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Pipecuronium bromide

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Chemical compound

Pharmaceutical compound

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^N68399-58-6
PubChemCID	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 bisquaternaryaminosteroid muscle relaxant^[1] which blocksnicotinic acetylcholine receptors^[2]^[3] at theneuromuscular junction. It is also an antagonist ofM2 andM3 muscarinic receptors^[2] and is the mostpotent neuromuscular blocking agent of the aminosteroid class.^{[citation needed]}

It is sold under thetrade names Arduan and Pycuron.^[4]

^"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.ISBN 978-0-444-81275-9.PMID 1843548.
^"Pipecuronium - brand name list from". Drugs.com. Retrieved2022-09-17.

Curare alkaloids	Alcuronium Dimethyltubocurarine Tubocurarine
4° ammonium agents	ultra-short duration:Gantacurium short duration:Rapacuronium Mivacurium Chandonium intermediate duration:Atracurium Cisatracurium Fazadinium Rocuronium Vecuronium long duration:Doxacurium Dimethyltubocurarine Pancuronium Pipecuronium Laudexium Gallamine unsorted:Hexafluronium (Hexafluorenium)

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