Imiloxan
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|---|---|
| Systematic (IUPAC) name | |
| (RS)-2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-ethylimidazole | |
| Clinical data | |
| Legal status | ? |
| Identifiers | |
| CAS number | 81167-16-0  |
| ATC code | None |
| PubChem | CID 133621 |
| ChemSpider | 117866  |
| UNII | ZJ56PS1DWK |
| ChEMBL | CHEMBL578481 |
| Chemical data | |
| Formula | C14H16N2O2 |
| Mol. mass | 244.289 g/mol |
| SMILES
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| (what is this?) (verify) | |
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]
References
- ↑ Michel AD, Loury DN, Whiting RL (March 1990). "Assessment of imiloxan as a selective alpha 2B-adrenoceptor antagonist". British Journal of Pharmacology 99 (3): 560–4. PMC 1917331. PMID 1970500.
- ↑ Cobos-Puc LE, Villalón CM, Sánchez-López A, Lozano-Cuenca J, Pertz HH, Görnemann T, Centurión D (January 2007). "Pharmacological evidence that alpha2A- and alpha2C-adrenoceptors mediate the inhibition of cardioaccelerator sympathetic outflow in pithed rats". European Journal of Pharmacology 554 (2–3): 205–11. doi:10.1016/j.ejphar.2006.09.068. PMID 17109851.
- ↑ Romero TR, de Castro Perez A, de Francischi JN, Gama Duarte ID (April 2009). "Probable involvement of alpha(2C)-adrenoceptor subtype and endogenous opioid peptides in the peripheral antinociceptive effect induced by xylazine". European Journal of Pharmacology 608 (1–3): 23–7. doi:10.1016/j.ejphar.2009.02.019. PMID 19236861.
- ↑ 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): 666–70. doi:10.1021/jm00348a012. PMID 6124635.
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