Pipecuronium bromide

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Pipecuronium bromide
Pipecuronium bromide.svg
Pipecuronium bromide ball-and-stick.png
Clinical data
Trade names Arduan
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • (2β,3α,5α,16β,17β)-3,17-bis(acetyloxy)-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)androstane dibromide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.052.475 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C35H62Br2N4O4
Molar mass 762.713 g·mol−1
3D model (JSmol)
  • [Br-].[Br-].O=C(O[C@H]6[C@@H](N1CC[N+](C)(C)CC1)C[C@@H]5[C@]6(C)CC[C@H]3[C@H]5CC[C@H]4C[C@H](OC(=O)C)[C@@H](N2CC[N+](CC2)(C)C)C[C@]34C)C
  • InChI=1S/C35H62N4O4.2BrH/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36;;/h26-33H,9-23H2,1-8H3;2*1H/q+2;;/p-2/t26-,27+,28-,29-,30-,31-,32-,33-,34-,35-;;/m0../s1 Yes check.svgY
  • Key:TXWBOBJCRVVBJF-YTGGZNJNSA-L Yes check.svgY
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Pipecuronium (Arduan) is a bisquaternary aminosteroid muscle relaxant [1] which blocks nicotinic acetylcholine receptors [2] [3] at the neuromuscular junction. It is also an antagonist of M2 and M3 muscarinic receptors [2] and is the most potent neuromuscular blocking agent of the aminosteroid class.[ citation needed ]

It is sold under the trade names Arduan and Pycuron. [4]

See also

Related Research Articles

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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.

<span class="mw-page-title-main">Aminosteroid</span> Class of chemical compounds

Aminosteroids are a group of steroids with a similar structure based on an amino-substituted steroid nucleus. They are neuromuscular blocking agents, acting as competitive antagonists of the nicotinic acetylcholine receptor (nAChR), and block the signaling of acetylcholine in the nervous system. These drugs include candocuronium iodide, dacuronium bromide, dihydrochandonium, dipyrandium, malouetine, pancuronium bromide, pipecuronium bromide, rapacuronium bromide, rocuronium bromide, stercuronium iodide, and vecuronium bromide.

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<span class="mw-page-title-main">Fazadinium bromide</span> Chemical compound

Fazadinium bromide is a muscle relaxant which acts as a nicotinic acetylcholine receptor antagonist through neuromuscular blockade.

Selective relaxant binding agents (SRBAs) are a new class of drugs that selectively encapsulates and binds neuromuscular blocking agents (NMBAs). The first drug introduction of an SRBA is sugammadex. Sugammadex is a modified gamma cyclodextrin that specifically encapsulates and binds the aminosteroid NMBAs: rocuronium>vecuronium>>pancuronium. SRBAs exert a chelating action that effectively terminates an NMBA ability to bind to nicotinic receptors.

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Gantacurium chloride is a new experimental 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. Gantacurium is not yet available for widespread clinical use: it is currently undergoing Phase III clinical development.

<span class="mw-page-title-main">Candocuronium iodide</span> Chemical compound

Candocuronium iodide is a aminosteroid neuromuscular-blocking drug. Its use within anesthesia for endotracheal intubation and for providing skeletal muscle relaxation during surgery or mechanical ventilation was briefly evaluated in clinical studies in India, though further development was discontinued due to attendant cardiovascular effects, primarily tachycardia that was about the same as the clinically established pancuronium bromide. Candocuronium demonstrated a short duration in the body, but a rapid onset of action. It had little to no ganglion blocking activity, with a greater potency than pancuronium.

<span class="mw-page-title-main">Dipyrandium</span> Chemical compound

Dipyrandium is an aminosteroid neuromuscular blocking agent.

<span class="mw-page-title-main">Dihydrochandonium</span> Chemical compound

Dihydrochandonium is an aminosteroid non-depolarizing neuromuscular blocking agent.

<span class="mw-page-title-main">Malouetine</span> Chemical compound

Malouetine is an aminosteroid neuromuscular blocking agent and antinicotinic alkaloid isolated from Malouetia spp.

<span class="mw-page-title-main">Stercuronium iodide</span> Chemical compound

Stercuronium iodide is an aminosteroid neuromuscular blocking agent which was never marketed. It acts as a competitive antagonist of the nicotinic acetylcholine receptor (nAChR), and is also reported to be an acetylcholinesterase inhibitor.

<span class="mw-page-title-main">Dacuronium bromide</span> Chemical compound

Dacuronium bromide is an aminosteroid neuromuscular blocking agent which was never marketed. It acts as a competitive antagonist of the nicotinic acetylcholine receptor (nAChR).

References

  1. "Pipecuronium Bromide". WHOCC - ATC/DDD Index. M03AC06.
  2. 1 2 "Pipecuronium". DrugBank.
  3. Singh H, Jindal DP, Yadav MR, Kumar M (January 1991). "5 Heterosteroids and drug research.". Progress in Medicinal Chemistry. Vol. 28. pp. 233-300 (270). doi:10.1016/S0079-6468(08)70366-7.
  4. "Pipecuronium - brand name list from". Drugs.com. Retrieved 2022-09-17.