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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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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
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)
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
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