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Pipecuronium bromide

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Pipecuronium bromide
Clinical data


Trade names	Arduan
AHFS/Drugs.com	International Drug Names
ATC code	M03AC06 (WHO)
Identifiers
IUPAC name (2β,3α,5α,16β,17β)-3,17-bis(acetyloxy)-2,16-bis(4,4-dimethylpiperazin-4-ium-1-yl)androstane dibromide
CAS Number	52212-02-9^N 68399-58-6
PubChem CID	65332
ChemSpider	58815^Y
UNII	R6ZTY81RE1
KEGG	D00764^Y
ChEMBL	ChEMBL1200722^N
CompTox Dashboard (EPA)	DTXSID8023478
ECHA InfoCard	100.052.475
Chemical and physical data
Formula	C₃₅H₆₂Br₂N₄O₄
Molar mass	762.713 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES [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 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^Y Key:TXWBOBJCRVVBJF-YTGGZNJNSA-L^Y
^NY (what is this?) (verify)

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]

References[edit]

^ "Pipecuronium Bromide". WHOCC - ATC/DDD Index. M03AC06.

^ ^a ^b "Pipecuronium". DrugBank.

^ 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.

^ "Pipecuronium - brand name list from". Drugs.com. Retrieved 2022-09-17.

Skeletal muscle relaxants (M03)

Peripherally acting
(primarily antinicotinic,
NMJ block)

Non-depolarizing

Curare alkaloids

4° ammonium agents

ultra-short duration: Gantacurium

short duration: Rapacuronium
Mivacurium
Chandonium

unsorted: Hexafluronium (Hexafluorenium)

Depolarizing

Choline derivatives: Suxamethonium (Succinylcholine)

Polyalkylene derivatives: Hexamethonium

ACh release inhibitors

Botulinum toxin

Centrally acting

Carbamic acid esters	Carisoprodol Cyclarbamate Difebarbamate Febarbamate Meprobamate Phenprobamate Styramate Tybamate
Benzodiazepines	Bromazepam Diazepam Clonazepam Flunitrazepam Lorazepam Nitrazepam Temazepam Tetrazepam
Nonbenzodiazepines	Eszopiclone
Thienodiazepines	Etizolam
Quinazolines	Methaqualone
Anticholinergics (Antimuscarinics)	Cyclobenzaprine Orphenadrine
Other	Arbaclofen placarbil Baclofen Chlormezanone Chlorphenesin Chlorzoxazone Eperisone Fenyramidol Flopropione Gabapentin GHB Inaperisone Lanperisone Mephenesin Mephenoxalone Metaxalone Methocarbamol Phenibut Pregabalin Pridinol Promoxolane Quinine Silperisone Thiocolchicoside Tizanidine Tolperisone Zoxazolamine

Directly acting

Dantrolene

Nicotinic acetylcholine receptor modulators

nAChRs

Agonists
(and PAMs)

Antagonists
(and NAMs)

Precursors
(and prodrugs)

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Acetylcholine metabolism/transport modulators

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Retrieved from "https://en.wikipedia.org/w/index.php?title=Pipecuronium_bromide&oldid=1211807968" Categories: ●Muscle relaxants ●Quaternary ammonium compounds ●Piperazines ●Acetate esters ●Bromides ●Nicotinic antagonists ●Androstanes ●Steroid stubs ●Musculoskeletal system drug stubs Hidden categories: ●Articles with short description ●Short description matches Wikidata ●Articles with changed CASNo identifier ●Articles with changed EBI identifier ●ECHA InfoCard ID from Wikidata ●Chemical pages without DrugBank identifier ●Drugs with no legal status ●Drugboxes which contain changes to verified fields ●All articles with unsourced statements ●Articles with unsourced statements from April 2019 ●All stub articles ●This page was last edited on 4 March 2024, at 15:41 (UTC). ●Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization. ●Privacy policy ●About Wikipedia ●Disclaimers ●Contact Wikipedia ●Code of Conduct ●Developers ●Statistics ●Cookie statement ●Mobile view