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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.[1][2]

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.[3] The structural similarity of receptors enables SKF 86466 binding to 5-HT1A receptors.[4]

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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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
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.
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
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
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
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