A GAT1 inhibitor
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SKF 89976A (hydrochloride)

Item No. 42449

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(4,4-diphenyl-3-buten-1-yl)-3-piperidinecarboxylic acid, monohydrochloride
CAS Number
85375-15-1
Molecular Formula
C22H25NO2 • HCl
Formula Weight
371.9
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/ml”Ethanol: Sparingly Soluble: 1-10 mg/ml”PBS pH 7.2: Slightly Soluble: 0.1-1 mg/ml
SMILES
O=C(C1CN(CCC1)CC/C=C(C2=CC=CC=C2)/C3=CC=CC=C3)O.Cl
InChi Code
InChI=1S/C22H25NO2.ClH/c24-22(25)20-13-7-15-23(17-20)16-8-14-21(18-9-3-1-4-10-18)19-11-5-2-6-12-19;/h1-6,9-12,14,20H,7-8,13,15-17H2,(H,24,25);1H
InChi Key
SNGGBKYQZVAQKA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $44

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    10 mg

    $84

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    25 mg

    $198

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    50 mg

    $374

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    Product Description

    SKF 89976A is an inhibitor of GABA transporter 1 (GAT1; IC50s = 0.13 and 0.64 µM for the human and rat transporters, respectively).1 It is selective for GAT1 over rat GAT2, human GAT3, and human betaine/GABA transporter 3 (BGT3; IC50s = 550, 944, and 7,210 µM, respectively). SKF 89976A inhibits GABA uptake in rat synaptosome preparations (IC50 = 341 nM).2 It inhibits DMCM-induced seizures in mice (ED50 = 3.1 mg/kg).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Borden, L.A., Murali Dhar, T.G., Smith, K.E., et al. Tiagabine, SK&F 89976-A, CI-966, and NNC-711 are selective for the cloned GABA transporter GAT-1. Eur. J. Pharmacol. 269(2), 219-224 (1994).

    2. Andersen, K.E., Braestrup, C., Grønwald, F.C., et al. The synthesis of novel GABA uptake inhibitors. 1. Elucidation of the structure-activity studies leading to the choice of (R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic acid (tiagabine) as an anticonvulsant drug candidate. J. Med. Chem. 36(12), 1716-1725 (1993).