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Home > Imidazoles > 72583-92-7
72583-92-7 | 1H-Imidazole, 2-(2-benzofuranyl)-4,5-dihydro-
CAS No: 72583-92-7 Catalog No: AG00FRLA MDL No:
Product Description
Catalog Number:
AG00FRLA
Chemical Name:
1H-Imidazole, 2-(2-benzofuranyl)-4,5-dihydro-
CAS Number:
72583-92-7
IUPAC Name:
2-(1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
InChI:
InChI=1S/C11H10N2O/c1-2-4-9-8(3-1)7-10(14-9)11-12-5-6-13-11/h1-4,7H,5-6H2,(H,12,13)
InChI Key:
YTJOHEUHUVBKSB-UHFFFAOYSA-N
Properties
Complexity:
252
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
186.079g/mol
Formal Charge:
0
Heavy Atom Count:
14
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
186.214g/mol
Monoisotopic Mass:
186.079g/mol
Rotatable Bond Count:
1
Topological Polar Surface Area:
37.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.6
Literature
| Title | Journal |
|---|---|
| 2-BFI ameliorates EAE-induced mouse spinal cord damage: effective therapeutic time window and possible mechanisms. | Brain research 20121105 |
| Effects of imidazoline I(2) receptor agonists and morphine on schedule-controlled responding in rats. | Pharmacology, biochemistry, and behavior 20120501 |
| The potential antidepressant-like effect of imidazoline I2 ligand 2-BFI in mice. | Progress in neuro-psychopharmacology & biological psychiatry 20120427 |
| Effects of imidazoline I₂ receptor ligands on morphine- and tramadol-induced antinociception in rats. | European journal of pharmacology 20111130 |
| Morphine-induced antinociception in the rat: supra-additive interactions with imidazoline I₂ receptor ligands. | European journal of pharmacology 20111101 |
| 2-BFI attenuates experimental autoimmune encephalomyelitis-induced spinal cord injury with enhanced B-CK, CaATPase, but reduced calpain activity. | Biochemical and biophysical research communications 20110304 |
| On the formation and nature of the imidazoline I2 binding site on human monoamine oxidase-B. | Pharmacological research 20101201 |
| Potentiation of ligand binding through cooperative effects in monoamine oxidase B. | The Journal of biological chemistry 20101119 |
| 2-(-2-benzofuranyl)-2-imidazoline induces Bcl-2 expression and provides neuroprotection against transient cerebral ischemia in rats. | Brain research 20101118 |
| Novel imidazoline compounds as partial or full agonists of D2-like dopamine receptors inspired by I2-imidazoline binding sites ligand 2-BFI. | Bioorganic & medicinal chemistry 20101001 |
| Reversible inhibition of intracellular calcium influx through NMDA receptors by imidazoline I(2) receptor antagonists. | European journal of pharmacology 20100310 |
| Attenuation of ischemia-induced rat brain injury by 2-(-2-benzofuranyl)-2-imidazoline, a high selectivity ligand for imidazoline I(2) receptors. | Neurological research 20090501 |
| Ultrasound promoted synthesis of 2-imidazolines in water: a greener approach toward monoamine oxidase inhibitors. | Bioorganic & medicinal chemistry letters 20090115 |
| In vitro and in vivo effect of BU99006 (5-isothiocyanato-2-benzofuranyl-2-imidazoline) on I2 binding in relation to MAO: evidence for two distinct I2 binding sites. | Neuropharmacology 20070201 |
| The imidazoline I2-site ligands BU 224 and 2-BFI inhibit MAO-A and MAO-B activities, hydrogen peroxide production, and lipolysis in rodent and human adipocytes. | European journal of pharmacology 20061215 |
| Autoradiographical distribution of imidazoline binding sites in monoamine oxidase A deficient mice. | Journal of neurochemistry 20060301 |
| Identification of the central imidazoline receptor subtype involved in modulation of halothane-epinephrine arrhythmias in rats. | Anesthesia and analgesia 20051201 |
| Characterisation of imidazoline I2 binding sites in pig brain. | European journal of pharmacology 20050905 |
| High-affinity binding of beta-carbolines to imidazoline I2B receptors and MAO-A in rat tissues: norharman blocks the effect of morphine withdrawal on DOPA/noradrenaline synthesis in the brain. | European journal of pharmacology 20050822 |
| Autoradiographic localisation of [3H]2-BFI imidazoline I2 binding sites in mouse brain. | European journal of pharmacology 20050601 |
| Chronic administration of 2-(2-benzofuranyl)-2-imidazoline (2-BFI) induces region-specific increases in [3H]2-BFI binding to rat central imidazoline I2 sites. | Neuroscience letters 20040603 |
| Pyrazino[1,2-a]indoles as novel high-affinity and selective imidazoline I(2) receptor ligands. | Bioorganic & medicinal chemistry letters 20040223 |
| Binding of an imidazopyridoindole at imidazoline I2 receptors. | Bioorganic & medicinal chemistry letters 20040119 |
| Identification of an I(2) binding protein from rabbit brain. | Annals of the New York Academy of Sciences 20031201 |
| In vivo estimation of imidazoline(2) binding site turnover. | Annals of the New York Academy of Sciences 20031201 |
| 2-(4,5-dihydro-1H-imidazol-2-yl)indazole (indazim) derivatives as selective I(2) imidazoline receptor ligands. | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20031001 |
| Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives. | Journal of medicinal chemistry 20030508 |
| Clorgyline-induced switch from locomotion to mouthing in sensitization to the dopamine D2/D3 agonist quinpirole in rats: role of sigma and imidazoline I2 receptors. | Psychopharmacology 20030501 |
| Potential serotonergic and noradrenergic involvement in the discriminative stimulus effects of the selective imidazoline I2-site ligand 2-BFI. | Pharmacology, biochemistry, and behavior 20030501 |
| Attenuation of acute and chronic effects of morphine by the imidazoline receptor ligand 2-(2-benzofuranyl)-2-imidazoline in rat locus coeruleus neurons. | British journal of pharmacology 20030201 |
| Distribution of [(3)H]BU224, a selective imidazoline I(2) binding site ligand, in rat brain. | European journal of pharmacology 20020816 |
| 5-Isothiocyanato-2-benzofuranyl-2-imidazoline (BU99006) an irreversible imidazoline(2) binding site ligand: in vitro and in vivo characterisation in rat brain. | Neuropharmacology 20020701 |
| Characterization of the discriminable stimulus produced by 2-BFI: effects of imidazoline I(2)-site ligands, MAOIs, beta-carbolines, agmatine and ibogaine. | British journal of pharmacology 20020301 |
| Region-dependent effects of acute and chronic tranylcypromine in vivo on [3H]2-BFI binding to brain imidazoline I(2) sites. | European journal of pharmacology 20011005 |
| Differential [(3)H]idazoxan and [(3)H]2-(2-benzofuranyl)-2-imidazoline (2-BFI) binding to imidazoline I(2) receptors in human postmortem frontal cortex. | European journal of pharmacology 20010706 |
| The imidazoline receptor ligand 2-(2-benzofuranyl)-2-imidazoline is a dopamine-releasing agent in the rat striatum in vivo. | Neuroscience letters 20010323 |
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