3-(2-Methoxyphenoxy)-1,2-propandiol-1-carbamat

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Achtung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

  H317：Kann allergische Hautreaktionen verursachen.

  H334：Kann bei Einatmen Allergie, asthmaartige Symptome oder Atembeschwerden verursachen.

• Sicherheit

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P302+P352：BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

Methocarbamol Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R22:Gesundheitsschädlich beim Verschlucken.
  R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.

• S-Sätze Betriebsanweisung:

  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

• Chemische Eigenschaften

  White Solid

• Originator

  Robaxin ,Robins,US,1957

• Verwenden

  For use as an adjunct to rest, physical therapy, and other measures for the relief of discomforts associated with acute, painful musculoskeletal conditions.

• Verwenden

  Methocarbamol suppresses multisynaptic pathways in the spinal cord. It is used for relieving spasms and skeletal muscle pain as well as for treating tetanus. Synonyms of this drug are delaxin, forbaxin, robamol, robaxin, and tresortil.

• Verwenden

  A muscle relaxant (skeletal).

• Definition

  ChEBI: 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate is a carbamate ester that is glycerol in which one of the primary alcohol groups has been converted to its 2-methoxyphenyl ether while the other has been converted to the corresponding carbamate ester. It is a carbamate ester, a secondary alcohol and an aromatic ether.

• Manufacturing Process

  The starting material for methocarbamol is 3-o-methoxyphenoxy-1,2- propanediol (guaiacol glyceryl ether) (see entry under Guaifenesin for its preparation). To a stirred suspension of 198.2 g (1.0 mol) of 3-omethoxyphenoxy-1,2-propanediol in 1,000 ml of dry benzene contained in a 5-liter, 3-neck, round bottom flask equipped with a thermometer, dropping funnel and blade stirrer, was added dropwise (in 30 minutes) a solution of 98.9 g (1.0 mol) of phosgene in 400 ml of cold dry benzene. The mixture was stirred at 30°C until all solid material dissolved (about 3 hours was required) and stirring was continued for 30 minutes longer. To this mixture was added dropwise 79.1 g (1.0 mol) of dry pyridine, the temperature being held below 30°C by cooling. After addition of the pyridine, stirring at 30°C was continued for 30 minutes.
  The mixture was cooled to 7°C, extracted with two 500-cc portions of ice water to remove pyridine hydrochloride, and the benzene solution of 3-omethoxyphenoxy-2-hydroxypropyl chlorocarbonate was added to 500 ml of cold concentrated ammonium hydroxide. The mixture was vigorously stirred at 5°C for 6 hours, then the crude white precipitate of 3-o-methoxyphenoxy-2- hydroxypropyl carbamate was filtered off, dissolved in 1,500 ml of hot benzene and completely dried by codistillation of last traces of water with benzene, treated with decolorizing carbon and filtered while hot. On cooling 160 g of product crystallized as white needles melting at 88° to 90°C.

• Trademarks

  Delaxin (Ferndale); Forbaxin (Forest); Robaxin (Baxter Healthcare).

• Therapeutic Function

  Muscle relaxant

• Synthesis Reference(s)

  The Journal of Organic Chemistry, 22, p. 1595, 1957 DOI: 10.1021/jo01363a016

• Allgemeine Beschreibung

  Methocarbamol, 3-(o-methoxyphenoxy)-1,2-propanediol 1-carbamate (Robaxin), issaid to be more sustained in effect than mephenesin. Likelysites for metabolic attack include the secondary hydroxylgroup and the two ring positions opposite the ether functions.The dihydric parent compound, guaifenesin, is used asan expectorant.

• Synthese

  Methocarbamol, 3-(2-methoxyphenoxy)-1,2-propanediol-1 carbamate (15.3.13), is synthesized by successive reaction with phosgene and then ammonia into 3- (2-methoxyphenoxy)propanediol-1,2.

  

• Veterinary Drugs and Treatments

  In dogs and cats, methocarbamol is indicated (FDA approved) “as adjunctive therapy of acute inflammatory and traumatic conditions of the skeletal muscle and to reduce muscular spasms.” In horses, intravenous use is indicated (FDA approved) “as adjunctive therapy of acute inflammatory and traumatic conditions of the skeletal muscle to reduce muscular spasms, and effect striated muscle relaxation.” (Package insert; Robaxin?V—Robins)

Methocarbamol Upstream-Materialien And Downstream Produkte

3-(2-Methoxyphenoxy)-1,2-propandiol-1-carbamat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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