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Details

Stereochemistry ACHIRAL
Molecular Formula C21H22N2O3
Molecular Weight 350.411
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NO-711

SMILES

OC(=O)C1=CCCN(CCON=C(C2=CC=CC=C2)C3=CC=CC=C3)C1

InChI

InChIKey=NGNALWDRPKNJGR-UHFFFAOYSA-N
InChI=1S/C21H22N2O3/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)

HIDE SMILES / InChI
NO-711 (aka NNC-711) is an anticonvulsant under development by Novo Nordisk. It acts as a gamma-aminobutyric acid (GABA) uptake inhibitor by inhibiting GAT-1. It has been investigated as a potential therapeutic agent for a number of cognitive disorders, as well as the potential to improve normal cognitive functions.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P30531
Gene ID: 6529.0
Gene Symbol: SLC6A1
Target Organism: Homo sapiens (Human)
0.04 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Tiagabine, SK&F 89976-A, CI-966, and NNC-711 are selective for the cloned GABA transporter GAT-1.
1994 Oct 14
Effects of NNC 711, a GABA uptake inhibitor, on pentylenetetrazol-induced seizures in developing and adult rats.
1998 Sep
Transport of L-carnitine in isolated cerebral cortex neurons.
2001 Apr
Inhibition of thermal hyperalgesia and tactile allodynia by intrathecal administration of gamma-aminobutyric acid transporter-1 inhibitor NO-711 in rats with chronic constriction injury.
2005 Apr 25
GABA transporter GAT1 prevents spillover at proximal and distal GABA synapses onto primate prefrontal cortex neurons.
2009 Feb
Effects of pharmacological entopeduncular manipulations on idiopathic dystonia in the dt(sz) mutant hamster.
2010 Jun
GABA transporter-1 inhibitor NO-711 alters the EEG power spectra and enhances non-rapid eye movement sleep during the active phase in mice.
2014 Apr
Functional analysis of the inhibitory neurotransmitter transporters GlyT1, GAT-1, and GAT-3 in astrocytes of the lateral superior olive.
2014 Dec
Perinatal hypoxia: different effects of the inhibitors of GABA transporters GAT1 and GAT3 on the initial velocity of [3H]GABA uptake by cortical, hippocampal, and thalamic nerve terminals.
2014 Jun 1
Impaired GABAergic inhibition in the prefrontal cortex of early postnatal phencyclidine (PCP)-treated rats.
2014 Sep
Silencing the α2 subunit of γ-aminobutyric acid type A receptors in rat dorsal root ganglia reveals its major role in antinociception posttraumatic nerve injury.
2015 Sep
GABA transporters control GABAergic neurotransmission in the mouse subplate.
2015 Sep 24
Patents

Sample Use Guides

Rats were administered NNC-711 and scopolamine by the intraperitoneal route in a final volume of saline that corresponded to 1 ml/kg. For passive avoidance studies, NNC-711 was administered in a dose range of 0 - 3.0 mg/kg 30 minutes prior to training time, while scopolamine (0.8 mg/kg) was administered at the 6-hour post-training time. In water maze studies, NNC-711 was administered at a dose of 0.5 or 1.5 mg/kg 30 min prior to the first trial on each of the testing days but was not administered prior to the retention trial. NC-711 demonstrated a dose-dependent reversal of scopolamine-induced amnesia in passive avoidance training. In the water maze study administration of NNC-711 prior to the training sessions significantly improved performance.
Route of Administration: Intraperitoneal
In Vitro Use Guide
Stable cell lines for human GAT-1 were generated in LM(tk-) cells using the calcium phosphate method and selection in G-418. Cells were grown under standard conditions (37°C, 5% CO 2) in DMEM. Cells were grown in 24-well plates and washed 3 times with HEPES buffered saline and allowed to equilibrate at 37 deg-C. After 10 min the medium was removed and unlabled NO-711 in HBS was added (45 microL/well). Transport was initiated by adding 50/micro-L per well of a concentrated solution of [3H]GABA in HBS (final concentration = 50 nM). Plates were incubated at 37°C for 10 min, then washed rapidly 3 x with ice-cold HBS. Cells were solubilized with 0.05% sodium deoxycholate/0.1 N NaOH (0.25 ml/well), an aliquot neutralized with 1 N HC1, and radioactivity was determined by scintillation counting. Protein was quantified in an aliquot of the solubilized cells using a BIO-RAD protein assay kit. NNC-711 was found to have an IC50 of 0.04 micro-M against Human GAT-1.
Name Type Language
NO-711
Common Name English
3-PYRIDINECARBOXYLIC ACID, 1-(2-(((DIPHENYLMETHYLENE)AMINO)OXY)ETHYL)-1,2,5,6-TETRAHYDRO-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
NNC-711
Created by admin on Sat Dec 16 09:23:09 GMT 2023 , Edited by admin on Sat Dec 16 09:23:09 GMT 2023
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EPA CompTox
DTXSID30166582
Created by admin on Sat Dec 16 09:23:09 GMT 2023 , Edited by admin on Sat Dec 16 09:23:09 GMT 2023
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FDA UNII
BGU9MZ2G30
Created by admin on Sat Dec 16 09:23:09 GMT 2023 , Edited by admin on Sat Dec 16 09:23:09 GMT 2023
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CAS
159094-94-7
Created by admin on Sat Dec 16 09:23:09 GMT 2023 , Edited by admin on Sat Dec 16 09:23:09 GMT 2023
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PUBCHEM
4515
Created by admin on Sat Dec 16 09:23:09 GMT 2023 , Edited by admin on Sat Dec 16 09:23:09 GMT 2023
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