Home Other Building Blocks Efaroxan hydrochloride

Efaroxan hydrochloride

CAS No.:
89197-00-2
Catalog Number:
AG003VPE
Molecular Formula:
C13H17ClN2O
Molecular Weight:
252.7399
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Purity
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Product Description
Catalog Number:
AG003VPE
Chemical Name:
Efaroxan hydrochloride
CAS Number:
89197-00-2
Molecular Formula:
C13H17ClN2O
Molecular Weight:
252.7399
MDL Number:
MFCD00069270
IUPAC Name:
2-(2-ethyl-3H-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole;hydrochloride
InChI:
InChI=1S/C13H16N2O.ClH/c1-2-13(12-14-7-8-15-12)9-10-5-3-4-6-11(10)16-13;/h3-6H,2,7-9H2,1H3,(H,14,15);1H
InChI Key:
DWOIUCRHVWIHAH-UHFFFAOYSA-N
SMILES:
CCC1(Cc2c(O1)cccc2)C1=NCCN1.Cl
NSC Number:
759562
Properties
Complexity:
302  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
252.103g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
252.742g/mol
Monoisotopic Mass:
252.103g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
33.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Mechanisms of antihyperglycaemic action of efaroxan in mice: time for reappraisal of α2A-adrenergic antagonism in the treatment of type 2 diabetes? Diabetologia 20121101
Improvement of hyperphagia by activation of cerebral I(1)-imidazoline receptors in streptozotocin-induced diabetic mice. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20120901
Imidazoline receptor antisera-selected/Nischarin regulates the effect of agmatine on the development of morphine dependence. Addiction biology 20120301
Pharmacological stimulation and inhibition of insulin secretion in mouse islets lacking ATP-sensitive K+ channels. British journal of pharmacology 20100201
Low dose of moxonidine within the rostral ventrolateral medulla improves the baroreflex sensitivity control of sympathetic activity in hypertensive rat. Acta pharmacologica Sinica 20091201
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Effect of moxonidine on the uveoscleral outflow: role of alpha2-adrenoceptors or i1 imidazoline receptors. Current eye research 20090401
Preventive mechanisms of agmatine against ischemic acute kidney injury in rats. European journal of pharmacology 20090128
Imidazoline I(1) receptor-mediated reduction of muscle rigidity in the reserpine-treated murine model of Parkinson's disease. European journal of pharmacology 20080728
alpha2A-adrenoceptor antagonism increases insulin secretion and synergistically augments the insulinotropic effect of glibenclamide in mice. British journal of pharmacology 20080701
Effects of spinal alpha(2)-adrenoceptor and I(1)-imidazoline receptor activation on hindlimb movement induction in spinal cord-injured mice. The Journal of pharmacology and experimental therapeutics 20080601
Caffeine and a selective adenosine A(2B) receptor antagonist but not imidazoline receptor antagonists modulate antinociception induced by diphenyl diselenide in mice. Neuroscience letters 20080509
The imidazoline RX871024 induces death of proliferating insulin-secreting cells by activation of c-jun N-terminal kinase. Cellular and molecular life sciences : CMLS 20080401
Sympathoexcitation of moxonidine in the caudal ventrolateral medulla is dependent on I1-imidazoline receptors in anesthetized rats. Neuroscience letters 20071016
Possible role of NMDA receptors in antinociception induced by rilmenidine in mice in the formalin test. European journal of pain (London, England) 20070701
Evidence for imidazoline receptors involvement in the agmatine antidepressant-like effect in the forced swimming test. European journal of pharmacology 20070622
Quantification of very low enantiomeric impurity of efaroxan using a dual cyclodextrin system by capillary electrophoresis. Analytica chimica acta 20070605
Validation of a method using an achiral liquid chromatography sorbent and a circular dichroism detector. Analysis of the efaroxan enantiomers. Journal of chromatography. A 20070209
Sensitivity improvement of circular dichroism detection in HPLC by using a low-pass electronic noise filter: Application to the enantiomeric determination purity of a basic drug. Chirality 20070201
Characterization of an antiproliferative effect of imidazoline receptor ligands on PC12 cells. Pharmacological reports : PR 20070101
Involvement of I2-imidazoline binding sites in positive and negative morphine analgesia modulatory effects. European journal of pharmacology 20061228
Rhes expression in pancreatic beta-cells is regulated by efaroxan in a calcium-dependent process. Biochemical and biophysical research communications 20061020
RX871024 reduces NO production but does not protect against pancreatic beta-cell death induced by proinflammatory cytokines. Biochemical and biophysical research communications 20060908
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Essential role of the imidazoline moiety in the insulinotropic effect but not the KATP channel-blocking effect of imidazolines; a comparison of the effects of efaroxan and its imidazole analogue, KU14R. Diabetologia 20051201
Identification of the central imidazoline receptor subtype involved in modulation of halothane-epinephrine arrhythmias in rats. Anesthesia and analgesia 20051201
Effect of BU98008, an imidazoline1-binding site ligand, on body temperature in mice. European journal of pharmacology 20050905
Mitogen-activated protein kinase phosphorylation in the rostral ventrolateral medulla plays a key role in imidazoline (i1)-receptor-mediated hypotension. The Journal of pharmacology and experimental therapeutics 20050901
Involvement of supraspinal imidazoline receptors and descending monoaminergic pathways in tizanidine-induced inhibition of rat spinal reflexes. Journal of pharmacological sciences 20050901
Inhibition of perforant path input to the CA1 region by serotonin and noradrenaline. Journal of neurophysiology 20050801
Neuronal norepinephrine responses of the rostral ventrolateral medulla and nucleus tractus solitarius neurons distinguish the I1- from the alpha2-receptor-mediated hypotension in conscious SHRs. Journal of cardiovascular pharmacology 20050701
Site-dependent inhibition of neuronal c-jun in the brainstem elicited by imidazoline I1 receptor activation: role in rilmenidine-evoked hypotension. European journal of pharmacology 20050509
Urinary responses to acute moxonidine are inhibited by natriuretic peptide receptor antagonist. British journal of pharmacology 20050501
Interleukin (IL)-1beta toxicity to islet beta cells: Efaroxan exerts a complete protection. Journal of cellular physiology 20050401
Glucose dependence of imidazoline-induced insulin secretion: different characteristics of two ATP-Sensitive K+ channel-blocking compounds. Diabetes 20041201
Desensitization of insulin secretion by depolarizing insulin secretagogues. Diabetes 20041201
Augmentation of moxonidine-induced increase in ANP release by atrial hypertrophy. American journal of physiology. Heart and circulatory physiology 20040701
The effects of the alpha2-adrenergic receptor agonists clonidine and rilmenidine, and antagonists yohimbine and efaroxan, on the spinal cholinergic receptor system in the rat. Basic & clinical pharmacology & toxicology 20040401
Effect of moxonidine on contractile activity of isolated large intestine in mice: role of alpha2-adrenoceptors and Ii-imidazoline receptors. Bulletin of experimental biology and medicine 20040301
[Effect of rilmenidine on intraocular pressure in rabbits, interaction with efaroxan and rauwolscine]. Klinika oczna 20040101
Comparative effects of efaroxan and beta-carbolines on the secretory activity of rodent and human beta cells. Annals of the New York Academy of Sciences 20031201
The role of I(1)-imidazoline receptors and alpha(2)-adrenergic receptors in the modulation of glucose and lipid metabolism in the SHROB model of metabolic syndrome X. Annals of the New York Academy of Sciences 20031201
Moxonidine displays a presynaptic alpha-2-adrenoceptor-dependent synergistic sympathoinhibitory action at imidazoline-1 receptors. Annals of the New York Academy of Sciences 20031201
Norepinephrine release is reduced by I(1)-receptors in addition to alpha(2)-adrenoceptors. Annals of the New York Academy of Sciences 20031201
Tritium labelling and characterization of the potent imidazoline I1 receptor antagonist [5,7-3H] (+/-)-efaroxan at high specific activity. Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20030601
Effects of the imidazoline binding site ligands, idazoxan and efaroxan, on the viability of insulin-secreting BRIN-BD11 cells. JOP : Journal of the pancreas 20030501
Modification of noradrenaline release in pithed spontaneously hypertensive rats by I1-binding sites in addition to alpha2-adrenoceptors. The Journal of pharmacology and experimental therapeutics 20030301
Importance of imidazoline-preferring receptors in the cardiovascular actions of chronically administered moxonidine, rilmenidine and clonidine in conscious rabbits. Journal of hypertension 20030101
Effects of the imidazoline ligands efaroxan and KU14R on blood glucose homeostasis in the mouse. European journal of pharmacology 20021101
BPDZ 154 activates adenosine 5'-triphosphate-sensitive potassium channels: in vitro studies using rodent insulin-secreting cells and islets isolated from patients with hyperinsulinism. The Journal of clinical endocrinology and metabolism 20021101
Pharmacological evidence of a role for prejunctional imidazoline (I(1)) receptors in ocular function. Current eye research 20021101
Identification of the monomeric G-protein, Rhes, as an efaroxan-regulated protein in the pancreatic beta-cell. British journal of pharmacology 20020501
The potential antidiabetic activity of some alpha-2 adrenoceptor antagonists. Pharmacological research 20011101
Evidence for the involvement of central I1 imidazoline receptor in ethanol counteraction of clonidine hypotension in spontaneously hypertensive rats. Journal of cardiovascular pharmacology 20010901
Central imidazoline (I(1)) receptors modulate aqueous hydrodynamics. Current eye research 20010501
Blockade by agmatine of catecholamine release from chromaffin cells is unrelated to imidazoline receptors. European journal of pharmacology 20010406
Role of I(1)-imidazoline receptors and alpha2-adrenoceptors in hemodynamic effects of moxonidine administration into the rostroventrolateral medulla. Bulletin of experimental biology and medicine 20010401
Naphazoline-induced suppression of aqueous humor pressure and flow: involvement of central and peripheral alpha(2)/I(1) receptors. Experimental eye research 20010301
Specific desensitization of sulfonylurea- but not imidazoline-induced insulin release after prolonged tolbutamide exposure. Biochemical pharmacology 20010301
Imidazoline I(1) receptor-induced activation of phosphatidylcholine-specific phospholipase C elicits mitogen-activated protein kinase phosphorylation in PC12 cells. European journal of pharmacology 20010301
Characterization of a KATP channel-independent pathway involved in potentiation of insulin secretion by efaroxan. Diabetes 20010201
Imidazoline compounds protect against interleukin 1beta-induced beta-cell apoptosis. Diabetes 20010201
[Imidazoline receptors-normal and pathological factors]. Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20010101
[3H]Rauwolscine: an antagonist radioligand for the cloned human 5-hydroxytryptamine2b (5-HT2B) receptor. Naunyn-Schmiedeberg's archives of pharmacology 19980101
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