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Merck
CN

N142

NO-711 hydrochloride

≥98% (HPLC), GABA uptake inhibitor, powder

Synonym(s):

1-[2-[[(Diphenylmethylene)imino]oxy]ethyl]-1,2,5,6-tetrahydro-3-pyridinecarboxylic acid hydrochloride hydrochloride, NNC-711 hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H22N2O3 · HCl
CAS Number:
145645-62-1
Molecular Weight:
386.87
UNSPSC Code:
12352200
PubChem Substance ID:
24278817
NACRES:
NA.77
MDL number:
MFCD00153853

Key Documents

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Product Name

NO-711 hydrochloride, ≥98% (HPLC)

SMILES string

Cl[H].OC(=O)C1=CCCN(CCO\N=C(/c2ccccc2)c3ccccc3)C1

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

InChI key

YZYRTEYMUTWJPL-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

solubility

H2O: 10 mg/mL at 60 °C

Quality Level

100

Gene Information

human ... GABBR1(2550), GABBR2(9568), GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562)

Related Categories

Application

NO-711 hydrochloride is suitable for use as γ-aminobutyric acid (GABA) transporter-1 (GAT-1) antagonists or GABA uptake inhibitor.

Biochem/physiol Actions

NO-711 is a potent and selective GABA uptake inhibitor that crosses the blood-brain barrier.
NO-711 is a potent and selective GABA uptake inhibitor.

Disclaimer

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Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000401777
0000401777
0000380373
0000380373
0000190113

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Mateo Vélez-Fort et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(20), 6921-6929 (2010-05-21)
NG2 cells, oligodendrocyte precursors, play a critical role in myelination during postnatal brain maturation, but a pool of these precursors is maintained in the adult and recruited to lesions in demyelinating diseases. NG2 cells in immature animals have recently been
C J Dong et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 14(5 Pt 1), 2648-2658 (1994-05-01)
The effects of GABA and related agents were studied in solitary rod- and cone-driven horizontal cells, acutely isolated from the catfish retina using enzymatic and mechanical treatment. Both types of horizontal cells, which normally receive glutamatergic input from photoreceptors, responded
E B Nielsen et al.
European journal of pharmacology, 196(3), 257-266 (1991-04-24)
Tiagabine (NO-328) (R(-)-N-[4,4-bis(3-methylthien-2-yl)but-3-enyl]nipecotic acid, hydrochloride) is a new centrally acting GABA uptake inhibitor. The anticonvulsant activity of tiagabine was evaluated against seizures induced by methyl 6,7-dimethoxy-4-ethyl-beta-carboline-3-carboxylate (DMCM), pentylenetetrazol, bicuculline, maximal electrostimulation (MES), or high intensity sound. The sedative actions of
GABA transporter-1 inhibitor NO-711 alters the EEG power spectra and enhances non-rapid eye movement sleep during the active phase in mice
Xu XH, et al.
European Neuropsychopharmacology, 24(4), 585-594 (2014)
Upregulation of the GABA-transporter GAT-1 in the spinal cord contributes to pain behaviour in experimental neuropathy
Daemen MARC, et al.
Neuroscience Letters, 444(1), 112-115 (2008)
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