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357774

Sigma-Aldrich

1-Phenylimidazole

97%

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About This Item

Fórmula empírica (notación de Hill):
C9H8N2
Número de CAS:
7164-98-9
Peso molecular:
144.17
MDL number:
MFCD00041204
UNSPSC Code:
12352005
PubChem Substance ID:
24861941
NACRES:
NA.22

assay

97%

form

liquid

bp

142 °C/15 mmHg (lit.)

mp

13 °C (lit.)

density

1.14 g/mL at 25 °C (lit.)

SMILES string

c1ccc(cc1)-n2ccnc2

InChI

1S/C9H8N2/c1-2-4-9(5-3-1)11-7-6-10-8-11/h1-8H

InChI key

SEULWJSKCVACTH-UHFFFAOYSA-N

General description

1-Phenylimidazole is an imidazole derivative. It induces 7-ethoxyresorufin-O-deethylase (EROD) activity in rainbow trout (Oncorhynchus mykiss) hepatocytes. The S(1)→S(0) transition of 1-phenylimidazole has been investigated in a supersonic jet expansion by resonant two-photon ionization. 1-Phenylimidazole is reported to be inhibitor of calmodulin-dependent nitric-oxide synthase from bovine brain and GHs pituitary cells.

Application

1-Phenylimidazole is a suitable reagent used to investigate its effect on the citrulline formation by bovine brain nitric-oxide synthase.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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M R Anari et al.
Chemical research in toxicology, 9(6), 924-931 (1996-09-01)
Organic hydroperoxides are believed to be primarily detoxified in cells by the GSH peroxidase/GSSG reductase system and activated to cytotoxic radical species by non-heme iron. However, organic hydroperoxides seem to be bioactivated by cytochrome P450 (P450) in isolated hepatocytes as
Evan G Robertson et al.
The Journal of chemical physics, 121(24), 12421-12427 (2004-12-21)
The S(1)<--S(0) transition of 1-phenylimidazole (1PI) has been studied in a supersonic jet expansion by resonant two-photon ionization. The origin band at 36 075 cm(-1) is accompanied by a low frequency progression associated with torsion about the bond connecting phenyl
C F Wilkinson et al.
Biochemical pharmacology, 32(6), 997-1003 (1983-03-15)
Equilibrium dialysis studies established that 1-[4'-(3H)-phenyl]imidazole (PI) was bound to hepatic microsomal suspensions from control, phenobarbital (PB)- and 3-methylcholanthrene (3MC)-treated rats and that the binding was directly related to the cytochrome P-450 content. Computer-assisted Scatchard plot analysis of the binding
D J Wolff et al.
Archives of biochemistry and biophysics, 311(2), 293-299 (1994-06-01)
Citrulline formation by the interferon-gamma/lipopolysaccharide-inducible murine macrophage nitric oxide synthase is inhibited reversibly by imidazole, 1-phenylimidazole, 4-phenylimidazole, and 2-phenylimidazole with IC50 values of 40 microM, 6 microM, 225 microM, and > 1 mM, respectively. 1-Phenylimidazole inhibited the maximal velocity of
A R Barros et al.
Mutation research, 321(3), 119-126 (1994-05-01)
In order to investigate the role of metabolism in acrolein genotoxicity in D. melanogaster, the action of several metabolism modifiers, namely phenobarbital, an inducer of xenobiotic metabolism, phenylimidazole and iproniazid, inhibitors of oxidative activities of cytochrome P450, and diethyl maleate
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