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42995

Sigma-Aldrich

trans-1,3-Diphenyl-2,3-epoxy-propan-1-on

≥98.0%

Synonym(e):

trans-2-Benzoyl-3-phenyl-oxiran, trans-Benzalacetophenon-oxid

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About This Item

Empirische Formel (Hill-System):
C15H12O2
CAS-Nummer:
7570-86-7
Molekulargewicht:
224.25
Beilstein:
84132
MDL-Nummer:
MFCD00066320
UNSPSC-Code:
12352100
PubChem Substanz-ID:
57650138
NACRES:
NA.22

Assay

≥98.0%

Form

solid

mp (Schmelzpunkt)

86-89 °C (lit.)

Funktionelle Gruppe

ether
ketone
phenyl

SMILES String

O=C([C@H]1O[C@@H]1c2ccccc2)c3ccccc3

InChI

1S/C15H12O2/c16-13(11-7-3-1-4-8-11)15-14(17-15)12-9-5-2-6-10-12/h1-10,14-15H/t14-,15-/m1/s1

InChIKey

UQGMJZQVDNZRKT-HUUCEWRRSA-N

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Allgemeine Beschreibung

trans-1,3-Diphenyl-2,3-epoxypropan-1-one has been reported to efficiently participate in gas-phase Meerwein reaction under both electrospray ionization (ESI) and atmospheric pressure chemical ionization (APCI) conditions. Therapeutic potential of trans-1,3-diphenyl-2,3-epoxypropane-1-one (DPEP), and its anti-inflammatory effects have been studied.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

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Analysenzertifikate (COA)

Lot/Batch Number
379277/1

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J Seidegård et al.
European journal of biochemistry, 112(3), 643-648 (1980-12-01)
Benzil was found to be a very potent activator of microsomal epoxide hydrolase activity (measured with styrene oxide as substrate) in vitro. The activating effect was uncompetitive and benzil causes approximately ninefold increases in both the apparent V and the
G D Prestwich et al.
Archives of biochemistry and biophysics, 242(1), 11-15 (1985-10-01)
Chalcone oxides and several isosteric compounds have been prepared to examine the importance of the alpha,beta-epoxyketone moiety in the inhibition of the hydrolysis of [3H]-trans-stilbene oxide to its meso-diol by mouse liver cytosolic epoxide hydrolase (cEH). Inhibition of microsomal EH
Giulia Licini et al.
Biopolymers, 84(1), 97-104 (2005-08-27)
C(alpha)-tetrasubstituted alpha-amino acids constitute a powerful tool for controlling the conformation of short peptide sequences. Chiral peptides may be used in stereoselective reactions both for asymmetric induction and in kinetic resolution. By reviewing recent data from our own laboratories and
E C Dietze et al.
Biochemical pharmacology, 42(6), 1163-1175 (1991-08-22)
The inhibition of murine cytosolic epoxide hydrolase has been studied with both racemic and enantiomerically pure trans-3-phenylglycidols. These compounds are the first enantioselective, slow binding inhibitors of cytosolic epoxide hydrolase. The (2S,3S)-3-phenylglycidol enantiomer was always a better inhibitor than the
K A Rashid et al.
Mutation research, 169(3), 71-79 (1986-03-01)
31 p-monosubstituted chalcones (E-1, 3-diphenylpropene-1-one) and the corresponding oxides (E-1-benzoyl-2-phenyloxirane) were tested for mutagenic activity on two strains of Salmonella typhimurium (TA98 and TA100) with and without rat liver microsomal and cytosolic enzymes. Highest mutagenicity (3.0 revertants/nmole in either strain)
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