MPP dihydrochloride

Pricing Availability Delivery Time Qty
Cat.No. 1991 - MPP dihydrochloride | C29H31N3O3.2HCl | CAS No. 911295-24-4
Description: Highly selective ERα antagonist
Chemical Name: 1,3-Bis(4-hydroxyphenyl)-4-methyl-5-[4-(2-piperidinylethoxy)phenol]-1H-pyrazole dihydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (22)
Reviews
Literature
Pathways

Biological Activity

Selective, high affinity silent antagonist at ERα receptors. Displays > 200-fold selectivity for ERα over ERβ. Ki values are 2.7 and 1800 nM at ERα and ERβ receptors respectively.

Technical Data

M. Wt 542.5
Formula C29H31N3O3.2HCl
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 911295-24-4
PubChem ID 45073474
InChI Key SMPRQALBFACGGO-UHFFFAOYSA-N
Smiles OC(C=C4)=CC=C4N1C(C(C=C3)=CC=C3OCCN2CCCCC2)=C(C)C(C5=CC=C(O)C=C5)=N1.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 54.25 100

Preparing Stock Solutions

The following data is based on the product molecular weight 542.5. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.84 mL 9.22 mL 18.43 mL
5 mM 0.37 mL 1.84 mL 3.69 mL
10 mM 0.18 mL 0.92 mL 1.84 mL
50 mM 0.04 mL 0.18 mL 0.37 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Harrington et al (2003) Activities of estrogen receptor alpha- and beta-selective ligands at diverse responsive gene sites mediating transactivation or transrepression. Mol.Cell.Endocrinol. 206 13 PMID: 12943986

Sun et al (2002) Antagonists selective for estrogen receptor α. Endocrinol. 143 941 PMID:


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22 Citations for MPP dihydrochloride

Citations are publications that use Tocris products. Selected citations for MPP dihydrochloride include:

Cruz et al (2013) High content screening of a kinase-focused library reveals compounds broadly-active against dengue viruses. PLoS Negl Trop Dis 7 e2073 PMID: 23437413

Kim et al (2013) Effects of 17β-estradiol and estrogen receptor antagonists on the proliferation of gastric cancer cell lines. J Gastric Cancer 13 172 PMID: 24156037

Dhillon and Belsham (2011) Estrogen inhibits NPY secretion through membrane-associated estrogen receptor (ER)-α in clonal, immortalized hypothalamic neurons. Int J Obes (Lond) 35 198 PMID: 20548307

Al-Khyatt (2018) Selective oestrogen receptor antagonists inhibit oesophageal cancer cell proliferation in vitro. BMC Cancer 18 121 PMID: 29390981

Wojtowicz et al (2017) Dibutyl Phthalate (DBP)-Induced Apoptosis and Neurotoxicity are Mediated via the Aryl Hydrocarbon Receptor (AhR) but not by Estrogen Receptor Alpha (ERα), Estrogen Receptor Beta (ERβ), or Peroxisome Proliferator-Activated Receptor Gamma (PPAR Neurotox Res 31 77 PMID: 27581038

Lou et al (2017) Estradiol Suppresses TLR4-triggered Apoptosis of Decidual Stromal Cells and Drives an Anti-inflammatory TH2 Shift by Activating SGK1. Int J Biol Sci 13 434 PMID: 28529452

Koong and Watson (2014) Direct estradiol and diethylstilbestrol actions on early- versus late-stage prostate cancer cells. Prostate 74 1589 PMID: 25213831

Gorelick et al (2014) Transgenic zebrafish reveal tissue-specific differences in estrogen signaling in response to environmental water samples. Environ Health Perspect 122 356 PMID: 24425189

Vinnedge et al (2012) The DEK oncogene is a target of steroid hormone receptor signaling in breast cancer. Front Microbiol 7 e46985 PMID: 23071688

Chan et al (2010) Activation of GPR30 inhibits the growth of prostate cancer cells through sustained activation of Erk1/2, c-jun/c-fos-dependent upregulation of p21, and induction of G(2) cell-cycle arrest. Proc Natl Acad Sci U S A 17 1511 PMID: 20203690

May et al (2006) Estrogens protect pancreatic β-cells from apoptosis and prevent insulin-deficient diabetes mellitus in mice. Neuropharmacology 103 9232 PMID: 16754860

Dong et al (2006) A novel estradiol/estrogen receptor α-dependent transcriptional mechanism controls expression of the human prolactin receptor. Environ Health Perspect 281 18825 PMID: 16651265

Fatima (2017) Estrogen receptor 1 (ESR1) regulates VEGFA in adipose tissue. Sci Rep 7 16716 PMID: 29196658

Gao et al (2015) Rapid responses and mechanism of action for low-dose bisphenol S on ex vivo rat hearts and isolated myocytes: evidence of female-specific proarrhythmic effects. Front Neurosci 123 571 PMID: 25723814

Bertrand et al (2015) HIV-1 Tat and cocaine mediated synaptopathy in cortical and midbrain neurons is prevented by the isoflavone Equol. J Biol Chem 6 894 PMID: 26441850

Xing et al (2016) Direct Regulation of Aromatase B Expression by 17β-Estradiol and Dopamine D1 Receptor Agonist in Adult Radial Glial Cells. Cell Death Differ 9 504 PMID: 26793050

Giordano et al (2013) Gender differences in brain susceptibility to oxidative stress are mediated by levels of paraoxonase-2 expression. Free Radic Biol Med 58 98 PMID: 23376469

Lam et al (2012) Phosphorylation of human estrogen receptor-beta at serine 105 inhibits breast cancer cell migration and invasion. Mol Cell Endocrinol 358 27 PMID: 22370157

Sobrino et al (2010) Estradiol selectively stimulates endothelial prostacyclin production through estrogen receptor-{alpha}. J Mol Endocrinol 44 237 PMID: 20110403

Zhang et al (2012) Estrogen-responsive nitroso-proteome in uterine artery endothelial cells: role of endothelial nitric oxide synthase and estrogen receptor-β. J Cell Physiol 227 146 PMID: 21374595

Mazzuca et al (2015) Estrogen receptor subtypes mediate distinct microvascular dilation and reduction in [Ca2+]I in mesenteric microvessels of female rat. J Pharmacol Exp Ther 352 291 PMID: 25472954

Wang et al (2015) Bu-Shen-Ning-Xin decoction: inhibition of osteoclastogenesis by abrogation of the RANKL-induced NFATc1 and NF-κB signaling pathways via selective estrogen receptor α. Drug Des Devel Ther 9 3755 PMID: 26229438


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Literature in this Area

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Nuclear Receptors

Nuclear Receptors Product Listing

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Pathways for MPP dihydrochloride

Estrogen

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.