, 165, 1262-64;
2. (b) Ebetino, F. H.; Francis, M. D.; Rogers, M. J.; Russell, R. G. G. Reviews in Contemporary Pharmacotherapy 1998, 9, 233-243.
3. (a) Geddes, A. D.; D'Souza, S.; Ebetino, F. H.; Ibbotson, K., Vol. 8, Bone and Mineral Research; Heersche, J. N. M., Kanis, J. A., Eds., Elsevier Science: Amsterdam, 1994, pp 265-306;
4. (b) Ebetino, F. H.; Dansereau, S. M. In Bisphosphonate on Bones; Bijvoet, O., Fleisch, H. A., Canfield, R. E., Russell, R. G. G., Eds., Elsevier Science BV: Amsterdam, 1995; Chapter 9, 139-153.
5. (a) Rogers, M. J.; Xiong, X.; Brown, R. J.; Watts, D. J.; Russell, R. G. G.; Bayless, A. V.; Ebetino, F. H. Mol Pharm 1995, 47, 398-402;
6. (b) Luckman, S. P.; Coxon, F. P.; Ebetino, F. H.; Russell, R. G. G.; Rogers, M. J. J Bone Min Res 1998, 12 (11), 1668-1678.
7. (a) Rogers, M. J.; Gordon, S.; Benford, H. L.; Coxon, F. P.; Luckman, S. P.; Monkkonen, J.; Frith, J. C. Cancer 2000, 88 (12) (Suppl), 2961-2978;
8. (b) Coxon, F. P.; Helfrich, M. H.; Van't Hof, R.; Sebti, S.; Ralston, S. H.; Hamilton, A.; Rogers, M. J. J Bone Min Res 2000, 15 (8), 1467-1476.
9. Ebetino, F. H.; McOsker, J. E.; Borah, B.; Emge, T. J.; Crawford, R. J.; and Berk, J. D. In Osteoporosis, Third International Symposium on Osteoporosis, Copenhagen, Denmark, 1990; Christiansen, C., Overgaard, K., Eds.; Handelstrykkereit Aalborg ApS: Aalborg, Denmark, 1990; pp 1344-1346.
10. Binder, D. Monatsh Chem 1974, 105, 196-202.
11. Pfleger, K.; Fuchs, W.; Pailer, M. Monatsh Chem 1977, 108(2), 459-467.
12. (a) Sus, O. Liebigs Ann Chem 1944, 556, 65, 85;
13. (b) Sus, O. Liebigs Ann Chem 1947, 557, 237;
14. (c) Sus, O. Liebigs Ann Chem 1953, 579, 133.
15. Birch, A. J.; Jackson, A. H.; Shannon, P. V. R. J Chem Soc Perkin Trans 1 1974, 19, 2185.
16. Schenk, R.; Merz, W. A.; Muhlbauer, R.; Russell, R. G. G.; Fleisch, H. Calcified Tissue Int 1973, 11, 196.
17. Francis, M. D.; Hovancik, K.; Boyce, R. W. Int J Tiss Reac 1989, XI (5), 239-252.
18. (a) Rogers, M. J.; Xiong, X.; Brown, R. J.; Watts, D. J.; Russell, R. G. G.; Bayless, A. V.; Ebetino, F. H. Mol Pharm 1995, 47, 398-402;
19. (b) Luckman, S. P.; Coxon, F. P.; Ebetino, F. H.; Russell, R. G. G.; Rogers, M. J. J Bone Min Res 1998, 13 (11), 1668-1678.
20. (a) Ebrahimpour, A.; Ruble, A.; Ebetino, F. H.; Dansereau, S. M. In Abstracts In Bone and Mineral, Second Workshop on Bisphosphonates, From the Laboratory to the Patient, Davos, Switzerland, April 15, 1994, Vol. 25, Suppl. 1, no. 25, S65.
21. (b) Ebrahimpour, A.; Francis, M. D. In Bisphosphonate on Bones; Bijvoet, O., Fleisch, H. A., Canfield, R. E., Russell, R. G. G., Eds.; Amsterdam: Elsevier Science BV, 1995; Chapters, 125-137.
22. (a) van Beek, E.; Pieterman, E.; Cohen, L.; Lowik, C.; Papapoulos, S. Biochem Biophys Res Commun 1999, 264, 108-111;
23. (b) Bergstrom, J. D.; Bostedor, R. G.; Masarachia, P. J.; Reszka, A. A.; Rodan, G. Arch Biochem Biophys 2000, 373, 231-241.