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Merck

SML0035

Sigma-Aldrich

Tiagabine hydrochloride

≥98% (HPLC)

Synonym(e):

(-)-(R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]nipecotic acid hydrochloride, (3R)-1-[4,4-Bis(3-methyl-2-thienyl)-3-buten-1-yl]-3-piperidinecarboxylic acid hydrochloride

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About This Item

Empirische Formel (Hill-System):
C20H25NO2S2 · HCl
CAS-Nummer:
Molekulargewicht:
412.01
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Optische Aktivität

[α]/D -9 to -12°, c = 1 in H2O

Farbe

white to beige

Löslichkeit

H2O: 10 mg/mL, clear

Ersteller

Cephalon

Lagertemp.

2-8°C

SMILES String

Cl.Cc1ccsc1C(=CCCN2CCC[C@H](C2)C(O)=O)c3sccc3C

InChI

1S/C20H25NO2S2.ClH/c1-14-7-11-24-18(14)17(19-15(2)8-12-25-19)6-4-10-21-9-3-5-16(13-21)20(22)23;/h6-8,11-12,16H,3-5,9-10,13H2,1-2H3,(H,22,23);1H/t16-;/m1./s1

InChIKey

YUKARLAABCGMCN-PKLMIRHRSA-N

Angaben zum Gen

human ... SLC6A1(6529)

Anwendung

Tiagabine hydrochloride was used to study serotoninergic transmission in G1 cells. It has also been used to study its anti-aging effects on the sensory neurons of C. elegans.

Biochem./physiol. Wirkung

Selective inhibitor of the synaptic GABA transporter GAT1; Anticonvulsant
Tiagabine hydrochloride is an anticonvulsant and selective GABA reuptake inhibitor through inhibition of the synaptic GABA transporter GAT1.
Tiagabine increases the synaptic GABA and enhances the neuronal inhibition. It is effective as adjunctive treatment of epilepsy and anxiety disorders.

Leistungsmerkmale und Vorteile

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.
This compound was developed by Cephalon. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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An automated compound screening for anti-aging effects on the function of C. elegans sensory neurons
Bazopoulou D, et al.
Scientific Reports (2017)
Gang Zhao et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 19(10), 749-758 (2009-07-07)
Safflower, the dry flower of Carthamus tinctorius L., has long been applied for empirically treating cerebral ischemia and depression in traditional Chinese medicine. Pathogenesis of major depression involves monoaminergic transmission. The present study assessed whether safflower or its isolate would
Andrea Eugenio Cavanna et al.
Discovery medicine, 9(45), 138-144 (2010-03-03)
Anti-epileptic drugs (AEDs) have a variety of mechanisms of action which are reflected through different anticonvulsant activities and behavioral effects. Two categories of AEDs are considered based on psychotropic profile. The first group is characterized by potentiation of gamma-aminobutyric acid

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