Discovery of thiochroman derivatives bearing a carboxy-containing side chain as orally active pure antiestrogens

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 15, 2006, Pages 4090-4094

  Kanbe, Yoshitake ^a   Kim, Myung Hwa ^a   Nishimoto, Masahiro ^a   Ohtake, Yoshihito ^a   Tsunenari, Toshiaki ^a   Taniguchi, Kenji ^a   Ohizumi, Iwao ^a   Kaiho, Shin ichi ^a   Nabuchi, Yoshiaki ^a   Kawata, Setsu ^a   Morikawa, Kazumi ^a   Jo, Jae Chon ^b   Kwon, Hee An ^b   Lim, Hyun Suk ^b   Kim, Hak Yeop ^b  

^a CHUGAI PHARMACEUTICAL CO LTD   (Japan)

^b C and C Research Laboratories   (South Korea)

Author keywords

Chroman; Estrogen receptor; Pure antiestrogen; Thiochroman

Indexed keywords

ANTIESTROGEN; FULVESTRANT; THIOCHROMAN DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DRUG ABSORPTION; DRUG ACTIVITY; DRUG METABOLISM; DRUG POTENCY; DRUG STABILITY; DRUG STRUCTURE; INTESTINE ABSORPTION; INTESTINE WALL; LIVER METABOLISM; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION;

ADMINISTRATION, ORAL; AREA UNDER CURVE; CHROMANS; ESTROGEN RECEPTOR MODULATORS;

EID: 33745166673     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.04.090     Document Type: Article

References (13)

1. Wakeling A.E., and Bowler J. J. Steroid Biochem. Mol. Biol. 43 (1992) 173
2. Wakeling A.E., Dukes M., and Bowler J. Cancer Res. 51 (1991) 3867
3. Wakeling A.E., and Bowler J. Proc. R Soc. Edinb. B Biol. Sci. 95 (1989) 247
4. Dukes M., Chester R., Yarwood L., and Wakeling A.E. J. Endocrinol. 141 (1994) 335
5. Robertson J.F.R., Osborne C.K., Howell A., Jones S.E., Mauriac L., Ellis M., Kleeberg U.R., Come S.E., Vergote I., Gertler S., Buzdar A., Webster A., and Morris C. Cancer 98 (2003) 229
6. Osborne C.K., Pippen J., Jones S.E., Parker L.M., Ellis M., Come S., Gertler S.Z., May J.T., Burton G., Dimery I., Webster A., Morris C., Elledge R., and Buzdar A. J. Clin. Oncol. 20 (2002) 3386
7. Howell A., Robertson J.F.R., Albano J.Q., Aschermannova A., Mauriac L., Kleeberg U.R., Vergote I., Erikstein B., Webster A., and Morris C. J. Clin. Oncol. 20 (2002) 3396
8. Kanbe, Y. et al., Bioorg. Med. Chem. 2006, in press, doi:10.1016/j.bmc.2006.03.020.
9. Pike A.C.W., Brzozowski A.M., Walton J., Hubbard R.E., Thorsell A.G., Li Y.L., Gustafsson J.A., and Carlquist M. Structure 9 (2001) 145
10. Jo, J. C.; Lim, H. S.; Kim, J. M.; Kim, J. S.; Morikawa, K.; Kanbe, Y.; Kim, M. H.; Nishimoto, M. PCT Int. Appl. WO9965893, 1999.
11. Jo, J. C.; Na, Y. J.; Heo, H. G.; Kim, J. M.; Morikawa, K.; Kanbe, Y.; Nishimoto, M.; Kim, M. H. PCT Int. Appl. WO0142234, 2001; EP Patent 1241166, 2002.
12. Jo, J. C.; Park, S. D.; Lim, H. S.; Kim, J. S.; Kim, S. J.; Morikawa, K.; Kanbe, Y.; Nishimoto, M.; Kim, M. H. PCT Int. Appl. WO9825916, 1998.
13. Kanbe, Y. et al. Presented at the 23rd Medicinal Chemistry Symposium, Tsukuba, Japan, November 2004; paper 1P-16.