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116416

Sigma-Aldrich

1-Benzylimidazole

99%

Synonym(s):

1-(Phenylmethyl)-1H-imidazole, 1-Benzyl-1H-imidazole, N-Benzylimidazole

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About This Item

Empirical Formula (Hill Notation):
C10H10N2
CAS Number:
4238-71-5
Molecular Weight:
158.20
Beilstein:
114571
EC Number:
224-200-4
MDL number:
MFCD00005296
UNSPSC Code:
12352005
eCl@ss:
39161001
PubChem Substance ID:
24847290
NACRES:
NA.22

Quality Level

100

Assay

99%

bp

310 °C (lit.)

mp

68-70 °C (lit.)

functional group

phenyl

SMILES string

C(c1ccccc1)n2ccnc2

InChI

1S/C10H10N2/c1-2-4-10(5-3-1)8-12-7-6-11-9-12/h1-7,9H,8H2

InChI key

KKKDZZRICRFGSD-UHFFFAOYSA-N

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General description

1-Benzylimidazole has been used to prepare cyclodextrin-ionic liquid polymer (βCD-BIMOTs-TDI).

Biochem/physiol Actions

1-Benzylimidazole is a CYP inhibitor that inhibits the biotransformation of MeO-BDEs (methoxylated-brominated diphenyl ethers) to OH-BDEs (hydroxylated) in fishes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK9688
MKBT2478V
MKBM7203V
MKBH8598V
MKBD5994

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Jérémie Doiron et al.
European journal of medicinal chemistry, 46(9), 4010-4024 (2011-06-28)
A series of bis- and mono-benzonitrile or phenyl analogues of letrozole 1, bearing (1,2,3 and 1,2,5)-triazole or imidazole, were synthesized and screened for their anti-aromatase activities. The unsubstituted 1,2,3-triazole 10a derivative displayed inhibitory activity comparable with that of the aromatase
José María Navas et al.
Environmental toxicology and chemistry, 22(4), 830-836 (2003-04-11)
Xenobiotics can induce cytochrome P4501A (CYP1A) by ligand binding to the aryl hydrocarbon receptor (AhR). Typical AhR ligands are polycyclic aromatic compounds with planar molecular conformation. The present work investigated the ability of the N-imidazole derivative, 1-benzylimidazole (BIM), to induce
P Rothenbach et al.
Journal of applied physiology (Bethesda, Md. : 1985), 83(2), 530-536 (1997-08-01)
This study examines the hypothesis that intestinal ischemia-reperfusion (I/R) injury contributes to renal dysfunction by altered renal eicosanoid release. Anesthetized Sprague-Dawley rats underwent 60 min of sham or superior mesenteric artery (SMA) occlusion with 60 min of reperfusion. The I/R
A Grothusen et al.
Archives of toxicology, 71(1-2), 64-71 (1996-01-01)
Liver microsomes are a frequently used probe to investigate the phase I metabolism of xenobiotics in vitro. Structures containing nucleophilic hetero-atoms are possible substrates for cytochrome P450 enzymes (P450) and flavin-containing monooxygenases (FMO). Both enzymes are located in the endoplasmatic
Fredrik Jernerén et al.
Lipids, 47(7), 707-717 (2012-05-01)
(8R)-Hydroperoxy-(9Z,12Z)-octadecadienoic acid (8-HPODE) is formed by aspergilli as an intermediate in biosynthesis of oxylipins with effects on sporulation. 8-HPODE is transformed by separate diol synthases to (5S,8R)-dihydroxy- and (8R,11S)-dihydroxy-(9Z,12Z)-octadecadienoic acids (5,8- and 8,11-DiHODE). The former is formed by the cytochrome
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