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S9066

SKF-89976A

Name: SKF-89976A
Brand: SIGMA

>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:

85375-15-1

分子量:

371.90

NACRES:

NA.77

PubChem Substance ID:

24278796

UNSPSC Code:

12352200

MDL number:

MFCD01321071

Assay:

>98% (HPLC)

Form:

solid

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属性

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)

说明

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)

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Evidence for a functional role of GABA receptors in the rat mature hippocampus.

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

The synthesis of novel GABA uptake inhibitors. 1. Elucidation of the structure-activity studies leading to the choice of (R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic acid (tiagabine) as an anticonvulsant drug candidate.

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

Attenuation of excitotoxic cell swelling and GABA release by the GABA transport inhibitor SKF 89976A.

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

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全球贸易项目编号

货号	GTIN
S9066-10MG	04061832084732
S9066-50MG	04061832084749