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Merck
CN

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:
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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

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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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
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 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

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