276530
CAS Number
129453-61-8Grade
Highly PurifiedMolecular Formula
C₃₂H₄₇F₅O₃SMolecular Weight
606.77EU Commodity Code
38220090Shipping Temp
Blue IceStorage Temp
-20°CFulvestrant
(7α,17β)-7-[9-[4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol; Faslodex; Fulvestrant; ICI 182780; ZD 182780; ZD 9238; ZM 182780
Fulvestrant is a selective estrogen receptor degrader (SERD) that downregulates and degrades estrogen receptor α (ERα).1,2 It binds to rat uterine ER with an IC50 value of 44.8nM and prevents uterine weight increases induced by estradiol in immature rats (ED50> = 0.06mg/kg per day) but has no effect on uterine weight alone.3 It also decreases uterine weight in adult rats without affecting the production of luteinizing and follicle-stimulating hormones and prolactin. Fulvestrant inhibits the growth of ER-positive MCF-7 human breast cancer cells but not ER-negative BT-20 cells when used at a concentration of 1ug/ml. It also prevents tumor growth in MCF-7 and Br10 breast cancer mouse xenograft models when used at a single dose of 5mg per animal. Fulvestrant is neuroprotective in vitro against neurotoxicity induced by glutamate- and amyloid-β (1-42) (Aβ42) in primary rat hippocampal cells.4 Formulations containing fulvestrant have been used in the treatment of estrogen-sensitive breast cancer.
Synonyms (7α,17β)-7-[9-[4,4,5,5,5-Pentafluoropentyl)sulfinyl]nonyl]estra-1,3,5(10)-triene-3,17-diol; Faslodex; Fulvestrant; ICI 182780; ZD 182780; ZD 9238; ZM 182780
Molecular Formula
C₃₂H₄₇F₅O₃S
Appearance
White to off-white crystalline powder
Specific optical rotation [α]20D.3 (c=2, CH OH)
+108 to 115°
Solubility
Dichloromethane (Slightly), DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.
References
1. Kansra, S., Yamagata, S., Sneade, L., et al. Differential effects of estrogen receptor antagonists on pituitary lactotroph proliferation and prolactin release. Mol. Cell Endocrinol. 239(1-2), 27-36 (2005).|2. Wardell, S.E., Marks, J.R., and McDonnell, D.P. The turnover of estrogen receptor α by the selective estrogen receptor degrader (SERD) fulvestrant is a saturable process that is not required for antagonist efficacy. Biochem. Pharmacol. 82(2), 122-130 (2011).|3. Wakeling, A.E., Dukes, M., and Bowler, J. A potent specific pure antiestrogen with clinical potential. Cancer Res. 51(15), 3867-3873 (1991).|4. Zhao, L., O'Neill, K., and Brinton, R.D. Estrogenic agonist activity of ICI 182,780 (Faslodex) in hippocampal neurons: Implications for basic science understanding of estrogen signaling and development of estrogen modulators with a dual therapeutic profile. J. Pharmacol. Exp. Ther. 319(3), 1124-1132 (2006).USBio References
No references available