Tetrabenazin

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

• Sicherheit

  P264：Nach Gebrauch gründlich waschen.

  P264：Nach Gebrauch gründlich waschen.

  P270：Bei Gebrauch nicht essen, trinken oder rauchen.

  P301+P312：BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P501：Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Tetrabenazine Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R22:Gesundheitsschädlich beim Verschlucken.

• Beschreibung

  Tetrabenazine (58-46-8) is a potent inhibitor of the vesicular monoamine transporter (VMAT), IC50=3.2 nM with selectivity for VMAT2 over VMAT1. Promotes late stage differentiation of Pdx1-positive pancreatic progenitor cells into Neurog3-positive endocrine precursors.

• Chemische Eigenschaften

  White to Off-White Solid

• Originator

  Nitoman,Roche,UK,1960

• Verwenden

  Dopamine depleting agent. An antidyskinetic; antipsychotic.

• Verwenden

  Tetrabenazine has been used for dopamine uptake assays in mouse brain cells¹. Tetrabenazine has also been used for non-specific binding assays in postnuclear supernatants derived from PC-12 and CV-1 cells².

• Definition

  ChEBI: A benzoquinolizine that is 1,2,3,4,4a,9,10,10a-octahydrophenanthrene in which the carbon at position 10a is replaced by a nitrogen and which is substituted by an isobutyl group at position 2, an oxo group at position 3, and methoxy groups at positions 6 an 7.

• Manufacturing Process

  280 grams of 1-carbethoxymethyl-6,7-dimethoxy-1,2,3,4- tetrahydroisoquinoline, 150 grams of mono-isobutylmalonic acid dimethyl ester and 35 grams of paraformaldehyde were refluxed for 24 hours in 1,000 ml of methanol. Upon cooling, 1-carbethoxymethyl-2-(2,2-dicarbomethoxy-4- methyl-n-pentyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline crystallized; MP after recrystallization from methanol, 94° to 96°C. The latter was subjected to Dieckmann cyclization, hydrolysis and decarboxylation in the following manner.
  28 grams of sodium was dissolved in 650 ml of absolute ethanol, the solution was concentrated to dryness, and the residue was mixed with 3,600 ml of toluene and 451 grams of the intermediate prepared above. The mixture was heated, and the methanol formed by condensation was distilled off until the boiling point of toluene was reached. The mixture was thereupon refluxed for 2 hours, and then it was concentrated to dryness. The residue was dissolved in 5,200 ml of 3 N hydrochloric acid and heated for 14 hours at 120°C, thereby effecting hydrolysis and decarboxylation. The mixture was cooled, washed with diethyl ether, decolorized with carbon, made alkaline and taken up in diethyl ether. The process yields 2-oxo-3-isobutyl-9,10-dimethoxy- 1,2,3,4,6,7-hexahydro-11b-benzo[a]quinolizine; MP after recrystallization from diisopropyl ether, 126° to 128°C.

• Therapeutic Function

  Tranquilizer

• Allgemeine Beschreibung

  A cell permeable benzoquinolizine based compound that acts as a monoamine-depleting agent by blocking the activity vesicular monoamine transporter 2. Promotes late-stage differentiation of Pdx1-positive pancreatic progenitor cells into Neurog3 (Ngn3)-positive endocrine precursors without increasing their proliferation. Increases the number of insulin expressing cells in a dose dependent manner (EC₅₀ = 220 nM) and this effect is significantly enhanced when cells are simultaneously treated with dibutyryl cAMP. Embryonic stem cells treated with TBZ and/or dibutyryl cAMP and then grafted into kidney capsule of AKITA mice reduce hyperglycemia, improve fasting blood glucose levels, and show an increase in plasma C-peptide levels.

• Biologische Aktivität

  Potent inhibitor of vesicular monoamine uptake; depletes stores of dopamine, serotonin and noradrenalin. Binds with high affinity (IC 50 = 3.2 nM) to vesicular monoamine transporter (VMAT) in chromaffin granule membranes and displays higher affinity for VMAT2 than VMAT1. Also reported to block dopamine receptors. Causes behavioral depression; inhibits locomotor activity and produces hypothermia upon systemic administration in rats and mice.

• Biochem/physiol Actions

  Primary TargetVMAT2

• Lager

  +4°C

• läuterung methode

  Crystallise it from MeOH. The hydrochloride has m 208-210o, and the oxime has m 158o (from EtOH). [Beilstein 21 III/IV 6488.]

Tetrabenazine Upstream-Materialien And Downstream Produkte

Tetrabenazin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global(259)Suppliers

58-46-8, Tetrabenazine Verwandte Suche: