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357774

1-Phenylimidazole

97%

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1 G

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
Molecular Weight:
144.17
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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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.[1] The S(1)→S(0) transition of 1-phenylimidazole has been investigated in a supersonic jet expansion by resonant two-photon ionization.[2] 1-Phenylimidazole is reported to be inhibitor of calmodulin-dependent nitric-oxide synthase from bovine brain and GHs pituitary cells.[3]

Application

1-Phenylimidazole is a suitable reagent used to investigate its effect on the citrulline formation by bovine brain nitric-oxide synthase.[3]

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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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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
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 Hirashima et al.
Bioorganic & medicinal chemistry, 7(7), 1437-1443 (1999-08-28)
Three-dimensional pharmacophore hypotheses were built from a set of 43 agonists against octopamine receptor class 3 (OAR3) in locust nervous tissue. Among the 10 chemical-featured models generated by program Catalyst/Hypo, a hypothesis including hydrogen-bond acceptor (HBA), hydrophobic (Hp), and hydrophobic
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
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

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