Synonym: (-)-(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
CAS Number: 145821-59-6
Empirical Formula (Hill Notation): C20H25NO2S2 · HCl
Molecular Weight: 412.01
MDL Number: MFCD07369025
Linear Formula: C20H25NO2S2 · HCl
Product Type: Chemical
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This image depicts SML0035-10MG.
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| optical activity |
[α]/D -9 to -12°, c = 1 in H2O |
| originator |
Cephalon |
| Quality Level |
100  |
| SMILES string |
Cl.Cc1ccsc1C(=CCCN2CCC[C@H](C2)C(O)=O)c3sccc3C |
| solubility |
H2O: 10 mg/mL, clear |
| storage temp. |
2-8°C |
| 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. |
| Biochem/physiol Actions: |
Selective inhibitor of the synaptic GABA transporter GAT1; Anticonvulsant |
| Biochem/physiol Actions: |
Tiagabine hydrochloride is an anticonvulsant and selective GABA reuptake inhibitor through inhibition of the synaptic GABA transporter GAT1. |
| Biochem/physiol Actions: |
Tiagabine increases the synaptic GABA and enhances the neuronal inhibition. It is effective as adjunctive treatment of epilepsy and anxiety disorders. |
| 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 . |
| Features and Benefits: |
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 . |
| Features and Benefits: |
This compound was developed by Cephalon . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| Packaging: |
10, 50 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |