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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

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Certificates of Analysis (COA)

Lot/Batch Number
100K47141
100K4714

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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.
S K Coles et al.
Brain research, 794(2), 267-273 (1998-06-12)
The aim of this study was to determine whether post-hypoxic frequency decline (PHFD) requires central activation of alpha2-adrenergic receptors. PHFD is defined as the undershoot in respiratory frequency that occurs immediately following brief hypoxic periods. Adult anesthetized, vagotomized rats were
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
Jesús Sáiz et al.
Pharmacological reports : PR, 60(3), 391-398 (2008-07-16)
We have tested the hypothesis that a pharmacologically determined alteration in renal alpha(2)-adrenoceptor (alpha(2)-AR) density might be a pathophysiologically important factor of genetic hypertension in the spontaneously hypertensive rats (SHRs). First, we compared he regional distribution and biochemical parameters 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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