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Key Documents

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N142

Sigma-Aldrich

NO-711 hydrochloride

≥98% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C21H22N2O3 · HCl
Número de CAS:
145645-62-1
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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)
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)
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
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