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词条 Imiloxan
释义

  1. Synthesis

  2. References

{{Drugbox
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| verifiedrevid = 383752803
| IUPAC_name = (RS)-2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-ethylimidazole
| image = Imiloxan.png
| tradename =
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| IUPHAR_ligand = 3470
| CAS_number_Ref = {{cascite|correct|??}}
| ATC_prefix = none
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| PubChem = 133621
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
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| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = ZJ56PS1DWK
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 578481
| CAS_number = 81167-16-0
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 117866
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C14H16N2O2/c1-2-16-8-7-15-14(16)9-11-10-17-12-5-3-4-6-13(12)18-11/h3-8,11H,2,9-10H2,1H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = UXABARREKCJULM-UHFFFAOYSA-N
| chemical_formula =
| C=14 | H=16 | N=2 | O=2
| molecular_weight = 244.289 g/mol
| smiles = CCN1C=CN=C1CC2COC3=CC=CC=C3O2
}}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

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. ^{{cite journal |vauthors=Michel AD, Loury DN, Whiting RL |title=Assessment of imiloxan as a selective alpha 2B-adrenoceptor antagonist |journal=British Journal of Pharmacology |volume=99 |issue=3 |pages=560–4 |date=March 1990 |pmid=1970500 |pmc=1917331 |doi= 10.1111/j.1476-5381.1990.tb12968.x|url=}}
2. ^{{cite journal |vauthors=Cobos-Puc LE, Villalón CM, Sánchez-López A, Lozano-Cuenca J, Pertz HH, Görnemann T, Centurión D |title=Pharmacological evidence that alpha2A- and alpha2C-adrenoceptors mediate the inhibition of cardioaccelerator sympathetic outflow in pithed rats |journal=European Journal of Pharmacology |volume=554 |issue=2–3 |pages=205–11 |date=January 2007 |pmid=17109851 |doi=10.1016/j.ejphar.2006.09.068 |url=}}
3. ^{{cite journal |vauthors=Romero TR, de Castro Perez A, de Francischi JN, Gama Duarte ID |title=Probable involvement of alpha(2C)-adrenoceptor subtype and endogenous opioid peptides in the peripheral antinociceptive effect induced by xylazine |journal=European Journal of Pharmacology |volume=608 |issue=1–3 |pages=23–7 |date=April 2009 |pmid=19236861 |doi=10.1016/j.ejphar.2009.02.019 |url=}}
4. ^{{Cite journal|doi=10.1021/jm00348a012|title=Structure-activity relationships for 2-substituted imidazoles as .alpha.2-adrenoceptor antagonists|pmid=6124635|year=1982|last1=Caroon|first1=Joan M.|last2=Clark|first2=Robin D.|last3=Kluge|first3=Arthur F.|last4=Olah|first4=Ronald|last5=Repke|first5=David B.|last6=Unger|first6=Stefan H.|last7=Michel|first7=Anton D.|last8=Whiting|first8=Roger L.|journal=Journal of Medicinal Chemistry|volume=25|issue=6|pages=666–70}}
{{Alpha blockers}}{{antihypertensive-stub}}

3 : Imidazolines|Alpha blockers|Benzodioxans

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