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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
F P Tolentino-Silva et al.
Journal of applied physiology (Bethesda, Md. : 1985), 89(2), 437-444 (2000-08-05)
We studied the respiratory and blood pressure responses to chemical stimulation of two regions of the ventral brainstem in mice: the rostral and caudal ventrolateral medulla (RVLM and CVLM, respectively). Stimulation of the RVLM by microinjections of the excitatory amino
A H Hord et al.
Anesthesia and analgesia, 92(6), 1558-1562 (2001-05-29)
Phentolamine, a nonspecific alpha 1- and alpha 2-adrenergic antagonist, relieves pain in patients with reflex sympathetic dystrophy. We sought to determine whether phentolamine, prazosin (alpha 1 antagonist), or SKF86466 (alpha 2 antagonist) relieve thermal hyperalgesia in rats with neuropathic pain.
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