NNC 711, GAT-1 inhibitor

Key facts

CAS number

145645-62-1

Purity

>99%

Form

Solid

form

Molecular weight

386.9 Da

Molecular formula

C₂₁H₂₃ClN₂O₃

PubChem

123738

Nature

Synthetic

Solubility

Soluble in water to 10 mM

Biochemical name

1-(2-(((Diphenylmethylene)amino)oxy)ethyl)-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid

Biological description

Potent and selective GAT-1 GABA uptake inhibitor. (IC₅₀ values are 0.04 (hGAT-1), 171 (rGAT-2), 1700 (hGAT-3) and 622 μM (hBGT-1)). Selective over a range of other neurotransmitter receptor binding sites, uptake sites and ion channels in vitro. Potent anticonvulsant, neuroprotectant and cognitive enhancer in vivo.

Also available in simple stock solutions (ab146719) - add 1 ml of water to get an exact, ready-to-use concentration.

Canonical smiles

C1CN(CC(=C1)C(=O)O)CCON=C(C2=CC=CC=C2)C3=CC=CC=C3.Cl

InChi

InChI=1S/C21H22N2O3.ClH/c24-21(25)19-12-7-13-23(16-19)14-15-26-22-20(17-8-3-1-4-9-17)18-10-5-2-6-11-18;/h1-6,8-12H,7,13-16H2,(H,24,25);1H

InChiKey

YZYRTEYMUTWJPL-UHFFFAOYSA-N

IUPAC Name

1-[2-(benzhydrylideneamino)oxyethyl]-3,6-dihydro-2H-pyridine-5-carboxylic acid;hydrochloride