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SML0035

Sigma-Aldrich

Tiagabine hydrochloride

≥98% (HPLC)

Synonyme(s) :

(-)-(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

Formule empirique (notation de Hill):
C20H25NO2S2 · HCl
Numéro CAS:
Poids moléculaire :
412.01
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D -9 to -12°, c = 1 in H2O

Couleur

white to beige

Solubilité

H2O: 10 mg/mL, clear

Auteur

Cephalon

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

YUKARLAABCGMCN-PKLMIRHRSA-N

Informations sur le gène

human ... SLC6A1(6529)

Application

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.

Actions biochimiques/physiologiques

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.

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 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.

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
Jens V Andersen et al.
Glia, 68(12), 2601-2612 (2020-06-26)
Synaptic transmission is closely linked to brain energy and neurotransmitter metabolism. However, the extent of brain metabolism of the inhibitory neurotransmitter γ-aminobutyric acid (GABA), and the relative metabolic contributions of neurons and astrocytes, are yet unknown. The present study was

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