BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-& Chemical Properties

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

pka

13.13±0.20(Predicted)

form 

powder

color 

white to beige

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29072300

BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-& Usage And Synthesis

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.

BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&(227947-06-0)Related Product Information

• Bisphenol A Impurity 8
• Phenol
• Polycarbonate
• 4,4'-DIHYDROXYDIPHENYLMETHANE
• Epichlorohydrin
• MFCD02018974
• BISPHENOL A DIGLYCIDYL ETHER RESIN
• Bisphenol A Impurity 7
• Bisphenol A
• 4-[1-(4-hydroxyphenyl)-1-methylethyl]benzene-1,2-diol
• BISPHENOL F DIGLYCIDYL ETHER
• Bisphenol A impurity 2
• Bisphenol A Impurity 3-d8
• Bisphenol A impurity 5
• Bisphenol A Impurity 2-d8
• Bisphenol A Impurity 9-d4
• Bisphenol A Impurity 6-d8
• Bisphenol A Impurity 5-d8