ChemicalBook CAS DataBase List 145645-62-1

145645-62-1

Name	1,2,5,6-TETRAHYDRO-1-[2-[[(DIPHENYLMETHYLENE)AMINO]OXY]ETHYL]-3-PYRIDINECARBOXYLIC ACID HYDROCHLORIDE
CAS	145645-62-1
Molecular Formula	C21H23ClN2O3
MDL Number	MFCD00153853
Molecular Weight	386.87
MOL File	145645-62-1.mol

Chemical Properties

storage temp.	protect from light
solubility	H₂O: ≥10 mg/mL at 60 °C
form	solid
color	off-white
Water Solubility	H2O: 10mg/mL at60°C
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
InChIKey	YZYRTEYMUTWJPL-UHFFFAOYSA-N
SMILES	Cl[H].OC(=O)C1=CCCN(CCO\N=C(/c2ccccc2)c3ccccc3)C1

Safety Data

WGK Germany	3
Storage Class	11 - Combustible Solids

Hazard Information

Uses

NNC 711 is an anticonvulsant agent and a selective GABA uptake inhibitor (1,2).

Uses

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

Biological Activity

Potent and selective inhibitor of GABA uptake by GAT-1 (IC 50 values are 0.04, 171, 1700 and 622 μ M for hGAT-1, rGAT-2, hGAT-3 and hBGT-1 respectively). Anticonvulsant following systemic administration in vivo .

Biochem/physiol Actions

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

in vivo

NNC-711 (0.25-3 mg/kg; i.p.; 30 min prior to training) prevents amnesia for a passive avoidance task induced by the acetylcholine receptor antagonist Scopolamine (HY-N0296) in male Wistar rat^[2].
NNC-711 (0.5-3 mg/kg; i.p.; immediately prior to occlusion) protects against ischemia-induced death of CA1 pyramidal neurons in a model of bilateral common carotid artery occlusion in the gerbil^[2].
NNC-711 (0.5-1.5 mg/kg; i.p.; immediately prior to training) exhibits significant cognition-enhancing actions in postnatal day 80 male and 28-month old female Wistar rats^[2].
NNC-711 (NO-711) (50-200 μg/10 μL; i.t.; once) effectively develops analgesic effect in sciatic nerve CCI rats modelc^[3].
NNC-711 (0.3-30 mg/kg, i.p.; 30 min before testing) exhibits anticonvulsant effects in Multiple mices and rats epilepsy model^[4].

Animal Model:	DMCM (HY-100369A)-induced seizures in female NMRI mice (20 g), pentylenetetrazole-induced seizures in male NMRI mice and male albino Wistar SPF rats (150-200 g), Audiogenic seizures in male DBA/2 mice (8 g) ^[4]
Dosage:	0.3-30 mg/kg
Administration:	Intraperitoneal injection (i.p.); 30 min prior to the seizure test
Result:	Inhibited DMCM-induced clonic seizures in NMRI mice with an ED₅₀ = 1.2 mg/kg.

Animal Model:	Postnatal day 80 male Wistar rats (300-350 g)^[2]
Dosage:	0.25, 0.5, 1, 3 mg/kg
Administration:	Intraperitoneal injection (i.p.); 30 min prior to training
Result:	Significantly reversed the amnesia induced by scopolamine administration 6-h post-training when retrieval was tested at 24-h post-training. Had no effect on learning in the 0.25-0.5 mg/kg dose range, and induced amnesia at 3.0 mg/kg. Not to directly interact with the cholinergic system, but rather to have a more general neuroprotective action on the consolidation process.

Animal Model:	Postnatal day 80 male Mongolian gerbils (50-65 g)^[2]
Dosage:	0.5, 3 mg/kg
Administration:	Intraperitoneal injection (i.p.); immediately prior to occlusion
Result:	Administrated immediately prior to occlusion significantly reduced CA1 cell death.

Animal Model:	Postnatal day 80 male Wistar rats (300-350 g) and 28-month old female Wistar rats^[2]
Dosage:	0.5, 1.5 mg/kg
Administration:	Intraperitoneal injection (i.p.); immediately prior to training
Result:	Significantly reduced escape latencies in both mature postnatal day 80 and aged 28 months rats. Improved rats ability to locate the hidden platform at 0.5 mg/kg, but the effect was reduced at 1.5 mg/kg. Had no effect on memory retention.

Animal Model:	Sciatic nerve chronic constriction injury (CCI) rats^[3]
Dosage:	50, 100, 200 μg/10 μL
Administration:	Intrathecal (i.t.); once
Result:	Increased withdrawal thresholds (WT) and withdrawal latency (WL) values after 1 day compared with CCI + saline group. The maximum value of WT was achieved 3 days after administration and maximum value of WL was achieved 1 day after administration.

storage

Desiccate at +4°C

Spectrum Detail

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