868. Atracurium Besylate

Nomenclature

CAS number: 64228-81-5
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] benzenesulfonate (1:2); 2-(2-carboxyethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratrylisoquinolinium benzenesulfonate pentamethylene ester; N,N′-dimethyl-N,N′-(4,10-dioxa-3,11-dioxotridecylene)-1,13-bis-tetrahydropapaverinium dibesylate; BW-33A; Wellcome 33-A-74; Tracrium (GSK).
C65H82N2O18S2; mol wt 1243.48.
C 62.78%, H 6.65%, N 2.25%, O 23.16%, S 5.16%.

Description and references

Benzylisoquinolinium, competitive neuromuscular blocker. Prepn: J. B. Stenlake et al., DE 2655883; eidem, US 4179507 (1977, 1979 both to Burroughs Wellcome). Pharmacology: R. Hughes, D. J. Chapple, Br. J. Anaesth. 53, 31 (1981) DOI PubMed. Clinical pharmacology: S. J. Basta et al., Anesth. Analg. 61, 723 (1982) PubMed. Neuromuscular effects in man: R. L. Katz et al., ibid. 730 PubMed. Metabolic studies: E. A. Neill, D. J. Chapple, Xenobiotica 12, 203 (1982) DOI PubMed. Pharmacokinetics: S. Ward et al., Br. J. Anaesth. 55, 113 (1983) DOI PubMed. Use during halothane anesthesia in humans: J. A. Stirt et al., Anesth. Analg. 62, 207 (1983) PubMed. Symposium on pharmacology, metabolism, and clinical studies: Br. J. Anaesth. 55, Suppl. 1, 1S-139S (1983); on pharmacokinetics and clinical experience: ibid. 58, Suppl. 1, 1S-113S (1986).

Chemical structure

Properties

Off-white powder, mp 85-90°. Softens at 60°.

Derivative

Cisatracurium besylate.

Nomenclature

CAS number: 96946-42-8
(1R,1′R,2R,2′R)-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] benzenesulfonate (1:2); 51W89; Nimbex (GSK).

Description and references

Prepn: D. A. Hill, G. L. Turner, WO 9200965 (1992 to Wellcome Found.). Clinical pharmacology: C. A. Lien et al., Anesthesiology 82, 1131 (1995) DOI PubMed; M. R. Belmont et al., ibid. 1139 DOI PubMed.

Properties

White solid.

Therapeutic Category

Neuromuscular blocking agent.

Therapeutic Category (Veterinary)

Neuromuscular blocking agent.

Keywords

Neuromuscular Blocking Agent; Nondepolarizing Agents