Gallamine triethiodide

Muscle relaxant
  • M03AC02 (WHO)
Identifiers
  • 2,2’,2’’-[benzene-1,2,3-triyltris(oxy)]tris(N,N,N-triethylethanaminium) triiodide
CAS Number
  • 65-29-2 checkY
PubChem CID
  • 6172
IUPHAR/BPS
  • 356
DrugBank
  • DB00483 checkY
ChemSpider
  • 5937 ☒N
UNII
  • Q3254X40X2
KEGG
  • D02292 checkY
ChEBI
  • CHEBI:503442 checkY
ChEMBL
  • ChEMBL1200993 ☒N
Chemical and physical dataFormulaC30H60N3O3+3 · 3 I (gallamine triethiodide)
C24H45N3O3 (gallamine)Molar mass891.529 g/mol (gallamine triethiodide)
423.633 g/mol
(gallamine)3D model (JSmol)
  • Interactive image
  • [I-].[I-].[I-].O(c1c(OCC[N+](CC)(CC)CC)cccc1OCC[N+](CC)(CC)CC)CC[N+](CC)(CC)CC
InChI
  • InChI=1S/C24H45N3O3/c1-7-25(8-2)16-19-28-22-14-13-15-23(29-20-17-26(9-3)10-4)24(22)30-21-18-27(11-5)12-6/h13-15H,7-12,16-21H2,1-6H3 checkY
  • Key:ICLWTJIMXVISSR-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
An ampoule of gallamine.

Gallamine triethiodide (Flaxedil) is a non-depolarising muscle relaxant.[1] It acts by combining with the cholinergic receptor sites in muscle and competitively blocking the transmitter action of acetylcholine.[2] Gallamine is a non-depolarising type of blocker as it binds to the acetylcholine receptor but does not have the biological activity of acetyl choline. Gallamine triethiodide has a parasympatholytic effect on the cardiac vagus nerve, which causes tachycardia[3][4] and occasionally hypertension. Very high doses cause histamine release.[citation needed]
Presence of iodine makes it radio opaque, and its ampule in a bag at airport's x-ray scanner raise the false suspicion of a bullet in the bag.

Gallamine triethiodide was commonly used to prevent muscle contractions during surgical procedures, but now superseded by new neuromuscular blocking drugs with less side effects.

It was developed by Daniel Bovet in 1947.[5]

The drug is no longer marketed in the United States, according to the FDA Orange Book.

See also

References

  1. ^ "Webster's Online Dictionary - Flaxedil". Retrieved 2008-12-15.[permanent dead link]
  2. ^ "RxMed: Pharmaceutical Information - FLAXEDIL". Retrieved 2008-12-15.
  3. ^ Morgenstern C, Splith G (October 1965). "[Studies on the causes of gallamine tachycardia and its antagonistic modification by beta adrenolytics]". Der Anaesthesist (in German). 14 (10): 298–301. PMID 4380161.
  4. ^ Walts LF (1963). "Ventricular tachycardia with gallamine and cyclopropane anesthesia". Anesthesiology. 24: 119. doi:10.1097/00000542-196301000-00024. PMID 13998750.
  5. ^ Raghavendra T (July 2002). "Neuromuscular blocking drugs: discovery and development". Journal of the Royal Society of Medicine. 95 (7): 363–7. doi:10.1177/014107680209500713. PMC 1279945. PMID 12091515.
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nAChRsTooltip Nicotinic acetylcholine receptors
Agonists
(and PAMsTooltip positive allosteric modulators)
Antagonists
(and NAMsTooltip negative allosteric modulators)
Precursors
(and prodrugs)
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Acetylcholine metabolism/transport modulators
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