BenzylimidazoleAn inducer of various cytochrome P-450 isozymes and inhibitor of thromboxane A2 synthase

Benzylimidazole (CAS 4238-71-5)

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Application: An inducer of various cytochrome P-450 isozymes and inhibitor of thromboxane A2 synthase
CAS Number: 4238-71-5
Purity: ≥98%
Molecular Weight: 158.2
Molecular Formula: C10H10N2
* Refer to Certificate of Analysis for lot specific data (including water content).
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Benzylimidazole is commonly used as a procarcinogenic or mutagenic compound. Benzylimidazole was found to induce various cytochrome P-450 (CYP) isozymes including, CYP1A, CYP2B1, CYP3A2 and CYP4A11. The compound has also decreased plasma triglyceride levels and has been a potent inducer of rat liver enzymes. Benzylimidazole has been observed to stimulate three distinct forms of UDP-glucuronosyltransferase in male Wistar rats. In addition, Benzylimidazole has been shown to inhibit TXA Synthase (thromboxane A2 synthase) and to have strong cardiotonic activity similar to the cardiac glycosides, including the absence of effects on rate and resistance to adrenergic beta blockers.


References

1. Tuttle, R.S., et al. 1975. J. Pharmacol. Exp. Ther. 194: 624-632. PMID: 1159635
2. Lynch, T.J., et al. 1985. Biochem. Pharmacol. 34: 1515-1522. PMID: 2986650
3. Magdalou, J., et al. 1988. Biochem. Pharmacol. 37: 3297-3304. PMID: 2840913
4. Mori, Y., et al. 1993. Mutat. Res. 302: 129-133. PMID: 7684507
5. Mori, Y., et al. 2001. Mutagenesis. 16: 479-486. PMID: 11682638

Physical State :
Solid
Solubility :
Soluble in methanol, acetone, DMSO, ethanol, dilute acids (freely soluble), and buffers of pH>6.0 (freely soluble). Insoluble in water.
Storage :
Store at room temperature
Melting Point :
68-70° C (lit.)
Boiling Point :
310° C (lit.)
Density :
1.04 g/cm3 (Predicted)
Refractive Index :
n20D 1.58 (Predicted)
IC50 :
Cytochrome P450 11B1: IC50 = 135 nM (human); Thromboxane-A synthase: IC50 = 602 nM (human); Cytochrome P450 19A1: IC50 = 150 nM (human); Trypanosoma cruzi: EC5050 = 35 µM (Trypanosoma cruzi)
pK Values :
pKb: 6.79 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
77918
MDL Number :
MFCD00005296
EC Number :
224-200-4
Beilstein Registry :
114571
SMILES :
C1=CC=C(C=C1)CN2C=CN=C2

Download SDS (MSDS)

Certificate of Analysis

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