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VIGABATRIN

VIGABATRIN Struktur
60643-86-9
CAS-Nr.
60643-86-9
Englisch Name:
VIGABATRIN
Synonyma:
sabril;GVG;rmi71754;mdl71754;VIGABATRIN;Aids088550;Aids-088550;γ-vinyl-gaba;Vigabatrin CRS;GAMMA-VINYL-GABA
CBNumber:
CB1285620
Summenformel:
C6H11NO2
Molgewicht:
129.16
MOL-Datei:
60643-86-9.mol

VIGABATRIN Eigenschaften

Schmelzpunkt:
209°
Flammpunkt:
9℃
storage temp. 
Desiccate at +4°C
L?slichkeit
Freely soluble in water, slightly soluble in methanol, practically insoluble in methylene chloride.
CAS Datenbank
60643-86-9(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,T,F
R-S?tze: 36/37/38-39/23/24/25-23/24/25-11
S-S?tze: 26-36-45-36/37-16-7
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS-Nr. MP7745000
Toxizit?t LD50 i.p. in mice: >2500 mg/kg (Lscher)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H370 Sch?digt die Organe. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" /> P260, P264, P270, P307+P311, P321,P405, P501
Sicherheit
P210 Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P311 GIFTINFORMATIONSZENTRUM/Arzt anrufen.

VIGABATRIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Vigabatrin, the gamma-vinyl derivative of GABA, is a new anticonvulsant reportedly effective in the treatment of intractable seizures unresponsive to currently available therapy. Mechanistically vigabatrin is a potent irreversible GABA aminotransferase inhibitor which modifies the enzyme's active-site by Michael addition. Other potential indications have been suggested for vigabatrin, including depression and schizophrenia.

Chemische Eigenschaften

White or almost white powder.

Verwenden

Vigabatrin is a selective GABA transaminase inhibitor.

Definition

ChEBI: A gamma-amino acid having a gamma-vinyl GABA structure. It is an irreversible inhibitor of gamma-aminobutyric 664 acid transaminase

Weltgesundheitsorganisation (WHO)

Vigabatrin, an irreversible inhibitor of GABA-transaminase was introduced in 1989 as a anticonvulsant for management of epilepsy unresponsive to other antiepilepsy agents. In 1991 it was refused registration in Norway because it induced toxic changes, including microvacuolation in the brain of two animal species, at doses that are close to therapeutic dosage levels in man. It is still marketed in Sweden and the United Kingdom.

Biologische Funktion

Vigabatrin (Sabril) is a relatively specific irreversible inhibitor of GABA-transaminase (GABA-T), the major enzyme responsible for the metabolism of GABA in the mammalian CNS. As a result of inhibition of GABA-T, there is an increase in the concentration of GABA in the brain and consequently an increase in inhibitory neurotransmission. Vigabatrin is well absorbed orally and is distributed to all body systems.The major route of elimination for vigabatrin is renal excretion of the parent compound; no metabolites have been identified in humans.
At present, the primary indication for vigabatrin is in the treatment of patients with partial seizures, but it appears to be an effective and generally well tolerated antiepileptic medication for other seizure types as well. It should not be used in patients with absence epilepsy or with myoclonic seizures. Vigabatrin is not approved as an AED in the United States, although it is approved in many other countries.

Allgemeine Beschreibung

Vigabatrin, a 4-vinyl analog of GABA, produces its pharmacologicalaction by irreversibly blocking GABA catabolismcatalyzed by GABA-T as discussed earlier. It is marketedin Europe and Canada as an adjunctive treatment ofpatients with partial seizures, but it has yet to gain FDA approvalin the United States even after extensive clinical trials.The main concern with this drug is its ability to causea reversible visual field defect associated with retinal functionin the eyes.

Biologische Aktivit?t

Selective GABA-T inhibitor. Anticonvulsant.

Synthese

The reaction of 1,4-dichloro-2- butene with diethyl malonate in the presence of sodium ethoxide as catalyst in refluxing ethanol gives 1,1-bis(ethoxycarbonyl)-2-vinylcyclopropane (8), which by reaction with gaseous ammonia in DMF is converted into 3-carboxamido- 5-vinyl-2-pyrrolidone (9). This compound is treated with HCl in refluxing acetic acid to yield vigabatrin.
VIGABATRIN

VIGABATRIN Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


VIGABATRIN Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 185)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Anhui Ruihan Technology Co., Ltd
+8617756083858
daisy@anhuiruihan.com China 973 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29791 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21634 55
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715
admin@nexconn.com China 10311 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
Antai Fine Chemical Technology Co.,Limited
18503026267
info@antaichem.com CHINA 9636 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763
sales@tnjchem.com China 34563 58

60643-86-9()Verwandte Suche:


  • [R,S]-4-AMINO-5-HEXENOIC ACID
  • VIGABATRIN
  • 4-amino-5-hexenoicaci
  • 4-amino-5-hexenoicacid
  • mdl71754
  • rmi71754
  • (+/-)-GAMMA-VINYL-GABA
  • GAMMA-VINYL-GABA
  • 4-AMINOHEXENOIC ACID
  • γ-vinyl-gaba
  • γ-Vinyl-GABA, (R,S)-4-Amino-5-hexenoic acid, 4-Aminohexenoic acid
  • 4-Amincr5-hexenoic acid
  • GVG
  • RMI-71754:Sabril
  • .gamma.-Vinyl-.gamma.-aminobutyric acid
  • Aids088550
  • Aids-088550
  • Hexenoic acid, 4-amino
  • Vigabatrin solution
  • CPP109, CPP-109, CPP 109, RMI 71754, RMI71754, RMI-71754, MDL 71754, MDL-71754, MDL71754, VIGABATRIN, GAMMA-VINYL-GABA, SABRIL, SABRILEX
  • Vigabatrin CRS
  • VIGABATRIN USP/EP/BP
  • sabril
  • Aminohexenoic acid
  • 60643-86-9
  • ELLENCE
  • Other APIs
  • GABA/Glycine receptor
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