Synonym
NO-711 HCl; NO-711 hydrochloride; NO-711; NO 711; NO711; NNC-711 hydrochloride; NNC-711; NNC 711; NNC711 HCl;
IUPAC/Chemical Name
1,2,5,6-Tetrahydro-1-[2-[[(diphenylmethylene)amino]oxy]ethyl]-3-pyridinecarboxylic acid hydrochloride
InChi Key
YZYRTEYMUTWJPL-UHFFFAOYSA-N
InChi Code
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
SMILES Code
O=C(C1=CCCN(CCO/N=C(C2=CC=CC=C2)\C3=CC=CC=C3)C1)O.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Biological target:
NNC-711 (hydrochloride) is a potent and selective inhibitor of GAT-1 ( GABA transporter 1) with an IC50 of 40 nM for hGAT-1.
In vitro activity:
Cultured rat mesencephalic neurons were used to assess the effects of gamma-aminobutyric acid (GABA) transport blockers on toxicity caused by malonate, a reversible, competitive inhibitor of succinate dehydrogenase. The present results demonstrate that the nonsubstrate GABA transport blocker, NO-711 (1 nM-1 microM), dose-dependently protected cultured mesencephalic dopamine (DA) and GABA neurons from malonate-induced toxicity.
Reference: J Neurosci Res. 2001 Apr 1;64(1):43-52. https://pubmed.ncbi.nlm.nih.gov/11276050/
In vivo activity:
NNC-711 was also effective in protecting against ischemia-induced death of CA1 pyramidal neurons in a model of bilateral common carotid artery occlusion in the gerbil. In addition to a neuroprotective activity, NNC-711 exhibited significant cognition-enhancing actions. Daily administration of NNC-711, immediately prior to a spatial learning task, significantly reduced escape latencies in the water maze paradigm in both mature (postnatal day 80) and aged (28 months) rats.
Reference: Eur J Pharmacol. 2001 Jul 13;424(1):37-44. https://pubmed.ncbi.nlm.nih.gov/11470258/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
38.7 |
100.00 |
| Water |
3.9 |
10.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
386.88
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Stokes AH, Bernard LP, Nicklas WJ, Zeevalk GD. Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711. J Neurosci Res. 2001 Apr 1;64(1):43-52. doi: 10.1002/jnr.1052. PMID: 11276050.
2. Ong J, Kerr DI. The gamma-aminobutyric acid uptake inhibitor NO-711 potentiates 3-aminopropylphosphinic acid-induced actions in rat neocortical slices. Eur J Pharmacol. 1998 Apr 24;347(2-3):197-200. doi: 10.1016/s0014-2999(98)00175-7. PMID: 9653881.
3. Li Y, Li Y, Gu P, Fu B, Liu F, Li E. Analgesic effect of intrathecally γ-aminobutyric acid transporter-1 inhibitor NO-711 administrating on neuropathic pain in rats. Neurosci Lett. 2011 Apr 20;494(1):6-9. doi: 10.1016/j.neulet.2011.02.028. Epub 2011 Feb 23. PMID: 21352893.
4. O'Connell AW, Fox GB, Kjøller C, Gallagher HC, Murphy KJ, Kelly J, Regan CM. Anti-ischemic and cognition-enhancing properties of NNC-711, a gamma-aminobutyric acid reuptake inhibitor. Eur J Pharmacol. 2001 Jul 13;424(1):37-44. doi: 10.1016/s0014-2999(01)01116-5. PMID: 11470258.
In vitro protocol:
1. Stokes AH, Bernard LP, Nicklas WJ, Zeevalk GD. Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711. J Neurosci Res. 2001 Apr 1;64(1):43-52. doi: 10.1002/jnr.1052. PMID: 11276050.
2. Ong J, Kerr DI. The gamma-aminobutyric acid uptake inhibitor NO-711 potentiates 3-aminopropylphosphinic acid-induced actions in rat neocortical slices. Eur J Pharmacol. 1998 Apr 24;347(2-3):197-200. doi: 10.1016/s0014-2999(98)00175-7. PMID: 9653881.
In vivo protocol:
1. Li Y, Li Y, Gu P, Fu B, Liu F, Li E. Analgesic effect of intrathecally γ-aminobutyric acid transporter-1 inhibitor NO-711 administrating on neuropathic pain in rats. Neurosci Lett. 2011 Apr 20;494(1):6-9. doi: 10.1016/j.neulet.2011.02.028. Epub 2011 Feb 23. PMID: 21352893.
2. O'Connell AW, Fox GB, Kjøller C, Gallagher HC, Murphy KJ, Kelly J, Regan CM. Anti-ischemic and cognition-enhancing properties of NNC-711, a gamma-aminobutyric acid reuptake inhibitor. Eur J Pharmacol. 2001 Jul 13;424(1):37-44. doi: 10.1016/s0014-2999(01)01116-5. PMID: 11470258.
1: Xu XH, Qiu MH, Dong H, Qu WM, Urade Y, Huang ZL. GABA transporter-1 inhibitor NO-711 alters the EEG power spectra and enhances non-rapid eye movement sleep during the active phase in mice. Eur Neuropsychopharmacol. 2014 Apr;24(4):585-94. doi: 10.1016/j.euroneuro.2013.09.002. Epub 2013 Sep 12. PubMed PMID: 24080505.
2: Li Y, Li Y, Gu P, Fu B, Liu F, Li E. Analgesic effect of intrathecally γ-aminobutyric acid transporter-1 inhibitor NO-711 administrating on neuropathic pain in rats. Neurosci Lett. 2011 Apr 20;494(1):6-9. doi: 10.1016/j.neulet.2011.02.028. Epub 2011 Feb 23. PubMed PMID: 21352893.
3: Zhu SS, Zeng YM, Wang JK, Yan R, Nie X, Cao JL. 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. Sheng Li Xue Bao. 2005 Apr 25;57(2):233-9. PubMed PMID: 15830110.
4: Hanitzsch R, Küppers L, Flade A. The effect of GABA and the GABA-uptake-blocker NO-711 on the b-wave of the ERG and the responses of horizontal cells to light. Graefes Arch Clin Exp Ophthalmol. 2004 Sep;242(9):784-91. PubMed PMID: 15069568.
5: Stokes AH, Bernard LP, Nicklas WJ, Zeevalk GD. Attenuation of malonate toxicity in primary mesencephalic cultures using the GABA transport blocker, NO-711. J Neurosci Res. 2001 Apr 1;64(1):43-52. PubMed PMID: 11276050.
6: Ong J, Kerr DI. The gamma-aminobutyric acid uptake inhibitor NO-711 potentiates 3-aminopropylphosphinic acid-induced actions in rat neocortical slices. Eur J Pharmacol. 1998 Apr 24;347(2-3):197-200. PubMed PMID: 9653881.
