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42995

Sigma-Aldrich

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

≥98.0%

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Synonym(s):
trans-2-Benzoyl-3-phenyloxirane, trans-Benzalacetophenone oxide
Empirical Formula (Hill Notation):
C15H12O2
CAS Number:
Molecular Weight:
224.25
Beilstein:
84132
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98.0%

form

solid

mp

86-89 °C (lit.)

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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)
Yoshio Itoh et al.
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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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