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Stercuronium iodide

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From Wikipedia, the free encyclopedia

Chemical compound

Pharmaceutical compound

Stercuronium iodide
Clinical data

Other names	MYC-1080; MYSC-1080
Identifiers
IUPAC name (3β)-N-Ethyl-N,N-dimethylcona-4,6-dienin-3-aminium iodide
CAS Number	30033-10-4
PubChemCID	71924
ChemSpider	64935
UNII	K1477R7DDR
CompTox Dashboard(EPA)	DTXSID80952432
Chemical and physical data
Formula	C₂₆H₄₃IN₂
Molar mass	510.548 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC[N+](C)(C)[C@H]1CC[C@@]2([C@H]3CC[C@]45CN([C@H]([C@H]4CC[C@H]5[C@@H]3C=CC2=C1)C)C)C.[I-]
InChI InChI=1S/C26H43N2.HI/c1-7-28(5,6)20-12-14-25(3)19(16-20)8-9-21-23(25)13-15-26-17-27(4)18(2)22(26)10-11-24(21)26;/h8-9,16,18,20-24H,7,10-15,17H2,1-6H3;1H/q+1;/p-1/t18-,20-,21+,22+,23-,24-,25-,26-;/m0./s1 Key:NZMZXOUHSHDAQQ-VIGAWJBNSA-M

Stercuronium iodide (INN,USAN) (developmental code namesMYC-1080,MYSC-1080) is anaminosteroid neuromuscular blocking agent which was never marketed.^[1]^[2] It acts as acompetitive antagonist of thenicotinic acetylcholine receptor (nAChR), and is also reported to be anacetylcholinesterase inhibitor.^[1]

References

[edit]

^^a ^bKar A (2005).Medicinal Chemistry. New Age International. pp. 175–.ISBN 978-81-224-1565-0.
^Bowden RE, Collier B, Dripps RD, Duchen LW, Enderby GE, Ginsborg BL, Head S, Hobbiger F, Jenkinson DM, MacIntosh, Smith SE (13 March 2013).Neuromuscular Junction. Springer Science & Business Media. pp. 421–.ISBN 978-3-642-45476-9.

Skeletalmuscle relaxants (M03)

Peripherally acting
(primarilyantinicotinic,
NMJ block)

Non-depolarizing

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)

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

Acetylcholine metabolism andtransport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase	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
AChETooltip Acetylcholinesterase	Inhibitors:Reversible: Carbamates:Aldicarb Aminocarb Bendiocarb Bufencarb Carbaryl Carbendazim Carbetamide Carbofuran Carbosulfan Chlorbufam Chloropropham Dimetilan Ethienocarb Ethiofencarb Fenobucarb Formetanate Formparanate Methiocarb Methomyl Metolcarb Miotine Oxamyl Phenmedipham Pinmicarb Pirimicarb Promecarb Propamocarb Propham Propoxur Thiodicarb Thiofanox; Stigmines:Distigmine Eptastigmine Ganstigmine Neostigmine +glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others:Acotiamide Ambenonium Caffeine Donepezil EA-3990 EA-4056 Edrophonium Galantamine Huperzine A Huperzine B Huprine W Huprine X Huprine Y Huprine Z Ipidacrine Itopride Ladostigil Minaprine Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) T-1123 T-1152 T-1194 TL-599 TL-1238 Tacrine Velnacrine Zanapezil Irreversible: Organophosphates:2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Acephate Armine Azinphos-ethyl Azinphos-methyl BAY-29952 Bensulide Cadusafos Carbophenothion Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Crotylsarin Cyanophos Cyclosarin (GF) Demephion Demeton Demeton-S-methyl Dialifor Diazinon Dichlorvos Dicrotophos Dicyclohexyl phosphorofluoridate Diisopropylphosphate Diisopropyl fluorophosphate Dimefox Dimethoate Dimethyl 4-(methylthio)phenyl phosphate Dioxathion Disulfoton EA-2012 EA-2054 EA-2098 EA-2192 EA-2613 EA-3148 EA-4352 Echothiophate Ethylsarin (GE) Endothion EPN Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fluorotabun Fonofos Formothion Fosthiazate GD-42 GH GT-45 GV Guanitoxin Hexaethyl tetraphosphate (HETP) Isofluorophate Isoxathion Leptophos Malaoxon Malathion Mazidox Methamidophos Methidathion Methyl phenkapton Methylfluorophosphonylcholine (MFPCh) Metrifonate Mevinphos Mipafox Monocrotophos MSPI Naled Novichok agent Omethoate Oxydemeton-methyl Paraoxon Parathion Parathion-methyl Phorate Phosalone Phosfolan Phosmet Phosphamidon Phoxim Pirimiphos-methyl Profenofos Prothoate R-16661 Ro 3-0340 Ro 3-0346 Ro 3-0347 Ro 3-0351 Ro 3-0352 Ro 3-0397 Ro 3-0411 Ro 3-0412 Ro 3-0417 Ro 3-0419 Ro 3-0422 Ro 3-0433 Ronnel Sarin (GB) Schradan Soman (GD) Sulfotep (TEDP) Tabun (GA) Tebupirimfos Temefos Terbufos Tetrachlorvinphos Tetraethyl pyrophosphate (TEPP) Triazofos Tribufos Trichlorfon Trichloronate Tricresyl phosphate VE VG VM VP VS VR VX; Others:Demecarium Fasciculins (green mamba toxins) (1,2,3,4) Onchidal (Onchidella binneyi) Methanesulfonyl fluoride Unsorted:α-Pinene α-Viniferin Affinine Affinisine Arisugacin A Bulbocapnine Conodurine Coronaridine Corydaline Corynoline Crimidine Cyclanoline Cymserine Harmaline Kobophenol A Lactucopicrin Lycorine Phosacetim Rosmarinic acid Stercuronium iodide Taspine Tetrahydrocannabinol Ungeremine Ungiminorine Dimethylcarbamoyl fluoride BW284C51 TMTFA 3152 CT Reactivators:Asoxime chloride Methoxime Obidoxime Pralidoxime Trimedoxime bromide
BChETooltip Butyrylcholinesterase	Inhibitors:Affinine Affinisine Conodurine Cymserine Ladostigil Profenamine (ethopropazine) Rivastigmine Tacrine ZINC-12613047 Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter	Inhibitors:Hemicholinium-3 (hemicholine) Triethylcholine Enhancers:Coluracetam
VAChTTooltip Vesicular acetylcholine transporter	Inhibitors:Vesamicol

Release
(modulators)

Inhibitors	SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators:Botulinum toxin (A,C,E) VAMPTooltip Vesicle-associated membrane protein inactivators:Botulinum toxin (B,D,F,G) Others:Bungarotoxins (β-bungarotoxin,γ-bungarotoxin)
Enhancers	LPHNTooltip Latrophilin agonists:α-Latrotoxin Others: Atracotoxins (e.g.,robustoxin,versutoxin) Crotoxin