Imidazoline

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Imidazoline
File:Imidazoline numbering.png
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 504-75-6 YesY
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C3H6N2
Molar mass 70.093 g/mol
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Imidazoline is a nitrogen-containing heterocycle with formula C3H6N2, derived from imidazole. The ring contains an imine bond, and the carbons at the 4 and 5 positions are singly bonded, rather than doubly bonded for the case of imidazole. Imidazolines are structurally related to guanidines and amidines.

File:ImChem.png
Chemical relationship of imidazole to its reduced derivatives.

Like imidazole, imidazoline-based compounds have been used as N-heterocyclic carbene ligands on various transition metals. It is found in the commercially available second generation Grubbs' catalyst.

Biological role

Many imidazolines are biologically active.[1] Most bio-active derivatives bear a substituent (aryl or alkyl group) on the carbon between the nitrogen centers. Some generic names include oxymetazoline, xylometazoline, tetrahydrozoline, and naphazoline.

See also

References

  1. N. MacInnes and S. Duty (2004). "Locomotor effects of imidazoline I2-site-specific ligands and monoamine oxidase inhibitors in rats with a unilateral 6-hydroxydopamine lesion of the nigrostriatal pathway". Br J Pharmacol. 143 (8): 952–959. doi:10.1038/sj.bjp.0706019. PMC 1575965Freely accessible. PMID 15545290. 
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