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(Index , Outline )
Vecuronium bromide chemical structure
Vecuronium bromide
[(2S ,3S ,5S ,8R ,9S ,10S ,13S ,14S ,16S ,17S )- 17-acetyloxy-10,13-dimethyl-16-(1-methyl-3,4, 5,6-tetrahydro-2H -pyridin-1-yl)-2-(1-piperidyl)- 2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro- 1H -cyclopenta[a]phenanthren-3-yl] acetateIUPAC name
CAS number 50700-72-6
ATC code
M03 AC03
PubChem 39765
DrugBank {{{DrugBank}}}
Chemical formula
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Molecular weight
557.827 g/mol
Bioavailability
100% (IV)
Metabolism
liver 30%
Elimination half-life
51–80 minutes (longer with renal failure)
Excretion
Fecal (40-75%) and renal (30% as unchanged drug and metabolites )
Pregnancy category
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Legal status
Routes of administration
Intravenous
Vecuronium (Norcuron ) is a muscle relaxant in the category of non-depolarizing blocking agents . Vecuronium bromide is indicated as an adjunct to general anesthesia, to facilitate endotracheal intubation and to provide skeletal muscle relaxation during surgery or mechanical
ventilation. Although vecuronium bromide is often thought of as a muscle relaxant, it may be more accurate to classify it as a paralyzing agent. It is commercially available as ampoules containing 4 mg of the drug in powder form which needs to be dissolved in distilled water prior to administration to the patient. In India, vials containing 10 mg of vecuronium bromide are also commercially available, for use in patients undergoing prolonged surgical procedures.
Development [ ]
Vecuronium's structure is derived from the same aminosteroid structure as pancuronium , but it is missing the methyl group on the piperidine nitrogen that is attached to the 'A' ring, making it monoquaternary, like D-tubocurarine . This means it is less potent than pancuronium as a neuromuscular blocking agent. It has the same configuration at all ten stereocentres as pancuronium, and is a single-isomer preparation.
Clinical pharmacology [ ]
Vecuronium operates by competing for the cholinoceptors at the motor end plate thereby exerting its muscle-relaxing properties which are used adjunctively to general anesthesia. Under balanced anesthesia, the time to recovery to 25% of control (clinical duration) is
approximately 25 to 40 minutes after injection and recovery is usually 95% complete
approximately 45 to 65 minutes after injection of intubating dose. The neuromuscular
blocking action of vecuronium is slightly enhanced in the presence of potent inhalation
anesthetics. If vecuronium is first administered more than 5 minutes after the start of the
inhalation of enflurane , isoflurane , or halothane , or when a steady state has been achieved, the intubating dose of vecuronium may be decreased by approximately 15%.
Vecuronium is an aminosteroid .
See also [ ]
References [ ]
Skeletal muscle relaxants (M03 )
Peripherally acting (primarily antinicotinic ,NMJ block )
Alcuronium
Dimethyltubocurarine
Tubocurarine
4° ammonium agents
ultra-short duration: Gantacurium
short duration : Mivacurium
Chandonium
intermediate duration: Atracurium
Cisatracurium
Fazadinium
Rocuronium
Vecuronium
long duration: Doxacurium
Dimethyltubocurarine
Pancuronium
Pipecuronium
Laudexium
Gallamine
unsorted: Hexafluronium (Hexafluorenium)
Depolarizing
Centrally acting
Carbamic acid esters
Thienodiazepines
Other
Directly acting
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Cholinergics
Receptor ligands
Agonists : 77-LH-28-1 • AC-42 • AC-260,584 • Aceclidine • Acetylcholine • AF30 • AF150(S) • AF267B • AFDX-384 • Alvameline • AQRA-741 • Arecoline • Bethanechol • Butyrylcholine • Carbachol • CDD-0034 • CDD-0078 • CDD-0097 • CDD-0098 • CDD-0102 • Cevimeline • cis-Dioxolane • Ethoxysebacylcholine • LY-593,039 • L-689,660 • LY-2,033,298 • McNA343 • Methacholine • Milameline • Muscarine • NGX-267 • Ocvimeline • Oxotremorine • PD-151,832 • Pilocarpine • RS86 • Sabcomeline • SDZ 210-086 • Sebacylcholine • Suberylcholine • Talsaclidine • Tazomeline • Thiopilocarpine • Vedaclidine • VU-0029767 • VU-0090157 • VU-0152099 • VU-0152100 • VU-0238429 • WAY-132,983 • Xanomeline • YM-796 Antagonists : 3-Quinuclidinyl Benzilate • 4-DAMP • Aclidinium Bromide • Anisodamine • Anisodine • Atropine • Atropine Methonitrate • Benactyzine • Benzatropine (Benztropine) • Benzydamine • BIBN 99 • Biperiden • Bornaprine • CAR-226,086 • CAR-301,060 • CAR-302,196 • CAR-302,282 • CAR-302,368 • CAR-302,537 • CAR-302,668 • CS-27349 • Cyclobenzaprine • Cyclopentolate • Darifenacin • DAU-5884 • Dimethindene • Dexetimide • DIBD • Dicyclomine (Dicycloverine) • Ditran • EA-3167 • EA-3443 • EA-3580 • EA-3834 • Elemicin • Etanautine • Etybenzatropine (Ethylbenztropine) • Flavoxate • Himbacine • HL-031,120 • Ipratropium bromide • J-104,129 • Hyoscyamine • Mamba Toxin 3 • Mamba Toxin 7 • Mazaticol • Mebeverine • Methoctramine • Metixene • Myristicin • N -Ethyl-3-Piperidyl Benzilate • N -Methyl-3-Piperidyl Benzilate • Orphenadrine • Otenzepad • Oxybutynin • PBID • PD-102,807 • Penehyclidine • Phenglutarimide • Phenyltoloxamine • Pirenzepine • Piroheptine • Procyclidine • Profenamine • RU-47,213 • SCH-57,790 • SCH-72,788 • SCH-217,443 • Scopolamine (Hyoscine) • Solifenacin • Telenzepine • Tiotropium bromide • Tolterodine • Trihexyphenidyl • Tripitamine • Tropatepine • Tropicamide • WIN-2299 • Xanomeline • Zamifenacin ; Others : 1st Generation Antihistamines (Brompheniramine , chlorphenamine , cyproheptadine , dimenhydrinate , diphenhydramine , doxylamine , mepyramine /pyrilamine , phenindamine , pheniramine , tripelennamine , triprolidine , etc) • Tricyclic Antidepressants (Amitriptyline , doxepin , trimipramine , etc) • Tetracyclic Antidepressants (Amoxapine , maprotiline , etc) • Typical Antipsychotics (Chlorpromazine , thioridazine , etc) • Atypical Antipsychotics (Clozapine , olanzapine , quetiapine , etc)
Agonists : 5-HIAA • A-84,543 • A-366,833 • A-582,941 • A-867,744 • ABT-202 • ABT-418 • ABT-560 • ABT-894 • Acetylcholine • Altinicline • Anabasine • Anatoxin-a • AR-R17779 • Butyrylcholine • Carbachol • Cotinine • Cytisine • Decamethonium • Desformylflustrabromine • Dianicline • Dimethylphenylpiperazinium • Epibatidine • Epiboxidine • Ethanol • Ethoxysebacylcholine • EVP-4473 • EVP-6124 • Galantamine • GTS-21 • Ispronicline • Lobeline • MEM-63,908 (RG-3487) • Nicotine • NS-1738 • PHA-543,613 • PHA-709,829 • PNU-120,596 • PNU-282,987 • Pozanicline • Rivanicline • Sazetidine A • Sebacylcholine • SIB-1508Y • SIB-1553A • SSR-180,711 • Suberylcholine • TC-1698 • TC-1734 • TC-1827 • TC-2216 • TC-5214 • TC-5619 • TC-6683 • Tebanicline • Tropisetron • UB-165 • Varenicline • WAY-317,538 • XY-4083 Antagonists : 18-Methoxycoronaridine • α-Bungarotoxin • α-Conotoxin • Alcuronium • Amantadine • Anatruxonium • Atracurium • Bupropion (Amfebutamone) • Chandonium • Chlorisondamine • Cisatracurium • Coclaurine • Coronaridine • Dacuronium • Decamethonium • Dextromethorphan • Dextropropoxyphene • Dextrorphan • Diadonium • DHβE • Dimethyltubocurarine (Metocurine) • Dipyrandium • Dizocilpine (MK-801) • Doxacurium • Duador • Esketamine • Fazadinium • Gallamine • Hexafluronium • Hexamethonium (Benzohexonium) • Ibogaine • Isoflurane • Ketamine • Kynurenic acid • Laudexium (Laudolissin) • Levacetylmethadol • Malouetine • Mecamylamine • Memantine • Methadone • Methorphan (Racemethorphan) • Methyllycaconitine • Metocurine • Mivacurium • Morphanol (Racemorphanol) • Neramexane • Nitrous Oxide • Pancuronium • Pempidine • Pentamine • Pentolinium • Phencyclidine • Pipecuronium • Radafaxine • Rapacuronium • Rocuronium • Surugatoxin • Suxamethonium (Succinylcholine) • Thiocolchicoside • Toxiferine • Trimethaphan • Tropeinium • Tubocurarine • Vecuronium • Xenon
Reuptake inhibitors
Plasmalemmal
CHT Inhibitors
Hemicholinium-3 (Hemicholine; HC3) • Triethylcholine
Enzyme inhibitors
1-(-Benzoylethyl)pyridinium • 2-(α-Naphthoyl)ethyltrimethylammonium • 3-Chloro-4-stillbazole • 4-(1-Naphthylvinyl)pyridine • Acetylseco hemicholinium-3 • Acryloylcholine • AF64A • B115 • BETA • CM-54,903 • N ,N -Dimethylaminoethylacrylate • N ,N -Dimethylaminoethylchloroacetate
Reversible : Carbamates : Aldicarb • Bendiocarb • Bufencarb • Carbaryl • Carbendazim • Carbetamide • Carbofuran • Chlorbufam • Chloropropham • Ethienocarb • Ethiofencarb • Fenobucarb • Fenoxycarb • Formetanate • Furadan • Ladostigil • Methiocarb • Methomyl • Miotine • Oxamyl • Phenmedipham • Pinmicarb • Pirimicarb • Propamocarb • Propham • Propoxur ; Stigmines : Ganstigmine • Neostigmine • Phenserine • Physostigmine • Pyridostigmine • Rivastigmine ; Others : Acotiamide • Ambenonium • Donepezil • Edrophonium • Galantamine • Huperzine A • Minaprine • Tacrine • Zanapezil Irreversible : Organophosphates : Acephate • Azinphos-methyl • Bensulide • Cadusafos • Chlorethoxyfos • Chlorfenvinphos • Chlorpyrifos • Chlorpyrifos-Methyl • Coumaphos • Cyclosarin (GF) • Demeton • Demeton-S-Methyl • Diazinon • Dichlorvos • Dicrotophos • Diisopropyl fluorophosphate (Guthion) • Diisopropylphosphate • Dimethoate • Dioxathion • Disulfoton • EA-3148 • Echothiophate • Ethion • Ethoprop • Fenamiphos • Fenitrothion • Fenthion • Fosthiazate • GV • Isofluorophate • Isoxathion • Malaoxon • Malathion • Methamidophos • Methidathion • Metrifonate • Mevinphos • Monocrotophos • Naled • Novichok agent • Omethoate • Oxydemeton-Methyl • Paraoxon • Parathion • Parathion-Methyl • Phorate • Phosalone • Phosmet • Phostebupirim • Phoxim • Pirimiphos-Methyl • Sarin (GB) • Soman (GD) • Tabun (GA) • Temefos • Terbufos • Tetrachlorvinphos • Tribufos • Trichlorfon • VE • VG • VM • VR • VX ; Others : Demecarium • Onchidal (Onchidella binneyi )
Cymserine * Many of the acetylcholinesterase inhibitors listed above act as butyrylcholinesterase inhibitors.
Others
Choline (Lecithin ) • Citicoline • Cyprodenate • Dimethylethanolamine (DMAE, deanol) • Glycerophosphocholine • Meclofenoxate (Centrophenoxine) • Phosphatidylcholine • Phosphatidylethanolamine • Phosphorylcholine • Pirisudanol
Acetic acid • Acetylcarnitine • Acetyl-coA • Vitamin B5 (Pantethine , Pantetheine , Panthenol )
Others
Acetylcholine releasing agents : α-Latrotoxin • β-Bungarotoxin ; Acetylcholine release inhibitors : Botulinum toxin (Botox); Acetylcholinesterase reactivators : Asoxime • Obidoxime • Pralidoxime