BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
Synonym(s):3-[4-[1-[4-(3-Chloro-2-hydroxypropoxy)phenyl]-1-methylethyl]phenoxy]-1,2-propanediol;EPI 001
- CAS NO.:227947-06-0
- Empirical Formula: C21H27ClO5
- Molecular Weight: 394.89
- MDL number: MFCD02683414
- EINECS: 200-258-5
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:02:18
What is BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&?
The Uses of BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
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.
What are the applications of Application
Bisphenol A (3-chloro-2-hydroxypropyl) (2,3-dihydroxypropyl) ether is A standard for determining toxic BADGE and derivatives in canned food
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.
Properties of BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
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 information for BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for BISPHENOL A-(3-CHLORO-2-HYDROXYPROPYL)-&
New Products
2,2-diethoxyethanethioamide Tubulysin C Tubulysin D Tubulysin B Potassium HMDS (1.0 M in THF) 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE 3-METHYLAZETIDIN-3-OL HYDROCHLORIDE tetrahydro-4-methyl-2H-pyran 1-(1,1-Difluoroethyl)-2-fluorobenzene 2H-Pyran, 4-ethynyltetrahydro- 2-(azetidin-3-ylidene)acetonitrile (hydrochloride) Imeglimin Hydrochloride IH 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Calcium Sodium Phosphosilicate IH 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile Latanoprostene Bunod Magnesium Trisilicate Lubiprostone Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 1H-Imidazole-4-carbonitrileRelated products of tetrahydrofuran
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