5.06236

Tiagabine Hydrochloride

• Synonym(s): Tiagabine Hydrochloride, GABA reuptake inhibitor, Tiagabine, Gabitril, GAT-1 GABA Transporter Inhibitor, Tiagabine
• Empirical Formula (Hill Notation): C₂₀H₂₅NO₂S₂ · xHCl
• CAS Number: 145821-59-6
• Molecular Weight: 375.55 (free base basis)
• MDL number: MFCD07369025
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• Quality Level: 100
• form: solid
• potency: 67 nM IC₅₀
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: water: soluble
• storage temp.: 2-8°C
• SMILES string: [s]1c(c(cc1)C)C(=CCCN3C[C@@H](CCC3)C(=O)O)c2[s]ccc2C.[Cl-].[H+]
• 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

Description

General description

A potent uptake inhibitor highly selective for GABA Transport-1 (IC₅₀ = 67 nM in vivo). Clinically used as an anticonvulsant. Often used in studies related to anxiety disorders and neural damages resulted from epileptics.

Biochem/physiol Actions

Primary Target
GAT-1

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Laughlin, T., et al. 2002. J. Pharmacol. Exp. Ther.302, 1168.

Hu, Q., et al. 1997. Brain Res.753,260.
Suzdak, P., et al., 1995. Epilepsia.36, 612.
Andersen, E., et al., 1993. J. Med. Chem.36, 1716.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable