Tiagabine hydrochloride

(HB0978)

Product overview

  • Name
    Tiagabine hydrochloride
  • Short description
    Selective GAT-1 GABA uptake inhibitor
  • Biological description
    Selective GAT-1 GABA uptake inhibitor (IC50 = 67 nM). Selective for GAT-1 over mGAT2, mGAT3 and mGAT4 (IC50 values are 0.8, 300, >300 and 800 µM respectively). Shows anticonvulsive, antinociceptive, anxiolytic and antidepressant actions. Blood-brain barrier permeable.
  • Biological action
    Inhibitor
  • Purity
    >99%
  • Our products in action

Properties

  • Chemical name
    (3R)-1-[4,4-Bis(3-methyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic acid hydrochloride
  • Molecular Weight
    412.01
  • Chemical structure
    Tiagabine hydrochloride  [145821-59-6]
  • Molecular Formula
    C20H25NO2S2.HCl
  • CAS Number
    145821-59-6
  • PubChem identifier
    91274
  • SMILES
    CC1=C(SC=C1)C(=CCCN2CCC[C@H](C2)C(=O)O)C3=C(C=CS3)C.Cl
  • InChi
    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
  • InChiKey
    YUKARLAABCGMCN-PKLMIRHRSA-N
  • MDL number
    MFCD07369025

Storing and Using Your Product

  • Storage instructions
    Room temperature (desiccate)
  • Solubility overview
    Soluble in water (50mM) and in DMSO (100mM)

References for Tiagabine hydrochloride

  • Long-term anxiolytic and antidepressant-like behavioural effects of tiagabine, a selective GABA transporter-1 (GAT-1) inhibitor, coincide with a decrease in HPA system activity in C57BL/6 mice.

    Thoeringer CK et al (2010) J Psychopharmacol 24(5) : 733-43.
    PubMedID: 19346277
  • Correlation between anticonvulsant activity and inhibitory action on glial gamma-aminobutyric acid uptake of the highly selective mouse gamma-aminobutyric acid transporter 1 inhibitor 3-hydroxy-4-amino-4,5,6,7-tetrahydro-1,2-benzisoxazole and its N-alkyla

    White HS et al (2002) J Pharmacol Exp Ther 302(2) : 636-44.
    PubMedID: 12130726
  • Comparison of antiepileptic drugs tiagabine, lamotrigine, and gabapentin in mouse models of acute, prolonged, and chronic nociception.

    Laughlin TM et al (2002) J Pharmacol Exp Ther 302(3) : 1168-75.
    PubMedID: 12183677

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