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S9066

Sigma-Aldrich

SKF-89976A

>98% (HPLC), solid

Synonyme(s) :

1-(4,4-Diphenyl-3-butenyl)-3-piperidinecarboxylic acid hydrochloride

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About This Item

Formule empirique (notation de Hill):
C22H25NO2 · HCl
Numéro CAS:
85375-15-1
Poids moléculaire :
371.90
Numéro MDL:
MFCD01321071
Code UNSPSC :
12352200
ID de substance PubChem :
24278796
Nomenclature NACRES :
NA.77

Pureté

>98% (HPLC)

Forme

solid

Couleur

white

Solubilité

DMSO: soluble 20 mg/mL
H2O: insoluble

Auteur

GlaxoSmithKline

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

SNGGBKYQZVAQKA-UHFFFAOYSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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
GABA transporter type 1 (GAT-1) inhibitor that crosses the blood brain barrier.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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
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
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).
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