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AtracuriuM Besylate

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AtracuriuM Besylate Basic information
AtracuriuM Besylate Chemical Properties
  • Melting point:185-194 ºC
AtracuriuM Besylate Usage And Synthesis
  • DefinitionChEBI: A diester compound consisting of pentane-1,5-diol with both hydroxyls bearing 3-[1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolinium-2(1H)-yl]propanoyl groups.
  • HazardExtremely toxic.
  • Chemical SynthesisAtracurium is 2,2-[1,5-pentanediylbis[oxy(3-oxo-3,1-propanediyl)]] bis [1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinolinium] dibenzene sulfonate (15.1.12). This compound is synthesized from bis-acrylic ester of 1,5-pentandiol (15.1.10), which is synthesized from acrylic acid chloride and 1, 5-pentandiol. Two molecules of a secondary amine, tetrahydropapaverine, are joined to the product in a Michael reaction, forming compound (15.1.11). Then both nitrogen atoms are methylated by methylbenzenesulfonate, giving atracurium (15.1.12).

  • MetabolismAtracurium besylate is a nondepolarizing neuromuscular blocker in which the quaternary ammonium groups are located in two substituted tetrahydroisoquinoline rings separated by an aliphatic diester. It has a duration of action slightly longer than that of succinylcholine. Atracurium is not metabolized in the liver; rather, it undergoes hydrolysis of the ester functional groups that connect the two quaternary nitrogens. It also undergoes Hofmann elimination, a nonenzymatic, base-catalyzed decomposition, to yield laudanosine, which is inactive. T hus, termination of the effects of atracurium are independent of renal elimination. Because of this unusual metabolic profile, it is useful in patients with hepatic or renal disease.
AtracuriuM Besylate(64228-79-1)Related Product Information
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