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M7068

Sigma-Aldrich

MPP dihydrochloride hydrate

≥97% (HPLC), powder, estrogen receptor α agonist

Synonym(s):

1,3-Bis(4-hydroxyphenyl)-4-methyl-5-[4-(2-piperidinylethoxy)phenol]-1H-pyrazole dihydrochloride hydrate, Methyl-piperidino-pyrazole hydrate

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About This Item

Empirical Formula (Hill Notation):
C29H31N3O3 · 2 HCl · xH2O
CAS Number:
911295-24-4
Molecular Weight:
542.50 (anhydrous basis)
MDL number:
MFCD06411603
UNSPSC Code:
51111800
PubChem Substance ID:
24724540
NACRES:
NA.77

product name

MPP dihydrochloride hydrate, ≥97% (HPLC), white, powder

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

DMSO: soluble ≥20 mg/mL

SMILES string

Cl.Cl.Cc1c(nn(-c2ccc(O)cc2)c1-c3ccc(OCCN4CCCCC4)cc3)-c5ccc(O)cc5

InChI

1S/C29H31N3O3.2ClH/c1-21-28(22-5-11-25(33)12-6-22)30-32(24-9-13-26(34)14-10-24)29(21)23-7-15-27(16-8-23)35-20-19-31-17-3-2-4-18-31;;/h5-16,33-34H,2-4,17-20H2,1H3;2*1H

InChI key

FWDNPWVVRVSJQH-UHFFFAOYSA-N

General description

Methyl-piperidino-pyrazole hydrate (MPP) is prepared from a methyl-pyrazole-triol (MPT), a pyrazole triol.

Application

MPP dihydrochloride hydrate has been used as an estrogen receptor α antagonist:
  • in human breast cancer MCF-7 cells
  • to pre-treat endometrial ex vivo organ cultures (EVOCs)
  • to treat pituitary glands to monitor luteinizing hormone secretion

Biochem/physiol Actions

MPP dihydrochloride is a specific estrogen receptor α antagonist.
Methyl-piperidino-pyrazole hydrate (MPP) is an agonist for estrogen receptor α and lacks any ligand functionality with estrogen receptor (ER)β. It promotes silibinin induced apoptosis in human breast cancer MCF-7 cells.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fu Guangtao et al.
Frontiers in pharmacology, 12, 746391-746391 (2021-11-23)
Periprosthetic osteolysis is one of the major long-term complications following total joint replacement. Its cause is widely accepted to be wear particle-induced activation of inflammatory macrophages. No effective strategy for the prevention and treatment of periprosthetic osteolysis is yet available.
Nan Zheng et al.
Journal of pharmacological sciences, 128(3), 97-107 (2015-06-29)
The estrogen receptor alpha (ERα) has been proven to be one of the most important therapeutic targets in breast cancer over the last 30 years. Previous studies pointed out that a natural flavonoid, silibinin, induced apoptosis in human breast cancer
Hai-Bing Zhou et al.
Bioorganic & medicinal chemistry letters, 19(1), 108-110 (2008-11-19)
Methyl-piperidino-pyrazole (MPP), an estrogen receptor alpha (ERalpha)-selective antagonist we developed, has a basic side chain (BSC) attached to an ERalpha-selective agonist ligand, methyl-pyrazole-triol (MPT) through an ether linkage. To remove the possibility that metabolic cleavage of the BSC in MPP
Julia Y H Liu et al.
General and comparative endocrinology, 272, 63-75 (2018-12-06)
Estrogen is well known to have a modulatory role on gastrointestinal tract, particularly through its interaction with nuclear estrogen receptors (ERs), alpha and beta (ERα/β). Recent functional studies also indicate that estrogen can activate a G-protein coupled estrogen receptor, GPR30
Junqiang Yan et al.
Aging, 12(9), 8107-8119 (2020-05-14)
Neuroinflammation and oxidative stress play key roles in the pathological development of Parkinson's disease (PD). Nerve growth factor-induced gene B (Nur77) is closely related to dopamine neurotransmission, and its pathogenesis is unclear. This study aims to investigate the role and
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