T82805

Sigma-Aldrich

Triphenylethylene

99%

Linear Formula:
C6H5CH=C(C6H5)2
CAS Number:
Molecular Weight:
256.34
Beilstein/REAXYS Number:
1867462
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

99%

mp

69-71 °C (lit.)

SMILES string

c1ccc(cc1)\C=C(/c2ccccc2)c3ccccc3

InChI

1S/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H

InChI key

MKYQPGPNVYRMHI-UHFFFAOYSA-N

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Application

Triphenylethylene is an aromatic hydrocarbon, which can be used as a starting material to prepare 2,2,3-triphenyloxirane by asymmetric epoxidation reaction using fluorous chiral manganese complex as a catalyst. It is also used to prepare dihydro-4,5,5-triphenyl-2(3H)-furanone by reacting with acetic anhydride in the presence of MnO2 and NaOAc.

Packaging

5 g in glass bottle

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Chellakkan S Blesson et al.
Steroids, 71(11-12), 993-1000 (2006-09-13)
The study was aimed to investigate the interaction of D,L-ormeloxifene (Orm), a triphenylethylene and its hydroxy derivative with estrogen receptor subtypes alpha and beta, its influence on ERE-driven transcriptional activation and progesterone receptor expression. In competitive binding experiments using human...
S J Gatley et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 18(7), 769-775 (1991-01-01)
A triphenylethylene compound [1,1-bis(4-hydroxyphenyl)-2-iodo-2-phenylethylene; IBHPE] has been labeled by halodestannylation with 123I at a specific radioactivity of 13,200 Ci/mmol (by in vitro receptor assay) after HPLC purification. The corresponding 80mBr-labeled compound (BrBHPE), which has a 3-fold higher affinity for the...
E Bignon et al.
FEBS letters, 271(1-2), 54-58 (1990-10-01)
The activation of type I (gamma), II (beta) and III (alpha) protein kinase C (PKC) subspecies by phosphatidylserine (PS) and diacylglycerol (DAG) is inhibited by micromolar concentrations of triphenylacrylonitrile (TPE) antiestrogens. TPE A (with p-hydroxy and p-diethylaminoethoxy groups on the...
C D van den Koedijk et al.
Biochemical pharmacology, 46(10), 1870-1872 (1993-11-17)
The binding affinity of derivatives of the triphenylethylene (TPE) antioestrogen tamoxifen and of steroidal compounds for human liver antioestrogen binding sites (AEBS) was compared with their binding affinity for rat liver AEBS. Despite the observation of some quantitative differences overall...
M Metzler et al.
American journal of clinical oncology, 14 Suppl 2, S30-S35 (1991-01-01)
The mechanisms of estrogen-induced cancer are still a matter of debate. Previous studies with stilbene estrogens and steroidal estrogens have shown that the in vitro transformation of primary Syrian hamster embryo (SHE) fibroblasts is a good experimental system for discriminating...

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