Endoxifen

Endoxifen
Identifiers

IUPAC name 4-[1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenylbut-1-enyl]phenol
Synonyms	N-Desmethyl-4-hydroxytamoxifen; 4-Hydroxy-N-desmethyltamoxifen; Desmethylhydroxytamoxifen
CAS Number	110025-28-0
PubChem CID	130621
ChEMBL	CHEMBL1949791
Chemical and physical data
Formula	C₂₅H₂₇NO₂
Molar mass	373.496 g/mol
3D model (Jmol)	Interactive image
SMILES CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCNC)C3=CC=CC=C3
InChI InChI=1S/C25H27NO2/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 Key:MHJBZVSGOZTKRH-UHFFFAOYSA-N

Endoxifen, also known as N-desmethyl-4-hydroxytamoxifen, is an orally active non-steroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group that is or was under development for the treatment of estrogen receptor-positive breast cancer. It is also being evaluated as an antipsychotic for treatment of mania and other psychotic disorders. Endoxifen is an active metabolite of tamoxifen and has been found to be effective in patients that have failed previous hormonal therapies (tamoxifen, aromatase inhibitors, and fulvestrant). The prodrug tamoxifen is metabolized by the CYP2D6 enzyme to produce afimoxifene (4-hydroxytamoxifen) and endoxifen.