A BGT1 antagonist
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NNC 05-2090 (hydrochloride)

Item No. 42491

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[3-(9H-carbazol-9-yl)propyl]-4-(2-methoxyphenyl)-4-piperidinol, monohydrochloride
CAS Number
184845-18-9
Molecular Formula
C27H30N2O2 • HCl
Formula Weight
451.0
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly Soluble: 0.1-1 mg/mlDMSO: Slightly Soluble: 0.1-1 mg/mlWater: Slightly Soluble: 0.1-1 mg/ml
SMILES
OC1(C2=C(OC)C=CC=C2)CCN(CC1)CCCN3C4=C(C5=C3C=CC=C5)C=CC=C4.Cl
InChi Code
InChI=1S/C27H30N2O2.ClH/c1-31-26-14-7-4-11-23(26)27(30)15-19-28(20-16-27)17-8-18-29-24-12-5-2-9-21(24)22-10-3-6-13-25(22)29;/h2-7,9-14,30H,8,15-20H2,1H3;1H
InChi Key
WDFXPKKFSNMGOO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $109

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    10 mg

    $196

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    25 mg

    $436

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    50 mg

    $763

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    Product Description

    NNC 05-2090 is an antagonist of betaine/GABA transporter 1 (BGT1; IC50 = 5.1 µM for the human transporter).1 It also inhibits mouse GABA transporter 1 (GAT1), mouse GAT2, mouse GAT3, rat serotonin transporter (SERT), rat noradrenaline transporter (NET), and rat dopamine transporter (DAT; IC50s = 29.62, 45.29, 22.51, 5.29, 7.91, and 4.08 µM, respectively, in CHO cells expressing the mouse or rat transporters).2 Intravenous administration of NNC 05-2090 (0.01 or 0.03 mg/kg) increases the latency to paw withdrawal in a mouse model of partial sciatic nerve ligation-induced allodynia. It decreases immobility time in the forced swim test in mice when administered at a dose of 2 mg/kg. NNC 05-2090 inhibits sound-induced clonic and tonic seizures and maximal electroshock-induced seizures in mice (ED50s = 26, 19, and 73 µmol/kg, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakada, K., Yoshikawa, M., Ide, S., et al. Cyclopropane-based conformational restriction of GABA by a stereochemical diversity-oriented strategy: Identification of an efficient lead for potent inhibitors of GABA transports. Bioorg. Med. Chem. 21(17), 4938-4950 (2013).

    2. Jinzenji, A., Sogawa, C., Miyawaki, T., et al. Antiallodynic action of 1-(3-(9H-carbazol-9-yl)-1-propyl)-4-(2-methyoxyphenyl)-4-piperidinol (NNC05-2090), a betaine/GABA transporter inhibitor. J. Pharmacol. Sci. 125(2), 217-226 (2014).

    3. Dalby, N.O., Thomsen, C., Fink-Jensen, A., et al. Anticonvulsant properties of two GABA uptake inhibitors NNC 05-2045 and NNC 05-2090, not acting preferentially on GAT-1. Epilepsy Res. 28(1), 51-61 (1997).