Chemistry:Imiloxan

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Short description: Chemical compound
Imiloxan
Imiloxan.png
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC14H16N2O2
Molar mass244.294 g·mol−1
3D model (JSmol)
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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]

Synthesis

Imiloxan Synthesis:[4]

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.

References

  1. "Assessment of imiloxan as a selective alpha 2B-adrenoceptor antagonist". British Journal of Pharmacology 99 (3): 560–4. March 1990. doi:10.1111/j.1476-5381.1990.tb12968.x. PMID 1970500. 
  2. "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. January 2007. doi:10.1016/j.ejphar.2006.09.068. PMID 17109851. 
  3. "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. April 2009. doi:10.1016/j.ejphar.2009.02.019. PMID 19236861. 
  4. "Structure-activity relationships for 2-substituted imidazoles as alpha 2-adrenoceptor antagonists". Journal of Medicinal Chemistry 25 (6): 666–70. June 1982. doi:10.1021/jm00348a012. PMID 6124635. 

External links