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Zindoxifene

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Zindoxifene
Clinical data
Other namesD-16726; NSC-341952
Identifiers
  • [4-(5-Acetyloxy-1-ethyl-3-methylindol-2-yl)phenyl] acetate
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H21NO4
Molar mass351.402 g·mol−1
3D model (JSmol)
  • CCN1C2=C(C=C(C=C2)OC(=O)C)C(=C1C3=CC=C(C=C3)OC(=O)C)C
  • 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 namesD-16726,NSC-341952) is anonsteroidalselective estrogen receptor modulator (SERM) that was under development in the 1980s and early 1990s for the treatment ofbreast cancer but was not marketed.[1] It showedestrogenic-like activity inpreclinical studies and failed to demonstrate effectiveness as a treatment for breast cancer inclinical trials.[2][3] Zindoxifene was thelead compound of the distinct2-phenylindole class of SERMs,[4][5] and the marketed SERMbazedoxifene was derived from the majoractive metabolite of zindoxifene,D-15414.[2][3] Zindoxifene was first described in 1984.[1]

References

[edit]
  1. ^abElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1300–.ISBN 978-1-4757-2085-3.
  2. ^abMaximov PY, McDaniel RE, Jordan VC (23 July 2013)."The Legacy of Tamoxifen".Tamoxifen: Pioneering Medicine in Breast Cancer. Springer Science & Business Media. pp. 170–.ISBN 978-3-0348-0664-0.
  3. ^abMcDaniel R, Maximov PY, Jordan VC (25 June 2013)."The Legacy of Tamoxifen". In Litwack G (ed.).Hormones and Breast Cancer. Elsevier. pp. 32–.ISBN 978-0-12-416676-9.
  4. ^Oettel M, Schillinger E (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.
  5. ^Maggi A, Paoletti R (2002)."The Pharmacological Modulations of Estrogen Receptor Activity".International position paper on women's health and menopause : a comprehensive approach. DIANE Publishing. pp. 111–.ISBN 978-1-4289-0521-4.

External links

[edit]
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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