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Triphenylmethylethylene

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Triphenylmethylethylene
Clinical data
Other namesMethyltriphenylethylene; Triphenylpropene
Drug classNonsteroidal estrogen
Identifiers
  • 1,1-diphenylprop-1-en-2-ylbenzene
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC21H18
Molar mass270.375 g·mol−1
3D model (JSmol)
  • CC(=C(C1=CC=CC=C1)C2=CC=CC=C2)C3=CC=CC=C3
  • InChI=1S/C21H18/c1-17(18-11-5-2-6-12-18)21(19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16H,1H3
  • Key:FLTIZNYOOOPPHQ-UHFFFAOYSA-N

Triphenylmethylethylene, also known asmethyltriphenylethylene or astriphenylpropene, is asyntheticnonsteroidal estrogen of thetriphenylethylene group that is related totriphenylchloroethylene and was never marketed.[1][2] Along withdiethylstilbestrol and triphenylchoroethylene, triphenylmethylethylene was studied in 1944 bySir Alexander Haddow for the treatment ofbreast cancer, and this is historically notable in that it was the first time that high-dose estrogens were found to be effective in the treatment of breast cancer.[1][3] However, while diethylstilbestrol and triphenylchloroethylene were found to be significantly effective, triphenylmethylethylene was less effective and showed a favorable response in only 1 of 4 treated cases.[4][5]

See also

[edit]

References

[edit]
  1. ^abV. Craig Jordan (2013).Estrogen Action, Selective Estrogen Receptor Modulators, and Women's Health: Progress and Promise. World Scientific. pp. 42–43.ISBN 978-1-84816-958-6.
  2. ^Hormones and Breast Cancer. Elsevier. 25 June 2013. pp. 9–.ISBN 978-0-12-416676-9.
  3. ^D. J. Th. Wagener (13 July 2009).The History of Oncology. Bohn Stafleu van Loghum. pp. 189–.ISBN 978-90-313-6143-4.
  4. ^Obiorah I, Jordan VC (2013)."Scientific rationale for postmenopause delay in the use of conjugated equine estrogens among postmenopausal women that causes reduction in breast cancer incidence and mortality".Menopause.20 (4):372–82.doi:10.1097/GME.0b013e31828865a5.PMC 3740456.PMID 23921472.Of 4 cases of breast cancer treated with triphenylmethylethylene, only one showed a favorable response.
  5. ^Sir James Hopwood Jeans (1928).The physics of the universe. Printed by R. & R. Clark, limited. p. 486.Triphenylmethylethylene was less effective than either stilbcestrol or triphenylchloroethylene.


Estrogens
ERTooltip Estrogen receptor agonists
Progonadotropins
Antiestrogens
ERTooltip Estrogen receptor antagonists
(incl.SERMsTooltip selective estrogen receptor modulators/SERDsTooltip selective estrogen receptor downregulators)
Aromatase inhibitors
Antigonadotropins
Others
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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