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Sigma-Aldrich

1-Phenylimidazole

97%

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About This Item

Empirical Formula (Hill Notation):
C9H8N2
CAS Number:
7164-98-9
Molecular Weight:
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

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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Priyadarshini Balaraman et al.
Biochimica et biophysica acta. General subjects, 1863(2), 304-312 (2018-11-06)
The camphor-degrading microorganism, Pseudomonas putida strain ATCC 17453, is an aerobic, gram-negative soil bacterium that uses camphor as its sole carbon and energy source. The genes responsible for the catabolic degradation of camphor are encoded on the extra-chromosomal CAM plasmid.
R M Chabin et al.
Biochemistry, 35(29), 9567-9575 (1996-07-23)
Nitric oxide synthase catalyzes the pyridine nucleotide-dependent oxidation of L-arginine to nitric oxide and L-citrulline. It is a specialized cytochrome P450 monooxygenase that is sensitive to inhibition by imidazole. Steady-state kinetic studies on recombinant human inducible nitric oxide synthase (rH-iNOS)
D M Grant et al.
Biochemical pharmacology, 36(8), 1251-1260 (1987-04-15)
The nature of the cytochrome P-450-dependent enzyme reactions giving rise to four primary metabolites of caffeine was investigated using microsomes isolated from livers of human kidney donors. Metabolite formation proceeded at a lower rate than that predicted from in vivo
P R Kerklaan et al.
Journal of cancer research and clinical oncology, 111(3), 196-202 (1986-01-01)
The effect of the mixed-function oxidase inhibitor phenylimidazole (PI) and the amine oxidase inhibitors iproniazid (IPRO) and aminoacetonitrile (AAN) on the mutagenic activity of various carcinogens was determined in intrasanguineous host-mediated assays, using mice as hosts and E. coli 343/113
P Ammann et al.
Toxicology and applied pharmacology, 149(2), 217-225 (1998-05-08)
Chloroform is carcinogenic in rodents but is not mutagenic or DNA reactive. Chloroform-induced hepatocarcinogenesis in rodents is believed to be secondary to events associated with cytotoxicity and cell proliferation. Understanding the mechanisms of chloroform toxicity may provide insights into the
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