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1-Methylimidazole (CAS 616-47-7)

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Application:
1-Methylimidazole is a metabolite of 1-methyl-2-thioimidazole (methimazole)
CAS Number:
616-47-7
Purity:
≥95%
Molecular Weight:
82.10
Molecular Formula:
C4H6N2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Methylimidazole is a metabolite of 1-methyl-2-thioimidazole (methimazole) which inhibits bone resorption. 1-Methylimidazole, also known as 1-MI, is an organic compound with a unique five-membered ring containing a nitrogen atom and a methyl group. This colorless liquid emits a pungent odor and plays a significant role in various industrial applications. Notably, it finds use in the production of agrochemicals and dyes, owing to its versatile properties. In addition to industrial applications, 1-MI serves as a catalyst in the production of polyurethane foam and as a stabilizer for specific plastics. Its usefulness extends to acting as a reagent in the synthesis of various compounds, including imidazolium salts and imidazolium-based ionic liquids. Beyond its industrial relevance, 1-Methylimidazole has garnered extensive attention in fields like biochemistry, physiology, and toxicology. It has proven to be an invaluable model compound for studying enzyme-catalyzed reactions and biological processes. Researchers also utilize it as a substrate to delve into the intricacies of enzyme kinetics. Moreover, 1-MI has opened up opportunities for investigating the mechanisms of action of certain drugs and the impacts of environmental pollutants on living organisms. Its ability to interact with diverse biological molecules, such as proteins, nucleic acids, and enzymes, makes it an intriguing subject of study. Notably, it is believed to have an affinity for proteins like cytochrome P450 enzymes and has been implicated in interactions with DNA and RNA. Furthermore, it may play a role in modulating the activity of specific enzymes, including cytochrome P450. 1-Methylimidazole′s versatile nature and multifaceted interactions with biological systems have made it an indispensable compound in both industrial applications and cutting-edge scientific research.


1-Methylimidazole (CAS 616-47-7) References

  1. Synthesis and solid-state molecular structures of nitrosoalkane complexes of iron porphyrins containing methanol, pyridine, and 1-methylimidazole ligands.  |  Sohl, CD., et al. 2004. J Inorg Biochem. 98: 1238-46. PMID: 15219991
  2. Photoinduced reactions of cis,trans,cis-[Pt(IV)(N3)2(OH)2(NH3)2) with 1-methylimidazole.  |  Phillips, HI., et al. 2009. Chemistry. 15: 1588-96. PMID: 19140142
  3. Diiodidobis(1-methyl-imidazole-κN)cadmium(II).  |  Zhao, J. 2008. Acta Crystallogr Sect E Struct Rep Online. 64: m1320. PMID: 21201056
  4. Thermodynamics of ionic liquids precursors: 1-methylimidazole.  |  Verevkin, SP., et al. 2011. J Phys Chem B. 115: 4404-11. PMID: 21449548
  5. Base-induced phototautomerization in 7-hydroxy-4-(trifluoromethyl)coumarin.  |  Westlake, BC., et al. 2012. J Phys Chem B. 116: 14886-91. PMID: 23190375
  6. Examination of 1-methylimidazole series ionic liquids in the extraction of flavonoids from Chamaecyparis obtuse leaves using a response surface methodology.  |  Tang, B., et al. 2013. J Chromatogr B Analyt Technol Biomed Life Sci. 933: 8-14. PMID: 23845390
  7. Binding of imidazole, 1-methylimidazole and 4-nitroimidazole to yeast cytochrome c peroxidase (CcP) and the distal histidine mutant, CcP(H52L).  |  Erman, JE., et al. 2015. Biochim Biophys Acta. 1854: 869-81. PMID: 25907133
  8. Pro-apoptotic activity of ruthenium 1-methylimidazole complex on non-small cell lung cancer.  |  Dias, JSM., et al. 2018. J Inorg Biochem. 187: 1-13. PMID: 30015231
  9. Imidazole and 1-Methylimidazole Hydrogen Bonding and Nonhydrogen Bonding Liquid Dynamics: Ultrafast IR Experiments.  |  Shin, JY., et al. 2019. J Phys Chem B. 123: 2094-2105. PMID: 30727725
  10. Proton Transfer Dynamics in the Aprotic Proton Accepting Solvent 1-Methylimidazole.  |  Thomaz, JE., et al. 2020. J Phys Chem B. 124: 7897-7908. PMID: 32790382
  11. Effective Interface Defect Passivation via Employing 1-Methylbenzimidazole for Highly Efficient and Stable Perovskite Solar Cells.  |  Zheng, H., et al. 2021. ChemSusChem. 14: 3147-3154. PMID: 34132063
  12. Novel 'main-part' isostructuralism in metal complexes with 1-methylimidazole: crystal structures, energy calculations and magnetic properties.  |  Pérez, H., et al. 2021. Dalton Trans. 50: 17029-17040. PMID: 34761774
  13. Facile Fabrication of 1-Methylimidazole/Cu Nanozyme with Enhanced Laccase Activity for Fast Degradation and Sensitive Detection of Phenol Compounds.  |  Lei, Y., et al. 2022. Molecules. 27: PMID: 35897886
  14. Crystal structure of 1:1 complex of barbital with 1-methylimidazole.  |  Wang, A. and Craven, BM. 1979. J Pharm Sci. 68: 361-3. PMID: 423128
  15. Binding of 1-methylimidazole to cytochrome c: kinetic analysis and resonance assignments by two-dimensional NMR.  |  Shao, W., et al. 1995. Biochim Biophys Acta. 1248: 177-85. PMID: 7748900

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Methylimidazole, 1 g

sc-206182
1 g
$62.00

1-Methylimidazole, 100 g

sc-206182A
100 g
$42.00

What is the expiry date of Catalog number: sc-206182

Asked by: Mahmodul Hasan
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Answered by: Technical Service
Date published: 2022-09-15
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Rated 5 out of 5 by from Erman et alErman et al. (PubMed ID 25907133) found that CcP(H52L) the equilibrium binding and kinetics of 1-methylimidazole binding to yeast cytochrome c peroxidase (CcP) are pH dependent. -SCBT Publication Review
Date published: 2015-04-29
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1-Methylimidazole is rated 5.0 out of 5 by 1.
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