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ChemicalBook--->CAS DataBase List--->227947-06-0

227947-06-0

227947-06-0 Structure

227947-06-0 Structure
IdentificationBack Directory
[Name]

BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
[CAS]

227947-06-0
[Synonyms]

CS-2260
EPI-001
BADGE-HCl-H2O
BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
BISPHENOL A 3-CHLORO-2-HYDROXYPROPYL DIH
3-(4-(2-(4-(3-chloro-2-hydroxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol
3-[4-[1-[4-(3-Chloro-2-hydroxypropoxy)phenyl]-1-methylethyl]phenoxy]-1,2-propanediol
2-[4-(3-chloro-2-hydroxypropyloxy)phenyl]-2-[4-(2,3-dihydroxypropyloxy)phenyl]propane
1,2-Propanediol, 3-[4-[1-[4-(3-chloro-2-hydroxypropoxy)phenyl]-1-methylethyl]phenoxy]-
BADGE-HCl-H2O, 2-[4-(3-Chloro-2-hydroxypropyloxy)phenyl]-2-[4-(2,3-dihydroxypropyloxy)phenyl]propane
Bisphenol A (3-chloro-2-hydroxypropyl) (2,3-dihydroxypropyl) ether,2-[4-(3-Chloro-2-hydroxypropyloxy)phenyl]-2-[4-(2,3-dihydroxypropyloxy)phenyl]propane, BADGE-HCl-H2O
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C21H27ClO5
[MDL Number]

MFCD02683414
[MOL File]

227947-06-0.mol
[Molecular Weight]

394.892
Chemical PropertiesBack Directory
[Melting point ]

67 °C
[Boiling point ]

601.0±55.0 °C(Predicted)
[density ]

1.228±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble15mg/mL, clear
[form ]

powder
[pka]

13.13±0.20(Predicted)
[color ]

white to beige
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

29072300
Hazard InformationBack Directory
[Uses]

EPI-001 is a selective peroxisome proliferator-activated receptor-gamma modulator that inhibits androgen receptor expression and activity in prostate cancer. It is a novel androgen receptor antagonists that has the potential for treating prostate cancer.
[Definition]

ChEBI: Bisphenol A (3-chloro-2-hydroxypropyl) (2,3-dihydroxypropyl) ether is the (3-chloro-2-hydroxypropyl) (2,3-dihydroxypropyl) diether of bisphenol A; a small molecule that inhibits transactivation of the AR amino-terminal domain (NTD). It has a role as an androgen antagonist. It is an organochlorine compound and a diether. It is functionally related to a bisphenol A and a glycerol.
[Biological Activity]

epi-001 is a small-molecule inhibitor of androgen receptor n-terminal domain. epi-001 could target the amino terminal domain of the ar and inhibit the protein-protein interactions which are necessary for ar transcriptional activity. the androgen receptor (ar) is involved in mediating the actions of male sex steroids. amplification and over-expression of androgen receptor gene may result in hormone-refractory prostate cancer [1].
[in vitro]

epi-001 inhibited the ligand-dependent argal4 transcriptional activity in lncap cells and the ligand-independent argal4 transcriptional activity in the crpc c4-2 cell line. in a panel of cell lines, epi-001 treatment decreased the mrna expression level of ar protein after 8 and 16 h treatment, such as androgen sensitive pca, crpc, lncap, c4-2, and lapc4 cell line. epi-001 dose-dependently inhibited the pca/crpc cell growth [2].
[in vivo]

intravenous injection of epi-001 significantly reduced the weight of benign prostates and blocked the growth of prostate cancer xenograft from noncastrated mature mice. epi-001 caused tumor regression of crpc. in male mice bearing lncap xenografts, after treated with epi- 001 by i.v. injection for 2 weeks, the tumor size was less than half of the control group [3].
[References]

andersen r j, mawji n r, wang j, et al. regression of castrate-recurrent prostate cancer by a small-molecule inhibitor of the amino-terminus domain of the androgen receptor[j]. cancer cell, 2010, 17(6): 535-546.brand l j, olson m e, ravindranathan p, et al. epi-001 is a selective peroxisome proliferator-activated receptor-gamma modulator with inhibitory effects on androgen receptor expression and activity in prostate cancer[j]. oncotarget, 2015, 6(6): 3811.sadar m d. small molecule inhibitors targeting the “achilles' heel” of androgen receptor activity[j]. cancer research, 2011, 71(4): 1208-1213.
Spectrum DetailBack Directory
[Spectrum Detail]

BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&(227947-06-0)1HNMR
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