Imiloxan

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Imiloxan
File:Imiloxan.png
Systematic (IUPAC) name
(RS)-2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-ethylimidazole
Identifiers
CAS Number 81167-16-0
ATC code none
PubChem CID 133621
Chemical data
Formula C14H16N2O2
Molar mass 244.289 g/mol[[Script error: No such module "String".]]
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Imiloxan is a drug which is used in scientific research. It acts as a selective antagonist for the α2B adrenergic receptor,[1] and has been useful for distinguishing the actions of the different α2 adrenergic subtypes.[2][3]

Chemistry

The imidazole portion of imiloxan is prepared by the reaction of an imidate with the diethyl acetal of aminoacetaldehyde. N-Alkylation of the imidazole with ethyl iodide gives imiloxan.[4]

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References

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  4. Caroon, Joan M.; Clark, Robin D.; Kluge, Arthur F.; Olah, Ronald; Repke, David B.; Unger, Stefan H.; Michel, Anton D.; Whiting, Roger L. (1982). "Structure-activity relationships for 2-substituted imidazoles as .alpha.2-adrenoceptor antagonists". Journal of Medicinal Chemistry. 25 (6): 666. doi:10.1021/jm00348a012. PMID 6124635.