Estrobin
Tools
From Wikipedia, the free encyclopedia
Estrobin
Clinical data
None
Identifiers
1,1'-(2-Bromo-2-phenyl-1,1-ethenediyl)bis(4
-ethoxybenzene)
CID
(
EPA
)
Chemical and physical data
C
24
H
23
Br
O
2
423.350
g·mol
−1
Estrobin
, also known as
α,α-di(
p
-ethoxyphenyl)-β-phenylbromoethylene
and commonly abbreviated as
DBE
, is a
,
of the
group that was never marketed.
, and
subsequently
and
, were derived from it.
Estrobin,
similarly to other triphenylethylenes, is very
and hence very long-
lasting in its duration of action.
Similarly to chlorotrianisene,
estrobin behaves as a
to a much more potent estrogen in the body.
Chemistry
[
]
Synthesis
[
]
The chemical synthesis of estrobin has been described:
between two equivalents of 4-bromophenetole (
1
) and ethyl
phenylacetate (
2
) gives 1,1-bis(4-ethoxyphenyl)-2-phenylethanol (
3
).
Treatment with molecular bromine in
then completes the
synthesis of estrobin (
5
).
Related compounds
[
]
Other bromotriphenylethylenes with estrogenic activity include
,
, and
.
The chief metabolite is thought to elicit a stronger degree of estrogenicity
than estrobin itself.
This analogy is like comparing
to
. In the SAR study that followed, it was elucidated that an olefinic (aka
vinylic) halogen atom is not in fact actually requisite for there to be a high degree of binding to the estrogen
receptor. However, in later work it was confirmed that BHPE proved to be a weak "impeded" estrogen with minor
antiestrogenic potency.
See also
[
]
Further reading
[
]
Way S (January 1946).
.
British Medical Journal
.
1
(4435):
10–
1.
:
.
.
.
Greene R (January 1946).
.
British Medical Journal
.
1
(4435):
9–
10.
:
.
.
.
References
[
]
^
Jordan VC (1986).
. Univ of Wisconsin Press. pp. 23–.
.
^
Welsh AL (April 1954). "Use of synthetic estrogenic substance chlorotrianisene (TACE) in treatment of acne".
Archives
of Dermatology
.
69
(4):
418–
27.
:
.
.
Donald Hey and Philip Carter, GB586493 (1947 to BRITISH SCHERING RES LAB Ltd).
Frederick Robert Basford, GB567807 (1945 to Imperial Chemical Industries Ltd).
Koelsch, C. F. (June 1932).
.
Journal of the American Chemical Society
.
54
(6):
2487–
2493.
:
.
:
.
Retrieved
8 January
2026
.
EL BOROLOSSY AW, BOUTROS M (April 1958). "Pharmacological studies on some synthetic estrogens D.B.E. and ovobrene".
Archives
Internationales de Pharmacodynamie et de Therapie
.
114
(
3–
4):
282–
90.
.
Charles F Longfellow & Arnold O Jackson,
(1947 to G W CARNRICK Co).
Ruenitz PC, Bagley JR, Nanavati NT (July 1988). "Synthesis and estrogen receptor selectivity of 1,1-bis(4-hydroxyphenyl)-2-(p-
halophenyl)ethylenes".
Journal of Medicinal Chemistry
.
31
(7):
1471–
5.
:
.
.
Gust, R., Schönenberger, H., Range, K.-J., Klement, U., Schneider, M. (November 1993).
.
Monatshefte für Chemie - Chemical Monthly
.
124
(
11–
12):
1181–
1193.
:
.
Agonists
Steroidal:
(
)
(e.g.,
and
,
,
,
and
, many others; via estrogenic metabolites)
Nonsteroidal:
Unknown/unsorted:
Xenoestrogens:
-related (e.g.,
,
,
,
,
)
(e.g.,
,
,
,
)
(e.g.,
,
)
(incl.
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
,
)
(e.g.,
,
,
)
(e.g.,
)
(e.g.,
,
,
,
,
,
,
,
,
)
(e.g.,
(
),
,
)
(e.g.,
,
,
)
(e.g.,
,
,
,
,
,
)
-like (e.g.,
,
)
(e.g.,
,
)
(e.g.,
,
(e.g.,
,
,
),
,
,
,
,
,
)
Others (e.g.,
,
)
Mixed
(
)
Antagonists
(
,
,
,
)
Coregulator-binding modulators:
Noncompetitive inhibitors:
Agonists
(
,
)
(
)
Antagonists
Unknown
See also
:
This page was last edited on 16 March 2026, at 07:33
(UTC)
.
Text is available under the
;
additional terms may apply. By using this site, you agree to the
and
. Wikipedia® is a registered trademark of the
, a non-profit organization.
