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MW 412 Da, Purity >99%. GABA uptake inhibitor, selective for GAT-1. Anticonvulsant in vivo.

Also available in simple stock solutions (ab146701) - add 1 ml of water to get an exact, ready-to-use concentration.

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Images

Chemical Structure - Tiagabine hydrochloride, GAT-1 inhibitor (AB120237), expandable thumbnail
  • Functional Studies - Tiagabine hydrochloride, GAT-1 inhibitor (AB120237), expandable thumbnail

Publications

Key facts

CAS number
145821-59-6
Purity
> 99%
Form
Solid
Molecular weight
412 Da
Molecular formula
C20H26ClNO2S2
PubChem identifier
91274
Nature
Synthetic

Target data

Alternative names

2700049B16Rik, 3110031N04Rik, Atherosclerosis, susceptibility to, included, BK channel, BK channel beta subunit, BK channel subunit beta-1, BK channel subunit beta-2, BK channel subunit beta-4, BKCA alpha, BKCA alpha subunit, BKTM, BKbeta, BKbeta1, BKbeta2, BKbeta4, CAPC, Calcium activated potassium channel beta 4 subunit, Calcium activated potassium channel subfamily M subunit beta 1, Calcium activated potassium channel subfamily M subunit beta 2, Calcium activated potassium channel subfamily M subunit beta 4, Calcium-activated potassium channel, Calcium-activated potassium channel subunit alpha-1, Calcium-activated potassium channel subunit beta, Calcium-activated potassium channel subunit beta-1, Calcium-activated potassium channel subunit beta-2, Calcium-activated potassium channel subunit beta-4, Charybdotoxin receptor subunit beta-1, Charybdotoxin receptor subunit beta-2, Charybdotoxin receptor subunit beta-4, Cytokeratin-associated protein in cancer, DKFZp686N23123, Drosophila slowpoke like, ER, ER-alpha, ER-beta, ER[a], ER[b], ESR, ESR B, ESR BETA, ESR1_HUMAN, ESRA, ESTR B, Era, Erb, Erb2, Estr, Estra, Estradiol Receptor alpha, Estradiol Receptor beta, Estradiol receptor, Estrogen Receptor 1, Estrogen Receptor 2, Estrogen receptor, Estrogen receptor 1 (alpha), Estrogen receptor 2 (ER beta), Estrogen receptor 2 ER beta, Estrogen receptor alpha, Estrogen receptor beta 4, Estrogen resistance, included, GABATHG, GABATR, GABT 1, GAT-1, HDL cholesterol, augmented response of, to hormone replacement, included, Hbeta1, Hbeta2, Hbeta3, Hbeta4, K(VCA)alpha, K(VCA)beta, K(VCA)beta-1, K(VCA)beta-2, K(VCA)beta-4, KCMA1_HUMAN, KCMB1_HUMAN, KCMB2_HUMAN, KCMB4_HUMAN, KCNMA, KCNMA1, KCNMB 1, KCNMB 2, KCa1.1, LRC26_HUMAN, Large conductance Ca2+ activated K+ channel beta 1 subunit, Large conductance Ca2+ activated K+ channel beta2 subunit, Large conductance calcium activated potassium channel beta 2 subunit, Large conductance calcium dependent potassium ion channel beta 4 subunit, Leucine-rich repeat-containing protein 26, Lrrc26, MGC22431, MGC57945, Maxi K channel, Maxi K channel beta subunit, Maxi K channel subunit beta-1, Maxi K channel subunit beta-2, Maxi K channel subunit beta-4, Maxi Potassium channel alpha, MaxiK, MaxiK channel beta 2 subunit, Myocardial infarction, susceptibility to, included, NR3A1, NR3A2, Nuclear receptor subfamily 3 group A member 1, Nuclear receptor subfamily 3 group A member 2, OTTHUMP00000017718, OTTHUMP00000017719, Potassium large conductance calcium activated channel subfamily M beta member 1, Potassium large conductance calcium activated channel subfamily M beta member 2, Potassium large conductance calcium activated channel subfamily M beta member 4, RNESTROR, SAKCA, SC6A1_HUMAN, SLO, Slc6a1, Slo homolog, Slo-alpha, Slo-beta, Slo-beta-1, Slo-beta-2, Slo-beta-4, Slo1, Slowpoke homolog, Sodium- and chloride-dependent GABA transporter 1, Solute carrier family 6 (neurotransmitter transporter GABA) member 1, Solute carrier family 6 member 1, bA350O14.10, cytokeratin-associated protein, hSlo, hslo beta, subfamily M subunit alpha-1, subfamily M subunit beta-1, subfamily M subunit beta-2, subfamily M subunit beta-4

Recommended products

MW 412 Da, Purity >99%. GABA uptake inhibitor, selective for GAT-1. Anticonvulsant in vivo.

Also available in simple stock solutions (ab146701) - add 1 ml of water to get an exact, ready-to-use concentration.

Key facts

Purity
> 99%
PubChem identifier
91274
Solubility

Soluble in water to 25 mM.

Soluble in 1 eq. NaOH to 100 mM.

Biochemical name
Tiagabine hydrochloride
Biological description

GABA uptake inhibitor, selective for GAT-1. Anticonvulsant in vivo.

Also available in simple stock solutions (ab146701) - add 1 ml of water to get an exact, ready-to-use concentration.

Canonical SMILES
CC1=C(SC=C1)C(=CCCN2CCCC(C2)C(=O)O)C3=C(C=CS3)C.Cl
Isomeric 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
IUPAC name
(3R)-1-[4,4-bis(3-methylthiophen-2-yl)but-3-enyl]piperidine-3-carboxylic acid;hydrochloride

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C
Storage information
Store under desiccating conditions, The product can be stored for up to 12 months

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2 product images

  • Chemical Structure - Tiagabine hydrochloride, GAT-1 inhibitor (ab120237), expandable thumbnail

    Chemical Structure - Tiagabine hydrochloride, GAT-1 inhibitor (ab120237)

    2D chemical structure image of ab120237, Tiagabine hydrochloride, GAT-1 inhibitor

  • Functional Studies - Tiagabine hydrochloride, GAT-1 inhibitor (ab120237), expandable thumbnail
    Rideau Batista Novais et al PLoS One. 2014 Sep 3;9(9):e106302. doi: 10.1371/journal.pone.0106302. eCollection 2014. Fig 4. Reproduced under the Creative Commons license http://creativecommons.org/licenses/by/4.0/

    Functional Studies - Tiagabine hydrochloride, GAT-1 inhibitor (ab120237)

    Tiagabine restored LTD via the activation of GABAB receptors in LPS animals.

    Tiagabine (20 μM) and/or CGP55845 {"type":"entrez-protein","attrs":{"text":"CGP55845","term_id":"875097176","term_text":"CGP55845"}}(1 μM) were applied in the perfusate during both the recording of baseline activity and LFS (1 Hz stimulation, 15 min) delivery. (Panel A) Time-course and recapitulative graph depicting LTD induction in control (SAL) animals. LFS induced an LTD of fEPSP amplitude in control animals (SAL; filled circles; N = 8), which was significantly blocked by the GABAB receptor antagonist CGP55845 {"type":"entrez-protein","attrs":{"text":"CGP55845","term_id":"875097176","term_text":"CGP55845"}}(SAL+CGP; open circles; N = 5; * p<0.05 vs SAL group). Tiagabine had no significant effect on LTD level (SAL+T; filled triangles; N = 8).

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Product protocols

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