Triphenylbromoethylene

Triphenylbromoethylene (TPBE; brand names Bromylene, Eitriphin, Oestronyl, Prostilban, Tribenorm), also known as bromotriphenylethylene or as phenylstilbene bromide, is a synthetic nonsteroidal estrogen of the triphenylethylene group that was marketed in the 1940s similarly to the closely related estrogen triphenylchloroethylene.^[1][2]

Triphenylbromoethylene

Clinical data
Trade names	Bromylene, Eitriphin, Oestronyl, Prostilban, Tribenorm
Other names	TPBE; Tribromophenylethylene; Bromotriphenylethylene; Phenylstilbene bromide; Fenbrostilbenum
Drug class	Nonsteroidal estrogen
Identifiers
IUPAC name (1-bromo-2,2-diphenylethenyl)benzene
CAS Number	1607-57-4
PubChem CID	15354
ChemSpider	14615
UNII	MRW5MKO6LZ
CompTox Dashboard (EPA)	DTXSID80166971
ECHA InfoCard	100.015.029
Chemical and physical data
Formula	C20H15Br
Molar mass	335.244 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)Br)C3=CC=CC=C3
InChI InChI=1S/C20H15Br/c21-20(18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)17-12-6-2-7-13-17/h1-15H Key:VUQVJIUBUPPCDB-UHFFFAOYSA-N

A diethoxylated derivative of triphenylbromoethylene, estrobin (DBE), is also an estrogen, but, in contrast, was never marketed.^[3] An ethylated derivative of triphenylbromoethylene, broparestrol (BDPE), is a selective estrogen receptor modulator (SERM) that has been marketed.^[4][5]

See also

• Chlorotrianisene
• M2613
• Triphenyliodoethylene