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R1402

Sigma-Aldrich

Raloxifene hydrochloride

solid

Sinónimos:

Keoxifene hydrochloride, LY 156758, [6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C28H27NO4S · HCl
Número de CAS:
Peso molecular:
510.04
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

form

solid

color

light yellow

solubility

DMSO: soluble 28 mg/mL
H2O: insoluble

originator

Eli Lilly

SMILES string

Cl[H].Oc1ccc(cc1)-c2sc3cc(O)ccc3c2C(=O)c4ccc(OCCN5CCCCC5)cc4

InChI

1S/C28H27NO4S.ClH/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29;/h4-13,18,30-31H,1-3,14-17H2;1H

InChI key

BKXVVCILCIUCLG-UHFFFAOYSA-N

Gene Information

human ... ESR2(2100)

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Categorías relacionadas

Application

Raloxifene hydrochloride has been used:
  • as a competitive inhibitors for estrogen receptor α in breast cancer cells
  • as an anti-resorptive agents to test its effect on improving bone mineral density (BMD) in six-month-old female ovariectomized rats
  • to test effect on viability of esophageal adenocarcinoma cells

Biochem/physiol Actions

Raloxifene is a selective estrogen receptor modulator (SERM); acts as an anti-estrogen in both breast and uterine tissue while being estrogenic in bone. May have efficacy against estrogen-sensitive cancers.
Raloxifene is benzothiophene compound and is used in treating postmenopausal osteoporosis It comparatively induces lesser risk in developing thromboembolic events and cataracts compared to tamoxifen. Raloxifene also interacts with estrogen receptors and plasma proteins.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Health hazard

signalword

Warning

Hazard Classifications

Carc. 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

Raloxifene: a selective estrogen receptor modulator (SERM) with multiple target system effects
Muchmore DB
Oncologist, 5(5), 388-392 (2000)
Effect of osteoporosis treatment agents on the cortical bone osteocyte microenvironment in adult estrogen-deficient, osteopenic rats
Stern AR, et al.
BoneKEy reports, 8, 115-124 (2018)
Raloxifene
Moen MD, et al.
Drugs (2008)
The SERM/SERD bazedoxifene disrupts ESR1 helix 12 to overcome acquired hormone resistance in breast cancer cells
Fanning SW, et al.
eLife, 7, e37161-e37161 (2018)
Effects of chemotherapy agents on Sphingosine-1-Phosphate receptors expression in MCF-7 mammary cancer cells
Ghosal P, et al.
Biomedicine and Pharmacotherapy, 81, 218-224 (2016)

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