Synonym
NNC-711; NNC 711; NNC711.
IUPAC/Chemical Name
1-(2-{[(diphenylmethylidene)amino]oxy}ethyl)-1,2,5,6-tetrahydropyridine-3-carboxylic acid
InChi Key
NGNALWDRPKNJGR-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(C1=CCCN(CCO/N=C(C2=CC=CC=C2)\C3=CC=CC=C3)C1)O
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
>2 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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
350.42
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 |
1: Viereckel T, Kostic M, Bähner F, Draguhn A, Both M. Effects of the GABA-uptake blocker NNC-711 on spontaneous sharp wave-ripple complexes in mouse hippocampal slices. Hippocampus. 2013 May;23(5):323-9. doi: 10.1002/hipo.22104. Epub 2013 Mar 5. PubMed PMID: 23460368.
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. PubMed PMID: 11470258.
3: Bernásková K, Slamberová R, Mares P. GABA uptake blocker NNC-711 exhibits marked anticonvulsant action in two cortical epileptic models in immature rats. Epilepsia. 1999 Sep;40(9):1184-9. PubMed PMID: 10487180.
4: Kubová H, Haugvicová R, Mares P. Effects of NNC 711, a GABA uptake inhibitor, on pentylenetetrazol-induced seizures in developing and adult rats. Naunyn Schmiedebergs Arch Pharmacol. 1998 Sep;358(3):334-41. PubMed PMID: 9774221.
5: Richards DA, Bowery NG. Comparative effects of the GABA uptake inhibitors, tiagabine and NNC-711, on extracellular GABA levels in the rat ventrolateral thalamus. Neurochem Res. 1996 Feb;21(2):135-40. PubMed PMID: 9182238.
6: Borden LA, Murali Dhar TG, Smith KE, Weinshank RL, Branchek TA, Gluchowski C. Tiagabine, SK&F 89976-A, CI-966, and NNC-711 are selective for the cloned GABA transporter GAT-1. Eur J Pharmacol. 1994 Oct 14;269(2):219-24. PubMed PMID: 7851497.
7: Oh DJ, Dichter MA. Effect of a gamma-aminobutyric acid uptake inhibitor, NNC-711, on spontaneous postsynaptic currents in cultured rat hippocampal neurons: implications for antiepileptic drug development. Epilepsia. 1994 Mar-Apr;35(2):426-30. PubMed PMID: 8156968.
8: Suzdak PD, Frederiksen K, Andersen KE, Sørensen PO, Knutsen LJ, Nielsen EB. NNC-711, a novel potent and selective gamma-aminobutyric acid uptake inhibitor: pharmacological characterization. Eur J Pharmacol. 1992 Dec 2;224(2-3):189-98. PubMed PMID: 1468507.
