S9066
SKF-89976A
>98% (HPLC), solid
别名:
1-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid hydrochloride
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关于此项目
经验公式（希尔记法）:
C22H25NO2 · HCl
化学文摘社编号:
分子量:
371.90
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
InChI key
SNGGBKYQZVAQKA-UHFFFAOYSA-N
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
assay
>98% (HPLC)
form
solid
color
white
solubility
DMSO: soluble 20 mg/mL, H2O: insoluble
originator
GlaxoSmithKline
storage temp.
2-8°C
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Anniina Alakuijala et al.
The European journal of neuroscience, 23(2), 514-520 (2006-01-20)
Both gamma-aminobutyric acid (GABA)(C) receptor subunit mRNA and protein are expressed in the stratum pyramidale in the CA1 area of the adult rat hippocampus, but so far no conclusive evidence about functional hippocampal GABA(C) receptors has been presented. Here, the
K E Andersen et al.
Journal of medicinal chemistry, 36(12), 1716-1725 (1993-06-11)
A series of different synthetic approaches to novel GABA uptake inhibitors are described, leading to examples which are derivatives of nipecotic acid and guvacine, substituted at nitrogen by 4,4-diaryl-3-butenyl or 2-(diphenylmethoxy)ethyl moieties. The in vitro value for inhibition of [3H]-GABA
Adriana Galvan et al.
Journal of neurophysiology, 94(2), 990-1000 (2005-04-15)
Neurons in the external and internal segment of the globus pallidus (GPe and GPi, respectively) receive substantial GABAergic inputs from the striatum and through axon collaterals of neighboring pallidal neurons. The effects of GABA on pallidal activity depend on the
David J Rossi et al.
The Journal of physiology, 548(Pt 1), 97-110 (2003-02-18)
Cerebellar granule cells are inhibited phasically by GABA released synaptically from Golgi cells, but are inhibited more powerfully by tonic activity of high affinity alpha 6 subunit-containing GABAA receptors. During development the tonic activity is generated by the accumulation of
Christopher B Ransom et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(22), 7672-7684 (2010-06-04)
Ambient GABA in the brain activates GABA(A) receptors to produce tonic inhibition. Membrane potential influences both GABA transport and GABA(A) receptors and could thereby regulate tonic inhibition. We investigated the voltage dependence of tonic currents in cultured rat hippocampal neurons
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