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Supelco

Retigabine

analytical standard

Sinonimo/i:

D-23129, Ezogabine, N-(2-Amino-4-(4-fluorobenzylamino)phenyl)carbamic acid ethyl ester

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About This Item

Formula empirica (notazione di Hill):
C16H18FN3O2
Numero CAS:
150812-12-7
Peso molecolare:
303.33
Beilstein:
8072099
Numero MDL:
MFCD04307735
Codice UNSPSC:
41116107
ID PubChem:
329769861
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

100

Saggio

≥98.0% (HPLC)

Durata

limited shelf life, expiry date on the label

Controllo stupefacenti

USDEA Schedule IV

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Impurezze

≤1.0% water (calc. from elemental analysis)

applicazioni

forensics and toxicology
veterinary

Formato

neat

Temperatura di conservazione

2-8°C

Stringa SMILE

FC1=CC=C(CNC2=CC(N)=C(NC(OCC)=O)C=C2)C=C1

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)
PCOBBVZJEWWZFR-UHFFFAOYSA-N

Informazioni sul gene

human ... KCNQ1(3784) , KCNQ2(3785) , KCNQ3(3786) , KCNQ4(9132) , KCNQ5(56479)

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Descrizione generale

Retigabine is an antiepileptic drug, which activates neuronal KCNQ-type K+ channels by inducing a large hyperpolarizing shift of steady-state activation.

Applicazioni

Retigabine may be used as a reference standard in the determination of retigabine in biological matrices using high-performance liquid chromatography coupled with tandem mass spectrometry with positive ion atmospheric pressure chemical ionization (HPLC-APCI-MS/MS).

Azioni biochim/fisiol

Retigabine (Ezogabine) is a Kv7.2-7.5 (KCNQ2-5) neuronal potassium channel opener witrh anticonvulsant activity.

Pittogrammi

Skull and crossbonesEnvironment
GHS06,GHS09

Avvertenze

Danger

Indicazioni di pericolo

H301 + H331,H410

Classi di pericolo

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
BCCJ0275
BCCF5642
BCBZ5459
BCBR7183V
BCBN1785V

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The new anticonvulsant retigabine favors voltage-dependent opening of the Kv7. 2 (KCNQ2) channel by binding to its activation gate.
Wuttke VT, et al.
Molecular Pharmacology, 94, 71-76 (2005)
Determination of retigabine and its acetyl metabolite in biological matrices by on-line solid-phase extraction (column switching) liquid chromatography with tandem mass spectrometry.
Knebel GN, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 748(1), 97-111 (2000)
Identification, characterization, synthesis and HPLC quantification of new process-related impurities and degradation products in retigabine.
Dousa M, et al.
Journal of Pharmaceutical and Biomedical Analysis, 94, 71-76 (2014)
Lyubov I Brueggemann et al.
Molecular pharmacology, 86(3), 330-341 (2014-06-20)
Recent research suggests that smooth muscle cells express Kv7.4 and Kv7.5 voltage-activated potassium channels, which contribute to maintenance of their resting membrane voltage. New pharmacologic activators of Kv7 channels, ML213 (N-mesitybicyclo[2.2.1]heptane-2-carboxamide) and ICA-069673 N-(6-chloropyridin-3-yl)-3,4-difluorobenzamide), have been reported to discriminate among

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