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Sigma-Aldrich

1-Phenylimidazole

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$54.20

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

$54.20

List Price$68.00Save 20%
Web-Only Promotion

Available to ship onApril 29, 2025Details


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Quality Level

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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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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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)
J A Zijlstra et al.
Mutation research, 198(1), 73-83 (1988-03-01)
The route of administration of a drug is a pharmacological factor to be reckoned with. In Drosophila, a whole-animal object for mutagenicity studies, the way in which a mutagen is applied can also be of crucial importance. In this study
M Murray et al.
Toxicology letters, 25(2), 191-198 (1985-05-01)
Repeated administration of N-phenylimidazole (PI) to rats (3 daily doses of 200 mumol/kg/day) enhanced hepatic microsomal cytochrome P-450 levels (approx. 130%) and aminopyrine N-demethylase (APDM) and aniline p-hydroxylase (APH) activities (approx. 140%); aryl hydrocarbon (benzo[a]pyrene) hydroxylase (AHH) and 7-ethoxycoumarin O-deethylase
Filippo Monti et al.
Inorganic chemistry, 54(6), 3031-3042 (2015-03-06)
A series of cationic iridium(III) complexes with two carbene-based cyclometalating ligands and five different N^N bipyridine and 1,10-phenanthroline ancillary ligands is presented. For the first time--in the frame of a rarely studied class of bis(heteroleptic) iridium complexes with two carbene-based

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