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Benzylimidazole (CAS 4238-71-5)

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Application:
Benzylimidazole is 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
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Benzylimidazole is 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 may act 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.


Benzylimidazole (CAS 4238-71-5) References

  1. Cardiovascular effects of 1-benzylimidazole.  |  Tuttle, RS., et al. 1975. J Pharmacol Exp Ther. 194: 624-32. PMID: 1159635
  2. N-benzylimidazole for preparation of S9 fraction with multi-induction of metabolizing enzymes in short-term genotoxicity assays.  |  Mori, Y., et al. 2001. Mutagenesis. 16: 479-86. PMID: 11682638
  3. Ultrasound improves the synthesis of 5-hydroxymethyl-2-mercapto-1-benzylimidazole as a base compound of some pharmaceutical products.  |  Entezari, MH. and Asghari, A. 2008. Eur J Med Chem. 43: 2835-9. PMID: 18378361
  4. N-benzylimidazole carboxamides as potent, orally active stearoylCoA desaturase-1 inhibitors.  |  Atkinson, KA., et al. 2011. Bioorg Med Chem Lett. 21: 1621-5. PMID: 21324691
  5. Synthesis and spectroscopic studies on charge-transfer molecular complexes formed in the reaction of imidazole and 1-benzylimidazole with σ- and π-acceptors.  |  Mostafa, A. and Bazzi, HS. 2011. Spectrochim Acta A Mol Biomol Spectrosc. 79: 1613-20. PMID: 21715216
  6. Highly improved antiparasitic activity after introduction of an N-benzylimidazole moiety on protein farnesyltransferase inhibitors.  |  Bosc, D., et al. 2016. Eur J Med Chem. 109: 173-86. PMID: 26774924
  7. Effect of 1-benzylimidazole on cytochromes P-450 induction and on the activities of epoxide hydrolases and UDP-glucuronosyltransferases in rat liver.  |  Magdalou, J., et al. 1988. Biochem Pharmacol. 37: 3297-304. PMID: 2840913
  8. Carbon tetrachloride-induced eicosanoid synthesis and enzyme release from rat peritoneal leucocytes.  |  Lynch, TJ., et al. 1985. Biochem Pharmacol. 34: 1515-22. PMID: 2986650
  9. Synthesis, X-ray structure, in silico calculation, and carbonic anhydrase inhibitory properties of benzylimidazole metal complexes.  |  Bouchouit, M., et al. 2018. J Enzyme Inhib Med Chem. 33: 1150-1159. PMID: 30001665
  10. Substituted 1-benzylimidazole-2-thiols as potent and orally active inhibitors of dopamine beta-hydroxylase.  |  Kruse, LI., et al. 1986. J Med Chem. 29: 887-9. PMID: 3712378
  11. 1-Benzylimidazole, a thromboxane synthetase inhibitor acutely lowers blood pressure mainly by alpha-adrenoceptor blockade in spontaneously hypertensive rats (SHR).  |  Lucas, J., et al. 1983. Prostaglandins Leukot Med. 12: 409-21. PMID: 6142461
  12. N-benzylimidazole, a potent inducer of rat liver enzymes involved in mutagenic activation of various carcinogens.  |  Mori, Y., et al. 1993. Mutat Res. 302: 129-33. PMID: 7684507
  13. Involvement of testosterone in the induction of hepatic microsomal cytochrome P-450 2B1/2 (P-450 2B1/2) by 1-benzylimidazole in male and female rats: sex-differentiated induction of P-450 2B1/2 species.  |  Kobayashi, Y., et al. 1994. Biochim Biophys Acta. 1200: 11-8. PMID: 8186227

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Benzylimidazole, 5 g

sc-200530A
5 g
$41.00

Benzylimidazole, 25 g

sc-200530
25 g
$133.00