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Imiloxan ATC code
(RS )-2-(2,3-dihydro-1,4-benzodioxin-2-ylmethyl)-1-ethylimidazole
CAS Number PubChem CID IUPHAR/BPS ChemSpider UNII ChEMBL CompTox Dashboard (EPA ) Formula C 14 H 16 N 2 O 2 Molar mass −1 3D model (JSmol )
CCN1C=CN=C1CC2COC3=CC=CC=C3O2
InChI=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
N Key:UXABARREKCJULM-UHFFFAOYSA-N
N N Y (what is this?)
Imiloxan is a drug which is used in scientific research . It acts as a selective antagonist for the α2B adrenergic receptor ,[1] 2 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 [ ]
^ 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. doi :10.1111/j.1476-5381.1990.tb12968.x . 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 JM, Clark RD, Kluge AF, Olah R, Repke DB, Unger SH, et al. (June 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 .
External links [ ] Imiloxan at Wikimedia Commons
α1
Agonists Antagonists
Abanoquil Ajmalicine Alfuzosin Anisodamine Anisodine Atiprosin Atypical antipsychotics (e.g., brexpiprazole , clozapine , olanzapine , quetiapine , risperidone )Benoxathian Beta blockers (e.g., adimolol , amosulalol , arotinolol , carvedilol , eugenodilol , labetalol )Buflomedil Bunazosin Corynanthine Dapiprazole Domesticine Doxazosin Ergolines (e.g., acetergamine , ergotamine , dihydroergotamine , lisuride , nicergoline , terguride )Etoperidone Fenspiride Hydroxyzine Indoramin Ketanserin L-765,314 mCPP Mepiprazole Metazosin Monatepil Moxisylyte Naftopidil Nantenine Neldazosin Niaprazine Niguldipine Pardoprunox Pelanserin Perlapine Phendioxan Phenoxybenzamine Phentolamine Phenylpiperazine antidepressants (e.g., hydroxynefazodone , nefazodone , trazodone , triazoledione )Piperoxan Prazosin Quinazosin Quinidine Silodosin Spegatrine Spiperone Talipexole Tamsulosin Terazosin Tiodazosin Tolazoline Tetracyclic antidepressants (e.g., amoxapine , maprotiline , mianserin )Tricyclic antidepressants (e.g., amitriptyline , clomipramine , doxepin , imipramine , trimipramine )Trimazosin Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )Urapidil WB-4101 Zolertine
α2
Agonists Antagonists
1-PP Adimolol Amesergide Aptazapine Atipamezole Atypical antipsychotics (e.g., asenapine , brexpiprazole , clozapine , lurasidone , olanzapine , paliperidone , quetiapine , risperidone , zotepine )Azapirones (e.g., buspirone , gepirone , ipsapirone , tandospirone )BRL-44408 Buflomedil Cirazoline Efaroxan Esmirtazapine Fenmetozole Fluparoxan Idazoxan Ketanserin Lisuride mCPP Mianserin Mirtazapine NAN-190 Pardoprunox Phentolamine Phenoxybenzamine Piperoxan Piribedil Rauwolscine Rotigotine Setiptiline Spegatrine Spiroxatrine Sunepitron Terguride Tolazoline Typical antipsychotics (e.g., chlorpromazine , fluphenazine , loxapine , thioridazine )Yohimbine
β
See also: Receptor/signaling modulators Dopaminergics Serotonergics Monoamine reuptake inhibitors Monoamine releasing agents Monoamine metabolism modulators Monoamine neurotoxins
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