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241369

Sigma-Aldrich

2-Phenylpropionaldehyde

98%

Synonym(s):

2-Phenylpropanal, Hydratropaldehyde

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About This Item

Linear Formula:
CH3CH(C6H5)CHO
CAS Number:
93-53-8
Molecular Weight:
134.18
Beilstein:
1905601
EC Number:
202-255-5
MDL number:
MFCD00006973
UNSPSC Code:
12352100
PubChem Substance ID:
24854478
NACRES:
NA.22

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.)

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 Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
C D Thompson et al.
Chemical research in toxicology, 9(8), 1225-1229 (1996-12-01)
We propose that 3-carbamoyl-2-phenylpropionaldehyde is an intermediate in the metabolism of felbamate, an anti-epileptic drug with a unique profile of the therapeutic activity, and undergoes a cascade of chemical reactions responsible for the toxic properties of the parent drug. To
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
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