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M7068

Sigma-Aldrich

MPP dihydrochloride hydrate

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

Synonyme(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

Formule empirique (notation de Hill):
C29H31N3O3 · 2 HCl · xH2O
Numéro CAS:
911295-24-4
Poids moléculaire :
542.50 (anhydrous basis)
Numéro MDL:
MFCD06411603
Code UNSPSC :
51111800
ID de substance PubChem :
24724540
Nomenclature NACRES :
NA.77

product name

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

Niveau de qualité

100

Pureté

≥97% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white

Solubilité

DMSO: soluble ≥20 mg/mL

Chaîne SMILES 

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

Clé InChI

FWDNPWVVRVSJQH-UHFFFAOYSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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
João P E Saut et al.
Reproduction (Cambridge, England), 148(6), 593-606 (2014-09-24)
The risk of bacterial infection of the endometrium causing uterine disease in cattle is increased in the progesterone-dominated luteal phase of the ovarian cycle, while oestrogens or oestrus are therapeutic or protective against disease. The first line of defence against
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