S1563
SKF-86466 hydrochloride
solid, ≥98% (HPLC)
Synonym(s):
6-Chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine hydrochloride
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About This Item
Linear Formula:
C11H14ClN·HCl
CAS Number:
Molecular Weight:
232.15
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Product Name
SKF-86466 hydrochloride, solid, ≥98% (HPLC)
InChI
1S/C11H14ClN.ClH/c1-13-7-5-9-3-2-4-11(12)10(9)6-8-13;/h2-4H,5-8H2,1H3;1H
SMILES string
Cl.CN1CCc2cccc(Cl)c2CC1
InChI key
JKQKVNMNAIFCFS-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
solid
color
white
solubility
H2O: 24 mg/mL
Gene Information
human ... ADRA2A(150), ADRA2B(151), ADRA2C(152)
Application
SKF 86466 was used to study adrenoceptor signaling in rat limbic seizure models.
Biochem/physiol Actions
SKF 86466 binds specifically to α2-adrenoceptors at pre- and post-junctional sites but was also reported to antagonize α1-aderenoceptors in humans. The structural similarity of receptors enables SKF 86466 binding to 5-HT1A receptors.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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B Szabo et al.
Naunyn-Schmiedeberg's archives of pharmacology, 353(5), 557-563 (1996-04-01)
alpha 2-Adrenoceptor agonists inhibit the firing of locus coeruleus (LC) neurons. It was recently observed that the alpha-adrenoceptor agonists clonidine, rilmenidine and cirazoline, when injected intravenously in anaesthetized rats pretreated with the irreversible alpha 2-adrenoceptor antagonist N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ), excite the
R F Schafers et al.
British journal of clinical pharmacology, 30(6), 884-888 (1990-12-01)
SK&F 86466 is a novel, potent alpha-adrenoceptor antagonist which, in animal experiments, is reported to show a high selectivity for alpha 2-adrenoceptors at both pre- and post-junctional sites. The effects of two intravenous doses of 80 and 200 micrograms kg-1
Katarzyna Kaczyñska et al.
Experimental physiology, 91(1), 269-275 (2005-11-12)
The respiratory effects of stimulation of alpha2-adrenergic receptors were studied in spontaneously breathing anaesthetized rats that were neurally intact, or bilaterally vagotomized, or subjected to bilateral combined midcervical vagotomy and section of the carotid sinus nerves. An intravenous clonidine bolus
Robrecht Raedt et al.
Journal of neurochemistry, 117(3), 461-469 (2011-02-18)
Vagus nerve stimulation (VNS) is an effective adjunctive treatment for medically refractory epilepsy. In this study, we measured VNS-induced changes in hippocampal neurotransmitter levels and determined their potential involvement in the anticonvulsive action of VNS, to elucidate the mechanism of
R D Clark et al.
Journal of medicinal chemistry, 33(2), 633-641 (1990-02-01)
A number of 1,9-alkano-bridged 2,3,4,5-tetrahydro-1H-3-benzazepines were prepared and evaluated for 5-HT1A receptor and alpha 2-adrenoceptor affinity by using radioligand receptor binding techniques. Several compounds displayed 5-HT1A receptor affinity comparable to, or greater than, the known 5-HT1A ligand buspirone. The highest
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