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N142

Sigma-Aldrich

NO-711 hydrochloride

≥98% (HPLC)

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
MDL number:
MFCD00153853
UNSPSC Code:
12352200
PubChem Substance ID:
24278817
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

solubility

H2O: 10 mg/mL at 60 °C

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

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)

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.

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.

Caution

Photosensitive

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Effects of GABAergic agents on anesthesia induced by halothane, isoflurane, and thiamylal in mice
Sugimura M, et al.
Pharmacology, Biochemistry, and Behavior, 72(1-2), 111-116 (2002)
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
Developmental regulation and neuroprotective effects of striatal tonic GABAA currents
Santhakumar V, et al.
Neuroscience, 167(3), 644-655 (2010)
Adam C Lu et al.
eLife, 9 (2020-09-10)
Absence seizures result from 3 to 5 Hz generalized thalamocortical oscillations that depend on highly regulated inhibitory neurotransmission in the thalamus. Efficient reuptake of the inhibitory neurotransmitter GABA is essential, and reuptake failure worsens human seizures. Here, we show that
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