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S1563

Sigma-Aldrich

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:
86129-54-6
Molecular Weight:
232.15
MDL number:
MFCD03453012
UNSPSC Code:
12352200
PubChem Substance ID:
24278695

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: 24 mg/mL

SMILES string

Cl.CN1CCc2cccc(Cl)c2CC1

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

InChI key

JKQKVNMNAIFCFS-UHFFFAOYSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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He Zhu et al.
Brain research, 964(1), 9-20 (2003-02-08)
Moxonidine is a centrally-active imidazoline compound with preferential affinity for imidazoline receptors (IR) over alpha(2)-adrenoceptors (alpha(2)AR). Clinically, moxonidine has proven advantageous for treating hypertension over pure alpha(2)-adrenergic agonists (i.e., guanabenz) due to its lowered incidence of sedative side effects. The
M S Hedrick et al.
Respiration physiology, 101(2), 129-137 (1995-08-01)
The purpose of this study was to test the hypothesis that respiratory and apneas induced by alpha 2 agonists in anesthetized goats are associated with an increase of upper airway expiratory-related activity, rather than a general depression of breathing. Activities
Ellen W King et al.
Pain, 115(3), 364-373 (2005-05-25)
The alpha2A and alpha2C adrenergic receptor (AR) subtypes mediate antinociception when activated by the endogenous ligand norepinephrine. These receptors also produce antinociceptive synergy when activated concurrently with opioid receptor activation. The involvement of the opioid receptors in the mechanisms governing
M A Haxhiu et al.
Advances in experimental medicine and biology, 454, 467-473 (1999-01-16)
In these studies we determined the effects of local hypoxia confined to the superficial structures of the ventral medulla on cholinergic outflow to the airways. Studies were performed in alpha-chloralose anesthetized, paralyzed and mechanically ventilated cats. Topical application or microinjection
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
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