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5.06236

Tiagabine Hydrochloride

Name: Tiagabine Hydrochloride
Brand: MM

Synonym(s):

Tiagabine Hydrochloride, GABA reuptake inhibitor, Tiagabine, Gabitril, GAT-1 GABA Transporter Inhibitor, Tiagabine

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₂₅NO₂S₂ · xHCl

CAS Number:

145821-59-6

Molecular Weight:

375.55 (free base basis)

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD07369025

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

OK to freeze, protect from light

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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

Preparation Note

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

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c