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S1069

(S)-SNAP-5114

Name: (<I>S</I>)-SNAP-5114
Brand: SIGMA

≥98% (HPLC), GABA transport inhibitor, solid

Synonym(s):

(S)-1-[2-[Tris(4-methoxyphenyl)methoxy]ethyl]-3-piperidinecarboxylic acid

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₃₅NO₆

CAS Number:

157604-55-2

Molecular Weight:

505.60

UNSPSC Code:

12352200

PubChem Substance ID:

329824443

NACRES:

NA.77

MDL number:

MFCD06411702

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Product Name

(S)-SNAP-5114, ≥98% (HPLC), solid

Quality Level

100

assay

≥98% (HPLC)

form

solid

optical activity

[α]/D -8 to -13°, c = 1 in chloroform-d

color

white

solubility

DMSO: >5 mg/mL, H₂O: insoluble

storage temp.

−20°C

SMILES string

COc1ccc(cc1)C(OCCN2CCC[C@@H](C2)C(O)=O)(c3ccc(OC)cc3)c4ccc(OC)cc4

InChI

1S/C30H35NO6/c1-34-26-12-6-23(7-13-26)30(24-8-14-27(35-2)15-9-24,25-10-16-28(36-3)17-11-25)37-20-19-31-18-4-5-22(21-31)29(32)33/h6-17,22H,4-5,18-21H2,1-3H3,(H,32,33)/t22-/m0/s1

InChI key

VDLDUZLDZBVOAS-QFIPXVFZSA-N

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Biochem/physiol Actions

GABA transport inhibitor, showing selectivity for GAT-3 and GAT-2.

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 is featured on the GABA Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Inhibition of GABA transporters fails to afford significant protection following focal cerebral ischemia.

Maria Ek Lie et al.

Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism, 38(1), 166-173 (2017-11-18)

Brain ischemia triggers excitotoxicity and cell death, yet no neuroprotective drugs have made it to the clinic. While enhancing GABAergic signaling to counterbalance excitotoxicity has shown promise in animal models, clinical studies have failed. Blockade of GABA transporters (GATs) offers

GABA-level increasing and anticonvulsant effects of three different GABA uptake inhibitors.

N O Dalby

Neuropharmacology, 39(12), 2399-2407 (2000-09-07)

The present study examines the effect of tiagabine (a selective inhibitor of GABA transporter 1, GAT-1), SNAP-5114 (a semi-selective inhibitor of rat GAT-3/mouse GAT4) and NNC 05-2045 (a non-selective GABA uptake inhibitor) in modulating GABA levels in the hippocampus and

GABAergic signaling is linked to a hypermigratory phenotype in dendritic cells infected by Toxoplasma gondii.

Jonas M Fuks et al.

PLoS pathogens, 8(12), e1003051-e1003051 (2012-12-14)

During acute infection in human and animal hosts, the obligate intracellular protozoan Toxoplasma gondii infects a variety of cell types, including leukocytes. Poised to respond to invading pathogens, dendritic cells (DC) may also be exploited by T. gondii for spread

Nonlinearities between inhibition and T-type calcium channel activity bidirectionally regulate thalamic oscillations.

Adam C Lu et al.

eLife, 9 (2020-09-10)

Absence seizures result from 3 to 5 Hz generalized thalamocortical oscillations that depend on highly regulated inhibitory neurotransmission in the thalamus. Efficient reuptake of the inhibitory neurotransmitter GABA is essential, and reuptake failure worsens human seizures. Here, we show that

GABA transporter heterogeneity: pharmacology and cellular localization.

L A Borden

Neurochemistry international, 29(4), 335-356 (1996-10-01)

gamma-Aminobutyric acid (GABA) is the major inhibitory neurotransmitter in the mammalian brain. GABA is cleared from the synaptic cleft by specific, high-affinity, sodium- and chloride-dependent transporters, which are thought to be located on presynaptic terminals and surrounding glial cells. While

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Global Trade Item Number

SKU	GTIN
S1069-25MG	04061832084527
S1069-5MG	04061832084534

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