Zindoxifene

Zindoxifene
Clinical data
Other names	D-16726; NSC-341952
Identifiers
	IUPAC name [4-(5-Acetyloxy-1-ethyl-3-methylindol-2-yl)phenyl] acetate;
CAS Number	86111-26-4;
PubChem CID	65645;
ChemSpider	59082;
UNII	1IRS95M8DN;
KEGG	C14745;
ChEBI	CHEBI:35052;
ChEMBL	ChEMBL32227;
CompTox Dashboard (EPA)	DTXSID60235396 ;
Chemical and physical data
Formula	C21H21NO4
Molar mass	351.402 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN1C2=C(C=C(C=C2)OC(=O)C)C(=C1C3=CC=C(C=C3)OC(=O)C)C;
	InChI InChI=1S/C21H21NO4/c1-5-22-20-11-10-18(26-15(4)24)12-19(20)13(2)21(22)16-6-8-17(9-7-16)25-14(3)23/h6-12H,5H2,1-4H3; Key:KSZGVNZSUJHOJA-UHFFFAOYSA-N;

Zindoxifene (INN; former developmental code names D-16726, NSC-341952) is a nonsteroidal selective estrogen receptor modulator (SERM) that was under development in the 1980s and early 1990s for the treatment of breast cancer but was not marketed.[1] It showed estrogenic-like activity in preclinical studies and failed to demonstrate effectiveness as a treatment for breast cancer in clinical trials.[2][3] Zindoxifene was the lead compound of the distinct 2-phenylindole class of SERMs,[4][5] and the marketed SERM bazedoxifene was derived from the major active metabolite of zindoxifene, D-15414.[2][3] Zindoxifene was first described in 1984.[1]

References

J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1300–. ISBN 978-1-4757-2085-3.
Philipp Y. Maximov; Russell E. McDaniel; V. Craig Jordan (23 July 2013). Tamoxifen: Pioneering Medicine in Breast Cancer. Springer Science & Business Media. pp. 170–. ISBN 978-3-0348-0664-0.
Hormones and Breast Cancer. Elsevier. 25 June 2013. pp. 32–. ISBN 978-0-12-416676-9.
Michael Oettel; Ekkehard Schillinger (6 December 2012). Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens. Springer Science & Business Media. pp. 68–69. ISBN 978-3-642-58616-3.
International position paper on women's health and menopause : a comprehensive approach. DIANE Publishing. pp. 111–. ISBN 978-1-4289-0521-4.

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