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357774

Sigma-Aldrich

1-Phenylimidazole

97%

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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

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

Signal Word

Warning

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
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

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