42995
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:
Molecular Weight:
224.25
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
84132
Assay:
≥98.0%
Form:
solid
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
SMILES string
O=C([C@H]1O[C@@H]1c2ccccc2)c3ccccc3
InChI key
UQGMJZQVDNZRKT-HUUCEWRRSA-N
assay
≥98.0%
form
solid
mp
86-89 °C (lit.)
functional group
ether, ketone, phenyl
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. Therapeutic potential of trans-1,3-diphenyl-2,3-epoxypropane-1-one (DPEP), and its anti-inflammatory effects have been studied.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Haiyong Han et al.
Archiv der Pharmazie, 343(8), 429-439 (2010-08-21)
Safe and effective chemotherapeutic agents for the treatment of pancreatic cancer remain elusive. We found that chalcone epoxides (1,3-diaryl-2,3-epoxypropanones) inhibited growth in two pancreatic cancer cell lines, BxPC-3 and MIA PaCa-2. Three compounds were active, with GI(50) values of 5.6
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
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
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