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42995

Sigma-Aldrich

trans-1,3-Diphenyl-2,3-epoxypropan-1-one

≥98.0%

Synonym(s):

trans-2-Benzoyl-3-phenyloxirane, trans-Benzalacetophenone oxide

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About This Item

Empirical Formula (Hill Notation):
C15H12O2
CAS Number:
7570-86-7
Molecular Weight:
224.25
Beilstein:
84132
MDL number:
MFCD00066320
UNSPSC Code:
12352100
PubChem Substance ID:
57650138
NACRES:
NA.22

Assay

≥98.0%

form

solid

mp

86-89 °C (lit.)

functional group

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

InChI key

UQGMJZQVDNZRKT-HUUCEWRRSA-N

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General description

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.[1] Therapeutic potential of trans-1,3-diphenyl-2,3-epoxypropane-1-one (DPEP), and its anti-inflammatory effects have been studied.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Yoshio Itoh et al.
Plant & cell physiology, 43(5), 578-585 (2002-06-01)
In the "Rhapsody" cultivar of the carnation, which bears white flowers variegated with red flecks and sectors, a transposable element, dTdic1, belonging to the Ac/Ds superfamily, was found within the dihydroflavonol 4-reductase (DFR) gene. The red flecks and sectors of
Chalcone oxides--potent selective inhibitors of cytosolic epoxide hydrolase.
C A Mullin et al.
Archives of biochemistry and biophysics, 216(2), 423-439 (1982-07-01)
A D Marshall et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 30(6), 467-473 (1992-06-01)
The effect of modulating epoxide metabolism by inhibiting microsomal and cytosolic epoxide hydrolases and depleting glutathione, on the cytotoxicity of trans-anethole has been examined in freshly isolated rat hepatocytes in suspension. Hepatocytes derived from female Sprague-Dawley CD rats by collagenase
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