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Endoxifen (E-isomer)

Names

[ CAS No. ]:
114828-90-9

[ Name ]:
Endoxifen (E-isomer)

[Synonym ]:
4-[(E)-1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
Endoxifen (E-isomer)

Biological Activity

[Description]:

Endoxifen E-isomer is the E-isomer of (Z)-Endoxifen. (Z)-Endoxifen, an active metabolite generated via actions of CYP3A4/5 and CYP2D6, is a more potent selective estrogen receptor modulator (SERM) than Tamoxifen.

[Related Catalog]:

Signaling Pathways >> Others >> Estrogen Receptor/ERR
Research Areas >> Cancer

[In Vitro]

Endoxifen exists as the potently anti-estrogenic (Z)-isomer and the lesser known (E)-isomer. It is assumed that (E)-Endoxifen, structurally related to (E)-4-OH-tamoxifen, have similar pharmacological properties. The (E)-isomer is an impurity in (Z)-Endoxifen drug substance and increases under certain storage conditions. (E)-Endoxifen is identified as the primary degradant[1].

[References]

[1]. Elkins P, et al. Characterization of the isomeric configuration and impurities of (Z)-Endoxifen by 2D NMR, high resolution LC-MS, and quantitative HPLC analysis. J Pharm Biomed Anal. 2014 Jan;88:174-9.


[Related Small Molecules]

Elacestrant dihydrochloride | AZD9496 | Kaempferol | XCT 790 | Estrone | GDC-0810 | (20S)-Protopanaxatriol | 27-Hydroxycholesterol | Diethylstilbestrol | PHTPP | 2,3-bis(4-hydroxyphenyl)propionitrile | 4',7-Isoflavandiol | cholesterol | Chrysin | Endoxifen (Z-isomer hydrochloride)

Chemical & Physical Properties

[ Molecular Formula ]:
C25H27NO2

[ Molecular Weight ]:
373.48700

[ Exact Mass ]:
373.20400

[ PSA ]:
41.49000

[ LogP ]:
5.75040

[ Storage condition ]:
2-8℃

Synthetic Route

Precursor & DownStream

Precursor

DownStream


Related Compounds