18-EC

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18-EC
Wireframe model of 18-EC
Preferred IUPAC name 18-Ethoxycoronaridine
Systematic name Methyl 17-(2-ethoxyethyl)-3,13- diazapentacyclo[13.3.1.0^2,10.0^4,9.0^13,18] nonadeca-2(10),4(9),5,7-tetraene-1- carboxylate
style="background: #F8EABA; text-align: center;" colspan="2" \| Identifiers
SMILES	Script error: No such module "collapsible list".
InChI	Script error: No such module "collapsible list".
InChI key	NLEJNHRDZABYAW-UHFFFAOYS A-N
style="background: #F8EABA; text-align: center;" colspan="2" \| Properties
Molecular formula	C₂₃H₃₀N₂O₃
Molar mass	382.5 g mol⁻¹
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

(+/-)-18-ethoxycoronaridine (18-EC) is a derivative of 18-MC synthesized in 2010 at Obiter Research, Champaign, Illinois. This compound is covered under a patent held by Albany Medical College and the University of Vermont. Obiter Research licensed this patent from these Universities in January 2010.

References

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 • 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 • Phenglutarimide • Phenyltoloxamine • Pirenzepine • Piroheptine • Procyclidine • Profenamine • RU-47,213 • SCH-57,790 • SCH-72,788 • SCH-217,443 • Scopolamine (Hyoscine) • Solifenacin • Telenzepine • Tiotropium • Tolterodine • Trihexyphenidyl • Tripitamine • Tropatepine • Tropicamide • WIN-2299 • Xanomeline • Zamifenacin; Others: 1st Generation Antihistamines (Brompheniramine, chlorpheniramine, 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)

nAChR

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 • 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

Vesicular

VAChT Inhibitors	Vesamicol

Enzyme inhibitors

Anabolism

ChAT 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

Catabolism

AChE inhibitors

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)

BChE inhibitors

* Many of the acetylcholinesterase inhibitors listed above act as butyrylcholinesterase inhibitors.

Others

Precursors	Choline (Lecithin) • Citicoline • Cyprodenate • Dimethylethanolamine (DMAE, deanol) • Glycerophosphocholine • Meclofenoxate (Centrophenoxine) • Phosphatidylcholine • Phosphatidylethanolamine • Phosphorylcholine • Pirisudanol
Cofactors	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

Opioids (N02A)

Opium and
Poppy straw
derivatives

Crude opiate extracts/
whole opium products

Compote/Kompot/Polish heroin · Diascordium · B & O Supprettes · Dover's powder · Laudanum · Mithridate · Opium · Paregoric · Poppy straw concentrate · Poppy tea · Smoking opium · Theriac

Natural Opiates

Opium Alkaloids see also: Components of Opium	Codeine · Morphine · Oripavine · Pseudomorphine · Thebaine
Alkaloid Salts Mixtures	Pantopon · Papaveretum (Omnopon) · Tetrapon

Semisynthetics

Morphine Family	2-(p-Nitrophenyl)-4-isopropylmorphine · 14-Hydroxymorphine · 14β-Hydroxymorphine · 14β-Hydroxymorphone · 2,4-Dinitrophenylmorphine · 6-Methyldihydromorphine · 6-Methylenedihydrodesoxymorphine · 6-Acetyldihydromorphine/6-Monoacetyldihydromorphine · Acetyldihydromorphine · Azidomorphine · Chlornaltrexamine · Dihydrodesoxymorphine (Desomorphine) · Dihydromorphine · Ethyldihydromorphine · Hydromorphinol · Methyldesorphine · N-Phenethylnormorphine · Pseudomorphine · RAM-378
3,6 Diesters of Morphine	6-acetyl-1-iodocodeine · 6-nicotinoyldihydromorphine · Acetylpropionylmorphine · Acetylbutyrylmorphine · Diacetyldihydromorphine (Dihydroheroin) · Diacetyldibenzoylmorphine · Dibutyrylcodeine · Dibutyrylmorphine · Dibenzoylmorphine · Diformylmorphine · Dipropanoylmorphine · Heroin (Diacetylmorphine) · Nicomorphine · Tetrabenzoylmorphine · Tetrabutyrylmorphine
Codeine-Dionine Family	14-Hydroxydihydrocodeine · Acetylcodeine · Benzylmorphine · Codeine methylbromide · Desocodeine · Dimethylmorphine (Methocodeine) · Methyldihydromorphine (Dihydroheterocodeine) · Ethylmorphine (Dionine) · Heterocodeine · Isocodeine · Isopropylmorphine · Morpholinylethylmorphine (Pholcodine) · Myrophine · Nalodeine · Transisocodeine
Morphinones & Morphols	1-Bromohydrocodone · 1-Bromooxycodone · 1-Chlorohydrocodone · 1-Chlorooxycodone · 1-Iodohydrocodone · 1-Iodooxycodone · 14-Cinnamoyloxycodeinone · 14-Ethoxymetopon · 14-Methoxymetopon · 14β-Hydroxymorphone · 14-O-Methyloxymorphone · 14-Phenylpropoxymetopon · 7-Spiroindanyloxymorphone · 8,14-Dihydroxydihydromorphinone · Acetylmorphinol · Acetylmorphone · α-hydrocodol · Bromoisopropropyldihydromorphinone · Codeinone · Codorphone · Codol · Codoxime · Thebacon (Acetyldihydrocodeinone / Dihydrocodeinone enol acetate) · Ethyldihydromorphinone · Hydrocodol · Hydrocodone · Hydromorphinone · Hydromorphol · Hydromorphone · Hydroxycodeine · Isopropropyldihydrocodeinone · Isopropropyldihydromorphinone · Methyldihydromorphinone · Metopon · Morphenol · Morphinol · Morphinone · Morphol · N-Phenethyl-14-ethoxymetopon · Oxycodone · Oxymorphol · Oxymorphinol · Oxymorphone · Pentamorphone · Semorphone
Morphides	α-chlorocodide (Alphachlorocodide/Chlorocodide) · α-chloromorphide · 3-Bromomorphide · Bromocodide · Bromomorphide (8-Bromomorphide) · Chlorocodide · Chloromorphide · · Codide · Fluorocodide (8-Fluorocodide) · Fluormorphide · Iodocodide · Iodomorphide (8-Iodomorphide) · Morphide
Dihydrocodeine Series	14-hydroxydihydrocodeine · Acetyldihydrocodeine · Dihydrocodeine · Dihydrodesoxycodeine/Desocodeine · Dihydroisocodeine · Nicocodeine · Nicodicodeine
Nitrogen Morphine Derivatives	1-Nitrocodeine · 2-Nitrocodeine · 1-Nitromorphine · 2-Nitromorphine · Codeine-N-Oxide · Heroin-N-Oxide · Hydromorphone-N-Oxide · Morphine-N-Oxide
Hydrazones	Acetylmorphazone · Hydromorphazone · Morphazone · Oxymorphazone
Halogenated Morphine Derivatives	1-Bromocodeine · 2-Bromocodeine · 1-Bromodiacetylmorphine · 2-Bromodiacetylmorphine · 1-Bromodihydrocodeine · 2-Bromodihydrocodeine · 1-Bromodihydromorphine · 2-Bromodihydromorphine · 1-Bromomorphine · 2-Bromomorphine · 1-Chlorocodeine · 2-Chlorocodeine · 1-Chlorodiacetylmorphine · 2-Chlorodiacetylmorphine · 1-Chlorodihydrocodeine · 2-Chlorodihydrocodeine · 1-Chlorodihydromorphine · 2-Chlorodihydromorphine · 1-Chloromorphine · 2-Chloromorphine · 1-Fluorocodeine · 2-Fluorocodeine · 1-Fluorodiacetylmorphine · 2-Fluorodiacetylmorphine · 1-Fluorodihydrocodeine · 2-Fluorodihydrocodeine · 1-Fluorodihydromorphine · 2-Fluorodihydromorphine · 1-Fluoromorphine · 2-Fluoromorphine · 3-Fluoromorphine · 1-Iodocodeine · 2-Iodocodeine · 1-Iododiacetylmorphine · 2-Iododiacetylmorphine · 1-Iododihydrocodeine · 2-Iododihydrocodeine · 1-Iododihydromorphine · 2-Iododihydromorphine · 1-Iodomorphine · 2-Iodomorphine · Chlorethylmorphine
Others	Pholcodine

Active Opiate
Metabolites

Codeine-N-Oxide (Genocodeine) · Dihydromorphine-6-glucuronide · Hydromorphone-N-Oxide · Heroin-7,8-Oxide · Morphine-6-glucuronide · 6-Acetylmorphine · Morphine-N-Oxide (Genomorphine) · Naltrexol · Norcodeine · Normorphine

Morphinans

Morphinan Series	4-chlorophenylpyridomorphinan · Cyclorphan · Dextrallorphan · Dimemorfan · Levargorphan · Levallorphan · Levorphanol · Levorphan · Levophenacylmorphan · Levomethorphan · Norlevorphanol · N-Methylmorphinan · Oxilorphan · Phenomorphan · Methorphan / Racemethorphan · Morphanol / Racemorphanol · Ro4-1539 · Stephodeline · Xorphanol
Others	1-Nitroaknadinine · 14-episinomenine · 5,6-Dihydronorsalutaridine · 6-Ketonalbuphine · Aknadinine · Butorphanol · Cephakicine · Cephasamine · Cyprodime · Drotebanol · Fenfangjine G · Nalbuphine · Sinococuline · Sinomenine (Cocculine) · Tannagine

Benzomorphans

5,9-DEHB · Alazocine · Anazocine · Bremazocine · Cogazocine · Cyclazocine · Dezocine · Eptazocine · Etazocine · Ethylketocyclazocine · Fluorophen · Ketazocine · Metazocine · Pentazocine · Phenazocine · Quadazocine · Thiazocine · Tonazocine · Volazocine · Zenazocine

4-Phenylpiperidines

Pethidines (Meperidines)	4-Fluoromeperidine · Allylnorpethidine · Anileridine · Benzethidine · Carperidine · Difenoxin · Diphenoxylate · Etoxeridine (Carbetidine) · Furethidine · Hydroxypethidine (Bemidone) · Hydroxymethoxypethidine · Morpheridine · Oxpheneridine (Carbamethidine) · Meperidine-N-Oxide · Pethidine (Meperidine) · Pethidine Intermediate A · Pethidine Intermediate B (Norpethidine) · Pethidine Intermediate C (Pethidinic Acid) · Pheneridine · Phenoperidine · Piminodine · Properidine (Ipropethidine) · Sameridine
Prodines	Allylprodine · Isopromedol · Meprodine (α-meprodine / β-meprodine) · MPPP (Desmethylprodine) · PEPAP · Prodine (α-prodine / β-prodine) · Prosidol · Trimeperidine (Promedol)
Ketobemidones	Acetoxyketobemidone · Droxypropine · Ketobemidone · Methylketobemidone · Propylketobemidone
Others	Alvimopan · Loperamide · Picenadol

Open Chain
Opioids

Amidones	Dextromethadone · Dextroisomethadone · Dipipanone · Hexalgon (Norpipanone) · Isomethadone · Levoisomethadone · Levomethadone · Methadone · Methadone intermediate · Normethadone · Norpipanone · Phenadoxone (Heptazone) · Pipidone
Methadols	Dimepheptanol (Racemethadol) · Levacetylmethadol · Noracetylmethadol
Moramides	Dextromoramide · Levomoramide · Moramide intermediate · Racemoramide
Thiambutenes	Diethylthiambutene · Dimethylthiambutene · Ethylmethylthiambutene · Piperidylthiambutene · Pyrrolidinylthiambutene · Thiambutene · Tipepidine
Phenalkoxams	Dextropropoxyphene (Propoxyphene) · Dimenoxadol · Dioxaphetyl Butyrate · Levopropoxyphene · Norpropoxyphene
Ampromides	Diampromide · Phenampromide · Propiram
Others	IC-26 · Isoaminile · Lefetamine · R-4066