Tiagabine (hydrochloride)

Tiagabine hydrochloride is an anticonvulsant agent and a selective inhibitor of the GAT-1 GABA transporter with a Ki of ～0.1 μM. Tiagabine hydrochloride potently and selectively inhibits GABA reuptake with IC50s of 67, 446 and 182 nM for [3H]GABA uptake in synaptosomes, neurons and glia, respectively. Tiagabine hydrochloride has neuroprotective properties[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[145821-59-6]

Product Name Alternative

NO050328 hydrochloride; NO328 hydrochloride; TGB hydrochloride

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

GABA Receptor; Trk Receptor

Type

Reference compound

Related Pathways

Membrane Transporter/Ion Channel; Neuronal Signaling; Protein Tyrosine Kinase/RTK

Applications

Neuroscience-Neuromodulation

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/Tiagabine-hydrochloride.html

Purity

99.44

Solubility

DMSO : 125 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)

Smiles

O=C([C@H]1CN(CC/C=C(C2=C(C)C=CS2)/C3=C(C)C=CS3)CCC1)O.[H]Cl

Molecular Formula

C20H26ClNO2S2

Molecular Weight

412.01

Precautions

H302, H315, H319, H335

References & Citations

[7]Giardina W J, Decker M W, Porsolt R D, et al. An evaluation of the GABA uptake blocker tiagabine in animal models of neuropathic and nociceptive pain. Drug development research, 1998, 44 (2-3) : 106-113.|[8]Javaid S, Alqahtani F, Ashraf W, Anjum SMM, Rasool MF, Ahmad T, Alasmari F, Alasmari AF, Alqarni SA, Imran I. Tiagabine suppresses pentylenetetrazole-induced seizures in mice and improves behavioral and cognitive parameters by modulating BDNF/TrkB expression and neuroinflammatory markers. Biomed Pharmacother. 2023 Apr;160:114406. |[1]Braestrup C, et al. (R) -N-[4,4-bis (3-methyl-2-thienyl) but-3-en-1-yl]nipecotic acid binds with high affinity to the brain gamma-aminobutyric acid uptake carrier. J Neurochem. 1990 Feb;54 (2) :639-47. |[2]Henjum S, Hassel B. High-affinity GABA uptake and GABA-metabolizing enzymes in pig forebrain white matter: a quantitative study. Neurochem Int. 2007 Jan;50 (2) :365-70. |[3]Sheehan DV, Sheehan KH, Raj BA, Janavs J. An open-label study of tiagabine in panic disorder. Psychopharmacol Bull. 2007;40 (3) :32-40.|[4]Masuda N, Peng Q, Li Q, Jiang M, Liang Y, Wang X, Zhao M, Wang W, Ross CA, Duan W. Tiagabine is neuroprotective in the N171-82Q and R6/2 mouse models of Huntington's disease. Neurobiol Dis. 2008 Jun;30 (3) :293-302.|[5]Liu J, Huang D, Xu J, Tong J, Wang Z, Huang L, Yang Y, Bai X, Wang P, Suo H, Ma Y, Yu M, Fei J, Huang F. Tiagabine Protects Dopaminergic Neurons against Neurotoxins by Inhibiting Microglial Activation. Sci Rep. 2015 Oct 26;5:15720.|[6]Sindelar M, Lutz TA, Petrera M, Wanner KT. Focused pseudostatic hydrazone libraries screened by mass spectrometry binding assay: optimizing affinities toward γ-aminobutyric acid transporter 1. J Med Chem. 2013 Feb 14;56 (3) :1323-40.