S9066
SKF-89976A
>98% (HPLC), solid
Synonym(s):
1-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C22H25NO2 · HCl
CAS Number:
Molecular Weight:
371.90
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
>98% (HPLC)
Form:
solid
assay
>98% (HPLC)
form
solid
color
white
solubility
DMSO: soluble 20 mg/mL, H2O: insoluble
originator
GlaxoSmithKline
storage temp.
2-8°C
SMILES string
Cl[H].OC(=O)C1CCCN(CC\C=C(/c2ccccc2)c3ccccc3)C1
InChI
1S/C22H25NO2.ClH/c24-22(25)20-13-7-15-23(17-20)16-8-14-21(18-9-3-1-4-10-18)19-11-5-2-6-12-19;/h1-6,9-12,14,20H,7-8,13,15-17H2,(H,24,25);1H
InChI key
SNGGBKYQZVAQKA-UHFFFAOYSA-N
Gene Information
human ... SLC6A1(6529), SLC6A11(6538), SLC6A12(6539)
rat ... Slc6a1(79212), Slc6a12(50676)
Application
SKF-89976A was used to study the role of adenosine receptors in uptake of GABA transport.4,5
Biochem/physiol Actions
GABA transporter type 1 (GAT-1) inhibitor that crosses the blood brain barrier.
SKF-89976A contains a cyclic amino acid with lipophilic moiety that enables the compound to cross the blood-brain barrier.1,2 It decreases the excitotoxic swelling of chick retina cells by blocking the glutamate-induced GABA release.3
Features and Benefits
This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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G D Zeevalk et al.
Molecular and chemical neuropathology, 29(1), 27-36 (1996-09-01)
Acute excitotoxicity in the chick retina is characterized by cellular swelling and the subsequent selective release of GABA. In order to understand the source of GABA release, embryonic day 15 retina were incubated with 1 mM glutamate for 30 min
Annalisa Scimemi et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 25(43), 10016-10024 (2005-10-28)
Persistent activation of GABAA receptors by extracellular GABA (tonic inhibition) plays a critical role in signal processing and network excitability in the brain. In hippocampal principal cells, tonic inhibition has been reported to be mediated by alpha5-subunit-containing GABAA receptors (alpha5GABAARs).
Andrea Soragna et al.
The Journal of physiology, 562(Pt 2), 333-345 (2004-10-30)
The relations between apparent affinity for substrates and operating rates have been investigated by two-electrode voltage clamp in the GABA transporter rGAT1 expressed in Xenopus oocytes. We have measured the transport current induced by the presence of GABA, as well
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S9066-10MG | 04061832084732 |
| S9066-50MG | 04061832084749 |