Laudexium metilsulfate

Laudexium metilsulfate
Clinical data
Other namesLaudolissin
Routes of
administration		IV
Legal status
Legal status
  • discontinued from clinical use
Pharmacokinetic data
Bioavailability100% (IV)
Identifiers
IUPAC name
  • 1-[(3,4-Dimethoxyphenyl)methyl]-2-[10-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium-2-yl]decyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-2-ium methyl sulfate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC54H80N2O16S2
Molar mass1077.35 g·mol−1
3D model (JSmol)
SMILES
  • C[N+]1(CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC)OC)OC)CCCCCCCCCC[N+]4(CCC5=CC(=C(C=C5C4CC6=CC(=C(C=C6)OC)OC)OC)OC)C.COS(=O)(=O)[O-].COS(=O)(=O)[O-]
InChI
  • InChI=1S/C52H74N2O8.2CH4O4S/c1-53(27-23-39-33-49(59-7)51(61-9)35-41(39)43(53)29-37-19-21-45(55-3)47(31-37)57-5)25-17-15-13-11-12-14-16-18-26-54(2)28-24-40-34-50(60-8)52(62-10)36-42(40)44(54)30-38-20-22-46(56-4)48(32-38)58-6;2*1-5-6(2,3)4/h19-22,31-36,43-44H,11-18,23-30H2,1-10H3;2*1H3,(H,2,3,4)/q+2;;/p-2 ☒N
  • Key:LADQAYSLFLCKOD-UHFFFAOYSA-L ☒N
 ☒NcheckY (what is this?)  (verify)

Laudexium metilsulfate is a neuromuscular blocking drug or skeletal muscle relaxant in the category of non-depolarizing neuromuscular-blocking drugs, used adjunctively in surgical anesthesia to facilitate endotracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical ventilation.

Laudexium[1] is no longer used in clinical practice, though it was introduced clinically in the early 1950s. It has about half the potency, a slower onset of action and a duration of action much longer than that of d-tubocurarine.[2] As with all clinically established (as well as experimental agents) with a non-depolarizing mechanism of action, its pharmacological action can be antagonized by anticholinesterases.

The displacement of laudexium from clinical use was assured owing to recurrent reports of significant post-operative re-curarization.[3]

References

  1. ↑ Taylor EP (1952). "Synthetic neuromuscular blocking agents. Part II. Bis(quaternary ammonium salts) derived from laudanosine". J Chem Soc: 142–145. doi:10.1039/JR9520000142.
  2. ↑ Hunter AR (February 1955). "The action of laudexium in man and experimental animals". British Journal of Anaesthesia. 27 (2): 73–9. doi:10.1093/bja/27.2.73. PMID 13230365.
  3. ↑ Collier HO, Macauley B (September 1952). "The pharmacological properties of "laudolissin" a long-acting curarizing agent". British Journal of Pharmacology and Chemotherapy. 7 (3): 398–408. doi:10.1111/j.1476-5381.1952.tb00707.x. PMC 1509112. PMID 12978243.
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