Norendoxifen

Norendoxifen

Clinical data
Synonyms	N,N-Didesmethyl-4-hydroxytamoxifen
Identifiers
IUPAC name 4-[(Z)-1-[4-(2-Aminoethoxy)phenyl]-2-phenylbut-1-enyl]phenol
CAS Number	1217237-98-3
PubChem CID	68037237
DrugBank	DBMET00963
ChemSpider	32817000
ChEMBL	CHEMBL2386284
Chemical and physical data
Formula	C24H25NO2
Molar mass	359.47 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=C(c1ccc(cc1)O)c2ccc(cc2)OCCN)c3ccccc3
InChI InChI=1S/C24H25NO2/c1-2-23(18-6-4-3-5-7-18)24(19-8-12-21(26)13-9-19)20-10-14-22(15-11-20)27-17-16-25/h3-15,26H,2,16-17,25H2,1H3 Key:YCQBLTPGQSYLHD-UHFFFAOYSA-N

Norendoxifen, also known as N,N-didesmethyl-4-hydroxytamoxifen, is a nonsteroidal aromatase inhibitor (AI) of the triphenylethylene group that was never marketed. It is an active metabolite of the selective estrogen receptor modulator (SERM) tamoxifen. Unlike tamoxifen, norendoxifen is not a SERM, and instead has been found to act as a potent and selective competitive inhibitor of aromatase (K_i = 35 nM). Drugs with dual SERM and AI activity, such as 4'-hydroxynorendoxifen, have been developed from norendoxifen, and may have therapeutic potential as antiestrogens in the treatment of estrogen receptor-positive breast cancer.