WAY 200070

CAS# 440122-66-7

WAY 200070

Catalog No. BCC7669----Order now to get a substantial discount!

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Chemical structure

WAY 200070

3D structure

Chemical Properties of WAY 200070

Cas No. 440122-66-7 SDF Download SDF
PubChem ID 9861330 Appearance Powder
Formula C13H8BrNO3 M.Wt 306.11
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : ≥ 31 mg/mL (101.27 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name 4-(7-bromo-5-hydroxy-3H-1,3-benzoxazol-2-ylidene)cyclohexa-2,5-dien-1-one
SMILES C1=CC(=O)C=CC1=C2NC3=CC(=CC(=C3O2)Br)O
Standard InChIKey IVFWABSHZFOMIG-UHFFFAOYSA-N
Standard InChI InChI=1S/C13H8BrNO3/c14-10-5-9(17)6-11-12(10)18-13(15-11)7-1-3-8(16)4-2-7/h1-6,15,17H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of WAY 200070

DescriptionSelective ERβ receptor agonist that displays 68-fold selectivity over ERα (EC50 values are 2 and 155 nM for ERβ and ERα respectively). Displays antianxiolytic and antidepressive effects in vivo.

WAY 200070 Dilution Calculator

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WAY 200070 Molarity Calculator

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Preparing Stock Solutions of WAY 200070

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2668 mL 16.334 mL 32.668 mL 65.336 mL 81.67 mL
5 mM 0.6534 mL 3.2668 mL 6.5336 mL 13.0672 mL 16.334 mL
10 mM 0.3267 mL 1.6334 mL 3.2668 mL 6.5336 mL 8.167 mL
50 mM 0.0653 mL 0.3267 mL 0.6534 mL 1.3067 mL 1.6334 mL
100 mM 0.0327 mL 0.1633 mL 0.3267 mL 0.6534 mL 0.8167 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on WAY 200070

WAY-200070, a selective agonist of estrogen receptor beta as a potential novel anxiolytic/antidepressant agent.[Pubmed:18423777]

Neuropharmacology. 2008 Jun;54(7):1136-42.

Recent studies have reported that estrogen has antidepressant-like effects in animal models. In this study we used the highly selective ER beta agonist, WAY-200070, to examine the role of ER beta activation on brain neurochemistry and activity in antidepressant and anxiolytic models in male mice. Within 15 min of administration, WAY-200070 (30 mg/kg s.c.) caused the nuclear translocation of striatal ER beta receptors from the cytosol. WAY-200070 also increased c-fos activation 4h, but not 15 min after administration. Both nuclear translocation and c-fos induction effects of WAY-200070 demonstrate that WAY-200070 has bound to estrogen receptors and triggered downstream events. The absence of these effects in the ER beta KO mice confirms that WAY-200070 was targeting ER beta. Administration of WAY-200070 (30 mg/kg s.c.) produced a delayed approximately 50% increase in dopamine in the striatum of wild type mice. The effect was significant and maintained from 90 to 240 min. This increase was absent in ER beta KO mice. In wild type mice, WAY-200070 (30 mg/kg s.c.) also produced a delayed and transient approximately 100% increase in 5-HT. To further investigate the role of ER beta receptors on serotonergic function, 5-HTP accumulation was measured. ER beta KO mice were found to have reduced frontal cortex levels of 5-HTP, indicating reduced tryptophan hydroxylase activity. WAY-200070 (3-30 mg/kg s.c.) was also tested in behavioural models. WAY-200070 (30 mg/kg s.c.) reduced immobility time in the mouse tail suspension test indicating an antidepressant-like effect. WAY-200070 (30 mg/kg) showed anxiolytic-like effects in the four-plate test (increased punished crossings) and stress-induced hyperthermia (attenuation of hyperthermic response). The effects of the selective ER beta agonist, WAY-200070, on dopamine and serotonin, the anxiolytic-like and antidepressant-like effects as well as the genotype specific effects on neurochemistry support that positive modulation of ER beta function may provide a novel treatment for affective disorders.

Effects of lorazepam and WAY-200070 in larval zebrafish light/dark choice test.[Pubmed:25842247]

Neuropharmacology. 2015 Aug;95:226-33.

Zebrafish larvae spend more time in brightly illuminated area when placed in a light/dark testing environment. Here we report that the anxiolytic drugs lorazepam and diazepam increased the time larval fish spent in the dark compartment in the light/dark test. Lorazepam did not affect the visual induced optokinetic response of larval fish. Gene expression levels of c-fos and crh were significantly increased in the hypothalamus of fish larvae underwent light/dark choice behavior, whilst lorazepam treatment alleviated the increased c-fos and crh expressions. Furthermore, we found estrogen receptor beta gene expression level was increased in fish larvae underwent light/dark choice. We next examined effects of estrogen receptor modulators (estradiol, BPA, PHTPP, and WAY-200070) in the light/dark test. We identified WAY-200070, a highly selective ERbeta agonist significantly altered the light/dark choice behavior of zebrafish larvae. Further investigation showed WAY-200070 treatment caused a reduction of crh expression level in the hypothalamus, suggesting activation of ERbeta signaling attenuate the stress response. Interestingly, WAY-200070 treatment caused marked increase of c-fos expression in the habenula of fish larvae underwent behavior test. These results suggest WAY-200070 activation of ERbeta mediated signaling may regulate anxiety related behavior in zebrafish through modulation of neuronal activity in habenula.

Differential effects of estrogen receptor alpha and beta specific agonists on social learning of food preferences in female mice.[Pubmed:18004284]

Neuropsychopharmacology. 2008 Sep;33(10):2362-75.

There is an evolutionary advantage to learning food preferences from conspecifics, as social learning allows an individual to bypass the risks associated with trial and error individual learning. The social transmission of food preferences (STFP) paradigm examines this advantage. Females in the proestrus and diestrus phases of the estrous cycle show a prolonged preference for the demonstrated food relative to estrus and ovariectomized females. Additionally, both estrogen receptor alpha (ERalpha) and estrogen receptor beta (ERbeta) knockout mice show impaired social recognition, which suggests that both receptors may be involved in other types of socially dependent learning, including the STFP. The present study investigated the effect of the ERalpha selective agonist PPT (1,3,5-tris(4-hydroxyphenyl)-4-propyl-1H-pyrazole) and the ERbeta selective agonist WAY-200070 (7-Bromo-2-(4-hydroxyphenyl)-1,3-benzoxazol-5-ol) on the STFP. Results showed that ovariectomized (ovx) mice treated with PPT failed to learn the socially acquired preference, while WAY-200070-treated ovx mice showed a two-fold prolonged preference for the food eaten by their demonstrator. The effects of PPT on the socially acquired food preference cannot be explained by effects on the total food intake of the groups or on the type of interaction with the demonstrator mouse. The effects of WAY-200070 may be partially due to effects on Submissive Behavior. The higher WAY-200070 doses produced prolonged preferences similar to those seen previously in intact female mice during the proestrus and diestrus phases. This suggests that the estrous cycle's effects on social learning may be due to the action of ERbeta on Submissive Behavior, or to ERbeta countering that of ERalpha.

Design and synthesis of aryl diphenolic azoles as potent and selective estrogen receptor-beta ligands.[Pubmed:15456246]

J Med Chem. 2004 Oct 7;47(21):5021-40.

New diphenolic azoles as highly selective estrogen receptor-beta agonists are reported. The more potent and selective analogues of these series have comparable binding affinities for ERbeta as the natural ligand 17beta-estradiol but are >100-fold selective over ERalpha. Our design strategy not only followed a traditional SAR approach but also was supported by X-ray structures of ERbeta cocrystallized with various ligands as well as molecular modeling studies. These strategies enabled us to take advantage of a single conservative residue substitution in the ligand-binding pocket, ERalpha Met(421) --> ERbeta Ile(373), to optimize ERbeta selectivity. The 7-position-substituted benzoxazoles (Table 5) were the most selective ligands of both azole series, with ERB-041 (117) being >200-fold selective for ERbeta. The majority of ERbeta selective agonists tested that were at least approximately 50-fold selective displayed a consistent in vivo profile: they were inactive in several models of classic estrogen action (uterotrophic, osteopenia, and vasomotor instability models) and yet were active in the HLA-B27 transgenic rat model of inflammatory bowel disease. These data suggest that ERbeta-selective agonists are devoid of classic estrogenic effects and may offer a novel therapy to treat certain inflammatory conditions.

Description

WAY-200070 is a selective estrogen receptor β (ERRβ) agonist with an IC50 of 2.3 nM.

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