241369
2-Phenylpropionaldehyde
98%
Synonym(s):
2-Phenylpropanal, Hydratropaldehyde
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About This Item
Linear Formula:
CH3CH(C6H5)CHO
CAS Number:
Molecular Weight:
134.18
Beilstein/REAXYS Number:
1905601
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
98%
form
liquid
refractive index
n20/D 1.517 (lit.)
bp
92-94 °C/12 mmHg (lit.)
density
1.002 g/mL at 25 °C (lit.)
functional group
aldehyde
storage temp.
2-8°C
SMILES string
[H]C(=O)C(C)c1ccccc1
InChI
1S/C9H10O/c1-8(7-10)9-5-3-2-4-6-9/h2-8H,1H3
InChI key
IQVAERDLDAZARL-UHFFFAOYSA-N
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Application
2-Phenylpropionaldehyde (hydratropaldehyde) was used as a substrate to study the deformylation activity of reconstituted myoglobin, rMB(1).
Storage Class
10 - Combustible liquids
wgk_germany
WGK 1
flash_point_f
174.2 °F
flash_point_c
79 °C
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Takashi Matsuo et al.
Journal of the American Chemical Society, 124(38), 11234-11235 (2002-09-19)
We successfully converted myoglobin, an oxygen-storage hemoprotein, into an oxygen-activating hemoprotein like cytochrome P450s by replacing the native hemin with the artificially created flavohemin. The reconstituted myoglobin, rMb(1), was chacterized by ESI-TOF-mass, UV-vis, and fluorescence spectra. The 1H NMR spectrum
M Popović et al.
Chemical research in toxicology, 17(12), 1568-1576 (2004-12-21)
Felbamate (2-phenyl-1,3-propanediol dicarbamate, FBM) can cause aplastic anemia and hepatotoxicity. The mechanism of FBM-induced toxicities is unknown; however, it has been proposed that 2-phenylpropenal, a reactive metabolite of FBM, is responsible. The pathway leading to this metabolite involves hydrolysis of
C M Dieckhaus et al.
Chemical research in toxicology, 14(5), 511-516 (2001-05-23)
Felbamate has proven to be an effective therapy for treating refractory epilepsy. However, felbamate therapy has been limited due to the associated reports of hepatotoxicity and aplastic anemia. Previous research from our laboratory has proposed 2-phenylpropenal as the reactive metabolite
Shane G Roller et al.
Chemical research in toxicology, 15(6), 815-824 (2002-06-18)
Felbamate is an anti-epileptic drug associated with hepatotoxicity and aplastic anemia. These toxicities are believed to be mediated by the formation of the reactive species 2-phenylpropenal. 4-Hydroxy-5-phenyl-[1,3]oxazinan-2-one is a metabolic precursor for 2-phenylpropenal. 4-Hydroxy-5-phenyl-[1,3]oxazinan-2-one exists in equilibrium with 3-oxo-2-phenylpropyl carbamate
Robert J Parker et al.
Chemical research in toxicology, 18(12), 1842-1848 (2005-12-20)
Evidence has been presented suggesting that a reactive metabolite, 2-phenylpropenal (ATPAL), may be responsible for the toxicities observed during therapy with the antiepileptic drug felbamate (FBM). Formation of ATPAL from its unstable immediate precursor, 3-carbamoyl-2-phenylpropionaldedhyde (CBMA) requires the loss of
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