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Merck
CN

T82805

Triphenylethylene

99%

Synonym(s):

1,1,2-Triphenylethene, 1,1,2-Triphenylethylene, 1,1′,1′′-(1-Ethenyl-2-ylidene)tris[benzene], 1,2-Diphenylethenylbenzene, Benzilidenediphenylmethane, Ethene-1,1,2-triyltribenzene

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About This Item

Linear Formula:
C6H5CH=C(C6H5)2
CAS Number:
58-72-0
Molecular Weight:
256.34
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900519
EC Number:
200-395-1
Beilstein/REAXYS Number:
1867462
MDL number:
MFCD00004765

Key Documents

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Product Name

Triphenylethylene, 99%

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

SMILES string

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

assay

99%

mp

69-71 °C (lit.)

Quality Level

100

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2916
STBL3868
STBK7218
STBK4907
STBK1033

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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
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
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
Speculation on the mechanism of action of triphenylethylene antioestrogens.
C D van den Koedijk et al.
Biochemical pharmacology, 47(11), 1927-1937 (1994-06-01)
H Wiseman et al.
Chemico-biological interactions, 79(2), 229-243 (1991-01-01)
The azole antifungal drug ketoconazole was found to inhibit Fe(III)-ascorbate dependent lipid peroxidation using either rat liver microsomes or ox-brain phospholipid liposomes as the substrate. It also inhibited microsomal peroxidation induced by the Fe(III)-ADP/NADPH system. The related azoles, miconazole and
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