Broparestrol

Broparestrol
Clinical data
Trade names Acnestrol, Longestrol
Pregnancy
category
  • X (Contraindicated)
Routes of
administration		 Oral
Legal status
Legal status
  • ℞ (Prescription only)
Identifiers
Synonyms LN-107
CAS Number 479-68-5
PubChem (CID) 3032769
ChemSpider 2297663
UNII 4F4UXV47YI
Chemical and physical data
Formula C22H19Br
Molar mass 363.29026 g/mol
3D model (Jmol) Interactive image

Broparestrol (INN) (brand names Acnestrol, Longestrol), also known as α-bromo-α,β-diphenyl-β-p-ethylphenylethylene (BDPE), is a synthetic, non-steroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group[1] that is or was used in Europe as a dermatological agent and for the treatment of breast cancer.[2][3][4][5] The drug is described as slightly estrogenic[6] and potently antiestrogenic,[7][8] and inhibits mammary gland development and suppresses prolactin levels in animals.[9] It is structurally related to clomifene and diethylstilbestrol.[5][9]

Broparestrol is a mixture of E- and Z- isomers (LN-1643 and LN-2299, respectively), both of which are active and are similarly antiestrogenic but, unlike broparestrol, were never marketed.[2]

See also

References

  1. ↑ V. H. T. James; J. R. Pasqualini (22 October 2013). Proceedings of the Fourth International Congress on Hormonal Steroids: Mexico City, September 1974. Elsevier Science. pp. 223–. ISBN 978-1-4831-4566-2.
  2. 1 2 J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 183–. ISBN 978-1-4757-2085-3.
  3. ↑ Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 139–. ISBN 978-3-88763-075-1.
  4. ↑ Muller (19 June 1998). European Drug Index: European Drug Registrations, Fourth Edition. CRC Press. pp. 23–. ISBN 978-3-7692-2114-5.
  5. 1 2 I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 56–. ISBN 978-94-011-4439-1.
  6. ↑ Villee, Claude A.; Hagerman, Dwain D. (1957). "COMPOUNDS WITH ANTIESTROGENIC ACTIVITY IN VITRO1". Endocrinology. 60 (4): 552–558. doi:10.1210/endo-60-4-552. ISSN 0013-7227.
  7. ↑ Al-Hassan, Mohammed I. (1987). "Synthesis of broparestrol using palladium-catalyzed cross-coupling". Journal of Organometallic Chemistry. 321 (1): 119–121. doi:10.1016/0022-328X(87)80330-3. ISSN 0022-328X.
  8. ↑ Bentham Science Publishers (May 1994). Current Medicinal Chemistry. Bentham Science Publishers. pp. 95–.
  9. 1 2 Drosdowsky M, Edery M, Guggiari M, Montes-Rendon A, Rudali G, Vives C (1980). "Inhibition of prolactin-induced mammary cancer in C3Hf (XVII) mice with the trans isomer of bromotriphenylethylene". Cancer Res. 40 (5): 1674–9. PMID 6245799.


This article is issued from Wikipedia - version of the 9/27/2016. The text is available under the Creative Commons Attribution/Share Alike but additional terms may apply for the media files.