Saltar al contenido
Merck

E8284

Sigma-Aldrich

(E/Z)-Endoxifen Hydrochloride Hydrate

≥98% (HPLC)

Sinónimos:

(E/Z)-Endoxifen hydrochloride hydrate, (E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride hydrate, (E/Z)-4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol hydrochloride hydrate (1:1 E/Z mixture); (E/Z)-4OHNDtam hydrochloride hydrate

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula empírica (notación de Hill):
C25H27NO2 · HCl · xH2O
Peso molecular:
409.95 (anhydrous basis)
MDL number:
UNSPSC Code:
12352203
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to beige

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O.Cl.CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCNC)cc3

InChI

1S/C25H27NO2.ClH.H2O/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2;;/h4-16,26-27H,3,17-18H2,1-2H3;1H;1H2/b25-24-;;

InChI key

BISAMGUAXFFKDX-NDIQBZANSA-N

Application

(E/Z)-Endoxifen Hydrochloride Hydrate has been used:
as a selective estrogen receptor modulator (SERM) to study the role of miR-27a expression
to impregnate a biocompatible polymer in the subcutaneous space adjacent to the TA muscle of PDGFRαCreER;R26NG mice
to study its in vivo performance and properties for CreERT2 (mutant estrogen receptor) control

Biochem/physiol Actions

(E/Z)-Endoxifen hydrochloride ((E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride) is a tamoxifen metabolite and potent Selective Estrogen Response Modifier (SERM). It is equipotent to 4-hydroxytamoxifen with respect to estrogen receptor binding and inhibition of 17-estradiol (E2)-induced cell proliferation. It is primarily catalyzed by cytochrome P450 2D6 (CYP2D6). Mutations in CYP2D6 may prevent response to tamoxifen by preventing formation of endoxifen. The gene expression patterns of five genes have been validated to be differentially regulated by endoxifen and 4-OH-Tamoxifen. Endoxifen and 4-OH-Tam have similar effects on global gene expression patterns in MCF-7 cells and the majority of the affected genes are estrogen-regulated genes.
(E/Z)-endoxifen hydrochloride may be used in hormone therapy to fight breast cancer. Endoxifen is considered as an active metabolite of tamoxifen. Hence it is responsible for the tamoxifen activity in the human body.

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.

Storage Class

11 - Combustible Solids

wgk_germany

nwg

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Mesenchymal Stromal Cells Are Required for Regeneration and Homeostatic Maintenance of Skeletal Muscle
Wosczyna MN, et al.
Testing, 27(7), 2029-2035 (2019)
In Vivo Performance and Properties of Tamoxifen Metabolites for CreERT2 Control
Felker A, et al.
PLoS ONE, 11(4), e0152989-e0152989 (2016)
The effects of a novel hormonal breast cancer therapy, endoxifen, on the mouse skeleton
Gingery A, et al.
PLoS ONE, 9(5), e98219-e98219 (2014)
Min Joung Lee et al.
Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 40(7), 1546-1561 (2020-01-29)
Cerebral endothelial cells (ECs) require junctional proteins to maintain blood-brain barrier (BBB) integrity, restricting toxic substances and controlling peripheral immune cells with a higher concentration of mitochondria than ECs of peripheral capillaries. The mechanism underlying BBB disruption by defective mitochondrial
Bojan Ljepoja et al.
Breast (Edinburgh, Scotland), 43, 31-38 (2018-11-12)
MicroRNA-27a (miR-27a) is a small non-coding RNA, shown to play a role in multiple cancers, including the regulation of ERα expression in breast cancer. Most ERα positive tumors are treated with Selective Estrogen Receptor Modulators (SERMs) and thus the role

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico