SML0035

Tiagabine hydrochloride

≥98% (HPLC)

• Synonym(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
• Empirical Formula (Hill Notation): C₂₀H₂₅NO₂S₂ · HCl
• CAS Number: 145821-59-6
• Molecular Weight: 412.01
• NACRES: NA.77
• PubChem Substance ID: 329825105
• UNSPSC Code: 12352200
• MDL number: MFCD07369025
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -9 to -12°, c = 1 in H₂O
• color: white to beige
• solubility: H₂O: 10 mg/mL, clear
• originator: Cephalon
• storage temp.: 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
• InChI key: YUKARLAABCGMCN-PKLMIRHRSA-N
• Gene Information: human ... SLC6A1(6529)

Description

Application

Tiagabine hydrochloride was used to study serotoninergic transmission in G1 cells.[1] It has also been used to study its anti-aging effects on the sensory neurons of C. elegans.

Biochem/physiol Actions

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.[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.

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

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable