Retigabine

Activator of voltage-gated potassium channel, an anticonvulsant agent CAS# 150812-12-7

Retigabine

Catalog No. BCC6427----Order now to get a substantial discount!

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Chemical structure

Retigabine

3D structure

Chemical Properties of Retigabine

Cas No. 150812-12-7 SDF Download SDF
PubChem ID 121892 Appearance Powder
Formula C16H18FN3O2 M.Wt 303.33
Type of Compound N/A Storage Desiccate at -20°C
Solubility >12.95mg/mL in DMSO
Chemical Name ethyl N-[2-amino-4-[(4-fluorophenyl)methylamino]phenyl]carbamate
SMILES CCOC(=O)NC1=C(C=C(C=C1)NCC2=CC=C(C=C2)F)N
Standard InChIKey PCOBBVZJEWWZFR-UHFFFAOYSA-N
Standard InChI InChI=1S/C16H18FN3O2/c1-2-22-16(21)20-15-8-7-13(9-14(15)18)19-10-11-3-5-12(17)6-4-11/h3-9,19H,2,10,18H2,1H3,(H,20,21)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Retigabine

DescriptionKV7 (KCNQ) channel activator (EC50 values are 0.6 - 100 μM for KV7.1 - KV7.5). Anticonvulsant. Orally bioavailable.

Retigabine Dilution Calculator

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Retigabine Molarity Calculator

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Preparing Stock Solutions of Retigabine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.2967 mL 16.4837 mL 32.9674 mL 65.9348 mL 82.4185 mL
5 mM 0.6593 mL 3.2967 mL 6.5935 mL 13.187 mL 16.4837 mL
10 mM 0.3297 mL 1.6484 mL 3.2967 mL 6.5935 mL 8.2418 mL
50 mM 0.0659 mL 0.3297 mL 0.6593 mL 1.3187 mL 1.6484 mL
100 mM 0.033 mL 0.1648 mL 0.3297 mL 0.6593 mL 0.8242 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Retigabine

The anticonvulsant retigabine suppresses neuronal KV2-mediated currents.[Pubmed:27734968]

Sci Rep. 2016 Oct 13;6:35080.

Enhancement of neuronal M-currents, generated through KV7.2-KV7.5 channels, has gained much interest for its potential in developing treatments for hyperexcitability-related disorders such as epilepsy. Retigabine, a KV7 channel opener, has proven to be an effective anticonvulsant and has recently also gained attention due to its neuroprotective properties. In the present study, we found that the auxiliary KCNE2 subunit reduced the KV7.2-KV7.3 Retigabine sensitivity approximately 5-fold. In addition, using both mammalian expression systems and cultured hippocampal neurons we determined that low muM Retigabine concentrations had 'off-target' effects on KV2.1 channels which have recently been implicated in apoptosis. Clinical Retigabine concentrations (0.3-3 muM) inhibited KV2.1 channel function upon prolonged exposure. The suppression of the KV2.1 conductance was only partially reversible. Our results identified KV2.1 as a new molecular target for Retigabine, thus giving a potential explanation for Retigabine's neuroprotective properties.

Retigabine diminishes the effects of acetylcholine, adrenaline and adrenergic agonists on the spontaneous activity of guinea pig smooth muscle strips in vitro.[Pubmed:28041987]

Auton Neurosci. 2017 Mar;203:51-57.

PURPOSE: The aim of this study is to evaluate the effect of Retigabine on the smooth muscle response to acetylcholine, adrenaline, alpha-and beta-adrenoceptor agonists. METHODS: We studied the change in the spontaneous smooth muscle contraction of guinea pig gastric corpus strips before and after 20-min treatment with 2muM Retigabine. We also evaluated the effect of Retigabine on the smooth muscle response to 10muM acetylcholine, 1 and 10muM adrenaline, 1muM methoxamine, 0.1muM p-iodoclonidine and 10muM isoproterenol. RESULTS: We observed a significant reduction in the effects of all studied mediators and agonists when they were added to organ baths in the presence of Retigabine. Retigabine diminished the effect of acetylcholine on the spontaneous smooth muscle activity. The effect was fully antagonized by XE-991 (Kv7 channel blocker), which supports our hypothesis about the role of KCNQ channels in the registered changes. The increase in the contraction force after adding of 1muM adrenaline, methoxamine, and 0.1muM p-iodoclonidine was also significantly smaller in presence of Retigabine. However, comparing the effect of 10muM adrenaline on the contractility before and after treatment with Retigabine, we observed increased contractility when Retigabine was present in the organ baths. CONCLUSION: A possible explanation for the observed diminished effects of mediators and receptor agonists is that the effect of Retigabine on smooth muscle contractility is complex. The membrane hyperpolarization, the interaction between Kv7 channels and adrenoceptors, and the influence on signaling pathways may contribute to the summary smooth muscle response.

Adolescent Clinical Development of Ezogabine/Retigabine as Adjunctive Therapy for Partial-Onset Seizures: Pharmacokinetics and Tolerability.[Pubmed:27877093]

J Pediatr Pharmacol Ther. 2016 Sep-Oct;21(5):404-412.

OBJECTIVES: To explore the pharmacokinetic (PK) profile and safety of ezogabine (EZG)/Retigabine (RTG) as adjunctive therapy for uncontrolled partial-onset seizures (POS) in adolescents. METHODS: In this multiple-dose study (NCT01494584), adolescents with POS received EZG/RTG immediate-release tablets three times daily (TID) as adjunctive therapy to 1 to 3 concurrent antiepileptic drugs. The study comprised a screening phase, and a 5- to 8-week treatment phase starting with 100 mg TID up-titrated once weekly by

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