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1 See also  





2 References  














EA-3580






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From Wikipedia, the free encyclopedia
 


EA-3580

Identifiers

  • (1-methylpiperidin-4-yl) 2-cyclobutyl-2-hydroxy-2-phenylacetate

CAS Number

PubChem CID

ChemSpider

UNII

CompTox Dashboard (EPA)

Chemical and physical data

Formula

C18H25NO3

Molar mass

303.402 g·mol−1

3D model (JSmol)

  • c3ccccc3C(O)(C2CCC2)C(=O)OC1CCN(C)CC1

  • InChI=1S/C18H25NO3/c1-19-12-10-16(11-13-19)22-17(20)18(21,15-8-5-9-15)14-6-3-2-4-7-14/h2-4,6-7,15-16,21H,5,8-13H2,1H3

  • Key:LOBGXFLATZQVKC-UHFFFAOYSA-N

  •   (verify)

    EA-3580 is a potent anticholinergic deliriant drug with a fairly long duration of action, related to the chemical warfare agent 3-Quinuclidinyl benzilate (QNB). It was developed under contract to Edgewood Arsenal during the 1960s as part of the US military chemical weapons program, during research to improve upon the properties of earlier agents such as QNB.

    EA-3580 is closely related to the similar compound EA-3443, and has similar potency and high central to peripheral effects ratio, but with a duration of action around half as long, although effects of EA-3580 can still persist for 24 hours or more following high doses.[1][2]

    See also[edit]

    References[edit]

    1. ^ National Research Council (US) Panel on Anticholinesterase Chemicals; National Research Council (US) Panel on Anticholinergic Chemicals (1982). Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents. Vol. 1. The National Academies Press. pp. 207–211. doi:10.17226/740. ISBN 978-0-309-07759-0. PMID 25032448. {{cite book}}: |work= ignored (help)
  • ^ Ketchum JS (2006). Chemical Warfare Secrets Almost Forgotten. A Personal Story of Medical Testing of Army Volunteers with Incapacitating Chemical Agents During the Cold War. ChemBooks Inc. ISBN 978-1-4243-0080-8.
  • riot control
  • Blood agents

  • Cyanogen bromide
  • Cyanogen chloride (CK)
  • Hydrogen cyanide (AC)
  • Arsine
  • Cacodyl cyanide
  • Cacodyl oxide
  • Hydrogen sulfide
  • Phosphine
  • Carbon monoxide
  • Phosphorus trifluoride
  • Methyl cyanoformate
  • Iron pentacarbonyl
  • Nickel tetracarbonyl
  • 2,3,7,8-Tetrachlorodibenzodioxin
  • Glycolonitrile
  • Lactonitrile
  • Acetone cyanohydrin
  • Stibine
  • Chloral cyanohydrin
  • Blister agents

    Arsenicals

  • Ethyldichloroarsine (ED)
  • Methyldichloroarsine (MD)
  • Phenyldichloroarsine (PD)
  • Lewisite (L)
  • Lewisite 2 (L2)
  • Lewisite 3 (L3)
  • Sulfur mustards

  • T
  • Q
  • CEES
  • Nitrogen mustards

  • HN2
  • HN3
  • TL-301
  • Nettle agents

    Other

  • Dibutylchloromethyltin chloride
  • Selenium oxychloride
  • Nerve agents

    G-agents

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  • Soman (GD)
  • Chlorosoman (ClGD)
  • Ethylsarin (GE)
  • GH
  • Cyclosarin (GF)
  • GP
  • Fluorotabun
  • EA-1356
  • EA-4352
  • Crotylsarin
  • V-agents

  • EA-3148
  • VE
  • VG
  • VM
  • VP
  • VR
  • VS
  • VX
  • EA-1763
  • Chinese VX
  • V-sub x (GD-7)
  • GV agents

    Novichok agents

  • A-232
  • A-234
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  • A-262
  • C01-A035
  • C01-A039
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  • Carbamates

  • EA-3887
  • EA-3887A
  • EA-3966
  • EA-3990
  • EA-4056
  • T-1123
  • T-1152
  • T-1194
  • Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
  • TL-599
  • TL-1238
  • TL-1299
  • TL-1317
  • Miotine (AR-28/T-1843)
  • 3152 CT
  • 4-686-293-01 (Agent 1-10)
  • Other

  • Dicyclohexyl phosphorofluoridate
  • EA-2012
  • EA-2054
  • EA-2098
  • EA-2613
  • 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
  • Neopentylene fluorophosphate
  • Selenophos
  • Phospholine
  • R-16661
  • Ro 3-0422
  • Methanesulfonyl fluoride
  • Dimefox (TL-792)
  • MSPI
  • Precursors

  • AT
  • ATO
  • AlP
  • A.P.C. complex
  • Chlorosarin
  • Chlorosoman
  • Cyclohexanol
  • 1,8-Dibromooctane
  • N,N-Diisopropylaminoethanol (KB)
  • EA-1250
  • DIHP
  • ZS
  • DEHP
  • EA-1224
  • Dimethylamidophosphoric dichloride
  • Dimethylamidophosphoric dicyanide
  • DMHP
  • Ethylphosphonoselenoic dichloride
  • Formaldoxime
  • Nital
  • 4-Hydroxycoumarin
  • Isopropyl alcohol (TB)
  • Methyldichlorophosphine (SW)
  • Methylphosphonyl difluoride (difluoro) (DF)
  • Methylphosphonyl dichloride (dichloro)
  • Nitromethane
  • OPA mixture
  • Phosphoryl chloride
  • Phosphorus pentachloride
  • Phosphorus trichloride (TH)
  • Pinacolone
  • Pinacolyl alcohol
  • Phenacyl chloride
  • QL
  • 2,4,5-Trichlorophenol
  • 3,3,5-Trimethylcyclohexanol
  • Triethyl phosphite
  • Trimethyl phosphite
  • TC
  • TG
  • Neurotoxins

  • Saxitoxin (TZ)
  • Bungarotoxin
  • Botulinum toxin (BTX)
  • Tetanospasmin (TeNT)
  • Ryanodine
  • Ciguatoxin (CTX)
  • Guanitoxin (GTX)
  • Chlorophenylsilatrane
  • Palytoxin (PTX)
  • Maitotoxin (MTX)
  • Tetrodotoxin
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  • Strychnine
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  • Tetraethyllead
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  • HN1 hydrochloride
  • HN2 hydrochloride
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    choking agents

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  • Chlorine trifluoride
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  • Cadmium oxide
  • Cadmium chloride
  • Mercuric chloride
  • Selenium dioxide
  • Selenoyl fluoride
  • Trifluoronitrosomethane
  • Trichloronitrosomethane
  • Nitric oxide
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  • Phosphorus trichloride
  • Methyl isocyanate
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    agents

    • BZ (CS-4030)
  • Apomorphine
  • Butyrophenone
  • EA-4941 (CS-4640)
  • Etorphine
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  • CS-4297
  • Etoxadrol
  • Dimethylheptylpyran (DMHP)
  • EA-2148
  • EA-3167
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  • Pethidine
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  • Ibogaine
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  • Kolokol-1
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  • Benperidol
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  • Lachrymatory
    agents

  • Pepper spray (OC)
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  • CN
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  • CNS
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  • Bromomethyl ethyl ketone
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  • Phenacyl bromide
  • Chloroacetophenone oxime
  • Ethyl bromoacetate
  • Ethyl iodoacetate
  • Iodoacetone
  • Allyl isothiocyanate
  • Hexamethylene diisocyanate
  • Crotonaldehyde
  • Malodorant agents

  • Allicin
  • Skatole
  • Cadaverine
  • Putrescine
  • Cornea-clouding agents

  • CX
  • KB-16
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  • Biological toxins

  • Aconitine
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  • Anatoxin-a
  • Batrachotoxin
  • Botulinum toxin
  • Brevetoxin
  • Ciguatoxin
  • Domoic acid
  • Enterotoxin type B
  • Grayanotoxin
  • Guanitoxin
  • Maitotoxin
  • Modeccin
  • Palytoxin
  • Ricin
  • Saxitoxin
  • Shiga toxin
  • T-2 mycotoxin
  • Tetanospasmin
  • Tetrodotoxin
  • Volkensin
  • Veratridine
  • Other

  • Napalm (variants and mixtures)
  • Fluoroethyl fluoroacetate
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  • Polonium
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  • CB military symbol
  • Psychedelics
    (5-HT2A
    agonists)

    Benzofurans

  • 2CBFly-NBOMe
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  • 5-MeO-DiBF
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  • F-2
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  • TFMFly
  • Lyserg‐
    amides

  • 1cP-LSD
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  • 1cP-AL-LAD
  • 1cP-MiPLA
  • 1V-LSD
  • 2-Butyllysergamide
  • 3-Pentyllysergamide
  • AL-LAD
  • ALD-52
  • BU-LAD
  • Diallyllysergamide
  • Dimethyllysergamide
  • ECPLA
  • Ergometrine
  • ETH-LAD
  • IP-LAD
  • LAE-32
  • LAMPA
  • LPD-824
  • LSA
  • LSD
  • LSD-Pip
  • LSH
  • LSM-775
  • LSZ
  • Methylergometrine
  • MIPLA
  • Methysergide
  • MLD-41
  • PARGY-LAD
  • PRO-LAD
  • Phenethyl‐
    amines

    2C-x

  • 2C-B-AN
  • 2C-Bn
  • 2C-Bu
  • 2C-C
  • 2C-CN
  • 2C-CP
  • 2C-D
  • 2C-E
  • 2C-EF
  • 2C-F
  • 2C-G
  • 2C-G-1
  • 2C-G-2
  • 2C-G-3
  • 2C-G-4
  • 2C-G-5
  • 2C-G-6
  • 2C-G-N
  • 2C-H
  • 2C-I
  • 2C-iP
  • 2C-N
  • 2C-NH2
  • 2C-O
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  • 2C-Ph
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  • 2C-T-9
  • 2C-T-10
  • 2C-T-11
  • 2C-T-12
  • 2C-T-13
  • 2C-T-14
  • 2C-T-15
  • 2C-T-16
  • 2C-T-17
  • 2C-T-18
  • 2C-T-19
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  • 2C-T-21
  • 2C-T-22
  • 2C-T-22.5
  • 2C-T-23
  • 2C-T-24
  • 2C-T-25
  • 2C-T-27
  • 2C-T-28
  • 2C-T-30
  • 2C-T-31
  • 2C-T-32
  • 2C-T-33
  • 2C-TFE
  • 2C-TFM
  • 2C-YN
  • 2C-V
  • 25x-NBx

    25x-NB

  • 25C-NB
  • 25x-NB3OMe

  • 25C-NB3OMe
  • 25D-NB3OMe
  • 25E-NB3OMe
  • 25H-NB3OMe
  • 25I-NB3OMe
  • 25N-NB3OMe
  • 25P-NB3OMe
  • 25T2-NB3OMe
  • 25T4-NB3OMe
  • 25T7-NB3OMe
  • 25TFM-NB3OMe
  • 25x-NB4OMe

  • 25C-NB4OMe
  • 25D-NB4OMe
  • 25E-NB4OMe
  • 25H-NB4OMe
  • 25I-NB4OMe
  • 25N-NB4OMe
  • 25P-NB4OMe
  • 25T2-NB4OMe
  • 25T4-NB4OMe
  • 25T7-NB4OMe
  • 25TFM-NB4OMe
  • 25x-NBF

  • 25C-NBF
  • 25D-NBF
  • 25E-NBF
  • 25H-NBF
  • 25I-NBF
  • 25P-NBF
  • 25T2-NBF
  • 25T7-NBF
  • 25TFM-NBF
  • 25x-NBMD

  • 25C-NBMD
  • 25D-NBMD
  • 25E-NBMD
  • 25F-NBMD
  • 25H-NBMD
  • 25I-NBMD
  • 25P-NBMD
  • 25T2-NBMD
  • 25T7-NBMD
  • 25TFM-NBMD
  • 25x-NBOH

  • 25C-NBOH
  • 25CN-NBOH
  • 25D-NBOH
  • 25E-NBOH
  • 25F-NBOH
  • 25H-NBOH
  • 25I-NBOH
  • 25P-NBOH
  • 25T2-NBOH
  • 25T7-NBOH
  • 25TFM-NBOH
  • 25x-NBOMe

  • 25C-NBOMe
  • 25CN-NBOMe
  • 25D-NBOMe
  • 25E-NBOMe
  • 25F-NBOMe
  • 25G-NBOMe
  • 25H-NBOMe
  • 25I-NBOMe
  • 25iP-NBOMe
  • 25N-NBOMe
  • 25P-NBOMe
  • 25T-NBOMe
  • 25T2-NBOMe
  • 25T4-NBOMe
  • 25T7-NBOMe
  • 25TFM-NBOMe
  • Atypical structures

  • 25B-NAcPip
  • 25B-NB23DM
  • 25B-NB25DM
  • 25C-NBCl
  • 25C-NBOEt
  • 25C-NBOiPr
  • 25I-N2Nap1OH
  • 25I-N3MT2M
  • 25I-N4MT3M
  • 25I-NB34MD
  • 25I-NBAm
  • 25I-NBBr
  • 25I-NBMeOH
  • 25I-NBTFM
  • 2CBCB-NBOMe
  • 2CBFly-NBOMe
  • 4-EA-NBOMe
  • 5-APB-NBOMe
  • 5MT-NBOMe
  • C30-NBOMe
  • DOB-NBOMe
  • DOI-NBOMe
  • FECIMBI-36
  • MDPEA-NBOMe
  • N-Ethyl-2C-B
  • NBOMe-escaline
  • NBOMe-mescaline
  • ZDCM-04
  • 25x-NMx

  • 25B-NMe7BT
  • 25B-NMe7Bim
  • 25B-NMe7Box
  • 25B-NMe7DHBF
  • 25B-NMe7Ind
  • 25B-NMe7Indz
  • 25B-NMePyr
  • 25I-NMe7DHBF
  • 25I-NMeFur
  • 25I-NMeTHF
  • 25I-NMeTh
  • N-(2C)-fentanyl

  • N-(2C-C) fentanyl
  • N-(2C-D) fentanyl
  • N-(2C-E) fentanyl
  • N-(2C-G) fentanyl
  • N-(2C-H) fentanyl
  • N-(2C-I) fentanyl
  • N-(2C-IP) fentanyl
  • N-(2C-N) fentanyl
  • N-(2C-P) fentanyl
  • N-(2C-T) fentanyl
  • N-(2C-T-2) fentanyl
  • N-(2C-T-4) fentanyl
  • N-(2C-T-7) fentanyl
  • N-(2C-TFM) fentanyl
  • 3C-x

  • 3C-BZ
  • 3C-DFE
  • 3C-E
  • 3C-MAL
  • 3C-P
  • 4C-x

  • 4C-C
  • 4C-D
  • 4C-E
  • 4C-I
  • 4C-N
  • 4C-P
  • 4C-T-2
  • DOx

  • DOB
  • DOC
  • DOEF
  • DOET
  • DOF
  • DOI
  • DOiPR
  • DOM
  • DON
  • DOPR
  • DOTFM
  • MEM
  • HOT-x

  • HOT-7
  • HOT-17
  • MDxx

  • DMMDA-2
  • Lophophine
  • MDA
  • MDAI
  • MDBZ
  • MDMA
  • MMDA
  • MMDA-2
  • MMDA-3a
  • MMDMA
  • Mescaline (subst.)

  • 3-TE
  • 4-TE
  • 3-TM
  • 4-TM
  • Allylescaline
  • Asymbescaline
  • Buscaline
  • Cyclopropylmescaline
  • Difluoromescaline
  • Difluoroescaline
  • Escaline
  • Fluoroproscaline
  • Isobuscaline
  • Isoproscaline
  • Jimscaline
  • Mescaline
  • Metaescaline
  • Methallylescaline
  • Proscaline
  • Thioproscaline
  • Trifluoroescaline
  • Trifluoromescaline
  • TMAs

    • TMA
  • TMA-2
  • TMA-3
  • TMA-4
  • TMA-5
  • TMA-6
  • Others

  • 2C-B-DragonFLY
  • 2C-B-DragonFLY-NBOH
  • 2C-B-FLY-NB2EtO5Cl
  • 2CB-5-hemifly
  • 2CB-Ind
  • 2CD-5EtO
  • 2-TOET
  • 5-TOET
  • 2-TOM
  • 5-TOM
  • BOB
  • BOD
  • βk-2C-B
  • βk-2C-I
  • DESOXY
  • DMCPA
  • DMBMPP
  • DOB-FLY
  • Fenfluramine
  • Ganesha
  • Macromerine
  • MMA
  • TCB-2
  • TOMSO
  • Piperazines

  • BZP
  • pFPP
  • Tryptamines

    alpha-alkyltryptamines

  • 5-MeO-α-ET
  • 5-MeO-α-MT
  • α-ET
  • α-MT
  • x-DALT

  • (Daltacetin) 4-AcO-DALT
  • 5-MeO-DALT
  • DALT
  • x-DET

  • (Ethocin) 4-HO-DET
  • 5-MeO-DET
  • (T-9) DET
  • (Ethocybin) 4-PO-DET
  • x-DiPT

  • (Iprocin) 4-HO-DiPT
  • 5-MeO-DiPT
  • DiPT
  • x-DMT

  • 2,N,N-TMT
  • 4-AcO-DMT
  • 4-HO-5-MeO-DMT
  • 4,N,N-TMT
  • 4-Propionyloxy-DMT
  • 5,6-diBr-DMT
  • 5-AcO-DMT
  • 5-Bromo-DMT
  • 5-MeO-2,N,N-TMT
  • 5-MeO-4,N,N-TMT
  • 5-MeO-α,N,N-TMT
  • 5-MeO-DMT
  • 5-N,N-TMT
  • 7,N,N-TMT
  • α,N,N-TMT
  • (Bufotenin) 5-HO-DMT
  • DMT
  • Norbaeocystin
  • (Psilocin) 4-HO-DMT
  • (Psilocybin) 4-PO-DMT
  • x-DPT

  • (Deprocin) 4-HO-DPT
  • 5-MeO-DPT
  • (The Light) DPT
  • Ibogaine-related

  • 18-MC
  • Coronaridine
  • Ibogaine
  • Ibogamine
  • ME-18-MC
  • Noribogaine
  • Tabernanthine
  • Voacangine
  • x-MET

  • (Metocetin) 4-AcO-MET
  • 5-MeO-MET
  • MET
  • x-MiPT

  • (Miprocin) 4-HO-MiPT
  • 5-Me-MiPT
  • (Moxy) 5-MeO-MiPT
  • MiPT
  • Others

  • 4-HO-EPT
  • 4-HO-McPT
  • (Lucigenol) 4-HO-MPMI
  • (Meprocin) 4-HO-MPT
  • 5-MeO-EiPT
  • 5-MeO-MALT
  • 5-MeO-MPMI
  • Aeruginascin
  • Baeocystin
  • DBT
  • DCPT
  • EiPT
  • EPT
  • MPT
  • PiPT
  • Others

  • ALPHA
  • Dimemebfe
  • Efavirenz
  • Glaucine
  • Lorcaserin
  • M-ALPHA
  • RH-34
    Also empathogens in general (e. g.: 5-APB, 5-MAPB, 6-APB and other substituted benzofurans).
  • Dissociatives
    (NMDAR
    antagonists)

    Arylcyclo‐
    hexylamines

    Ketamine-related

  • Arketamine ((R)-ketamine)
  • Deschloroketamine
  • Ethketamine (N-Ethylnorketamine)
  • Esketamine ((S)-ketamine)
  • Ketamine
  • Methoxetamine
  • Methoxmetamine
  • Methoxyketamine
  • MXiPr
  • Norketamine
  • Tiletamine
  • PCP-related

  • 3-HO-PCE
  • 3-HO-PCP
  • 3-MeO-PCE
  • 3-MeO-PCMo
  • 3-MeO-PCP
  • 3-MeO-PCPr
  • 3-MeO-PCPy
  • 4-MeO-PCP
  • BDPC
  • Dieticyclidine (PCDE)
  • Eticyclidine (PCE)
  • PCPr
  • Phencyclidine (PCP)
  • Rolicyclidine (PCPy)
  • Tenocyclidine (TCP)
  • Others

  • Gacyclidine
  • PRE-084
  • Adamantanes

  • Memantine
  • Rimantadine
  • Diarylethylamines

  • Ephenidine
  • Fluorolintane
  • Methoxphenidine
  • Morphinans

  • Dextromethorphan
  • Dextrorphan
  • Racemethorphan
  • Racemorphan
  • Others

  • 2-MDP
  • 8A-PDHQ
  • Aptiganel
  • Budipine
  • Delucemine
  • Dexoxadrol
  • Dizocilpine
  • Etoxadrol
  • Herkinorin
  • Ibogaine
  • Midafotel
  • NEFA
  • Neramexane
  • Nitrous oxide
  • Noribogaine
  • Perzinfotel
  • RB-64
  • Remacemide
  • Selfotel
  • Xenon
  • Deliriants
    (mAChR
    antagonists)

  • Benactyzine
  • Benzatropine
  • Benzydamine
  • Biperiden
  • BRN-1484501
  • Brompheniramine
  • BZ
  • CAR-226,086
  • CAR-301,060
  • CAR-302,196
  • CAR-302,282
  • CAR-302,368
  • CAR-302,537
  • CAR-302,668
  • Chloropyramine
  • Chlorphenamine
  • Clemastine
  • CS-27349
  • Cyclizine
  • Cyproheptadine
  • Dicycloverine
  • Dimenhydrinate
  • Diphenhydramine
  • Ditran
  • Doxylamine
  • EA-3167
  • EA-3443
  • EA-3580
  • EA-3834
  • Flavoxate
  • Hyoscyamine
  • JB-318
  • JB-336
  • Meclozine
  • Mepyramine
  • Orphenadrine
  • Oxybutynin
  • Pheniramine
  • Phenyltoloxamine
  • Procyclidine
  • Promethazine
  • Scopolamine
  • Tolterodine
  • Trihexyphenidyl
  • Tripelennamine
  • Triprolidine
  • WIN-2299
  • Others

    Cannabinoids
    (CB1 agonists)

  • THCV
  • Synthetic

    AM-x

  • AM-251
  • AM-279
  • AM-281
  • AM-356
  • AM-374
  • AM-381
  • AM-404
  • AM-411
  • AM-630
  • AM-661
  • AM-678
  • AM-679
  • AM-694
  • AM-735
  • AM-855
  • AM-881
  • AM-883
  • AM-905
  • AM-906
  • AM-919
  • AM-926
  • AM-938
  • AM-1116
  • AM-1172
  • AM-1220
  • AM-1221
  • AM-1235
  • AM-1241
  • AM-1248
  • AM-1710
  • AM-1714
  • AM-1902
  • AM-2201
  • AM-2212
  • AM-2213
  • AM-2232
  • AM-2233
  • AM-2389
  • AM-3102
  • AM-4030
  • AM-4054
  • AM-4056
  • AM-4113
  • AM-6545
  • CPx

  • CP 55,244
  • CP 55,940
  • (±)-CP 55,940
  • (+)-CP 55,940
  • (-)-CP 55,940
  • HU-x

  • HU-211
  • HU-239
  • HU-243
  • HU-308
  • HU-320
  • HU-331
  • HU-336
  • HU-345
  • JWH-x

  • JWH-015
  • JWH-018
  • JWH-019
  • JWH-030
  • JWH-047
  • JWH-048
  • JWH-051
  • JWH-057
  • JWH-073
  • JWH-081
  • JWH-098
  • JWH-116
  • JWH-120
  • JWH-122
  • JWH-133
  • JWH-139
  • JWH-147
  • JWH-148
  • JWH-149
  • JWH-149
  • JWH-161
  • JWH-164
  • JWH-166
  • JWH-167
  • JWH-171
  • JWH-175
  • JWH-176
  • JWH-181
  • JWH-182
  • JWH-184
  • JWH-185
  • JWH-192
  • JWH-193
  • JWH-194
  • JWH-195
  • JWH-196
  • JWH-197
  • JWH-198
  • JWH-199
  • JWH-200
  • JWH-203
  • JWH-205
  • JWH-210
  • JWH-210
  • JWH-213
  • JWH-220
  • JWH-229
  • JWH-234
  • JWH-249
  • JWH-250
  • JWH-251
  • JWH-253
  • JWH-258
  • JWH-300
  • JWH-302
  • JWH-307
  • JWH-336
  • JWH-350
  • JWH-359
  • JWH-387
  • JWH-398
  • JWH-424
  • Misc. designer cannabinoids

  • 5F-AB-FUPPYCA
  • 5F-AB-PINACA
  • 5F-ADB
  • 5F-ADB-PINACA
  • 5F-ADBICA
  • 5F-AMB
  • 5F-APINACA
  • 5F-CUMYL-PINACA
  • 5F-NNE1
  • 5F-PB-22
  • 5F-SDB-006
  • A-796,260
  • A-836,339
  • AB-001
  • AB-005
  • AB-CHFUPYCA
  • AB-CHMINACA
  • AB-FUBINACA
  • AB-PINACA
  • ADAMANTYL-THPINACA
  • ADB-CHMINACA
  • ADB-FUBINACA
  • ADB-PINACA
  • ADBICA
  • ADSB-FUB-187
  • AMB-FUBINACA
  • APICA
  • APINACA
  • APP-FUBINACA
  • CB-13
  • CUMYL-PICA
  • CUMYL-PINACA
  • CUMYL-THPINACA
  • DMHP
  • EAM-2201
  • FAB-144
  • FDU-PB-22
  • FUB-144
  • FUB-APINACA
  • FUB-JWH-018
  • FUB-PB-22
  • FUBIMINA
  • JTE 7-31
  • JTE-907
  • Levonantradol
  • MDMB-CHMICA
  • MDMB-CHMINACA
  • MDMB-FUBINACA
  • MEPIRAPIM
  • MAM-2201
  • MDA-19
  • MN-18
  • MN-25
  • NESS-0327
  • NESS-040C5
  • Nabilone
  • Nabitan
  • NM-2201
  • NNE1
  • Org 28611
  • Parahexyl
  • PTI-1
  • PTI-2
  • PX-1
  • PX-2
  • PX-3
  • QUCHIC
  • QUPIC
  • RCS-4
  • RCS-8
  • SDB-005
  • SDB-006
  • STS-135
  • THC-O-acetate
  • THC-O-phosphate
  • THJ-018
  • THJ-2201
  • UR-144
  • WIN 55,212-2
  • XLR-11
  • D2 agonists

  • Aporphine
  • Bromocriptine
  • Cabergoline
  • Lisuride
  • LSD
  • Memantine
  • Nuciferine
  • Pergolide
  • Phenethylamine
  • Piribedil
  • Pramipexole
  • Ropinirole
  • Rotigotine
  • Salvinorin A
    Also indirect D2 agonists, such as dopamine reuptake inhibitors (cocaine, methylphenidate), releasing agents (amphetamine, methamphetamine), and precursors (levodopa).
  • GABAA
    enhancers

  • Eszopiclone
  • Ibotenic acid
  • Muscimol (Amanita muscaria)
  • Zaleplon
  • Zolpidem
  • Zopiclone
  • Inhalants
    (Mixed MOA)

  • Gasoline
  • Kerosene
  • Propane
  • Aromatic hydrocarbons
  • Ethers
  • Haloalkanes
  • κOR agonists

  • Alazocine
  • Bremazocine
  • Butorphan
  • Butorphanol
  • Cyclazocine
  • Cyclorphan
  • Cyprenorphine
  • Diprenorphine
  • Enadoline
  • Herkinorin
  • Heroin
  • HZ-2
  • Ibogaine
  • Ketazocine
  • Levallorphan
  • Levomethorphan
  • Levorphanol
  • LPK-26
  • Metazocine
  • Morphine
  • Nalbuphine
  • Nalmefene
  • Nalorphine
  • Noribogaine
  • Oxilorphan
  • Pentazocine
  • Phenazocine
  • Proxorphan
  • Racemethorphan
  • Racemorphan
  • Salvinorin A
  • Spiradoline
  • Tifluadom
  • U-50488
  • U-69,593
  • Xorphanol
  • Oneirogens

  • Silene capensis
  • Galantamine
  • Others

  • Isoaminile
  • Noscapine
  • Prenoxdiazine
  • Pukateine
  • mAChRsTooltip Muscarinic acetylcholine receptors

    Agonists

  • AC-42
  • AC-260,584
  • Aceclidine
  • Acetylcholine
  • AF30
  • AF150(S)
  • AF267B
  • Alvameline
  • AQRA-741
  • Arecoline
  • Bethanechol
  • Butyrylcholine
  • Carbachol
  • CDD-0034
  • CDD-0078
  • CDD-0097
  • CDD-0098
  • CDD-0102
  • Cevimeline
  • Choline
  • cis-Dioxolane
  • Clozapine
  • Desmethylclozapine (norclozapine)
  • Ethoxysebacylcholine
  • Itameline
  • 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
  • Suberyldicholine
  • Talsaclidine
  • Tazomeline
  • Thiopilocarpine
  • Vedaclidine
  • VU-0029767
  • VU-0090157
  • VU-0152099
  • VU-0152100
  • VU-0238429
  • WAY-132,983
  • Xanomeline
  • YM-796
  • Antagonists

  • 4-DAMP
  • Aclidinium bromide (+formoterol)
  • Abediterol
  • AF-DX 250
  • AF-DX 384
  • Ambutonium bromide
  • Anisodamine
  • Anisodine
  • Antihistamines (first-generation) (e.g., brompheniramine, buclizine, captodiame, chlorphenamine (chlorpheniramine), cinnarizine, clemastine, cyproheptadine, dimenhydrinate, dimetindene, diphenhydramine, doxylamine, meclizine, mequitazine, perlapine, phenindamine, pheniramine, phenyltoloxamine, promethazine, propiomazine, triprolidine)
  • AQ-RA 741
  • Atropine
  • Atropine methonitrate
  • Atypical antipsychotics (e.g., clozapine, fluperlapine, olanzapine (+fluoxetine), rilapine, quetiapine, tenilapine, zotepine)
  • Benactyzine
  • Benzatropine (benztropine)
  • Benzilone
  • Benzilylcholine mustard
  • Benzydamine
  • Bevonium
  • BIBN 99
  • Biperiden
  • Bornaprine
  • Camylofin
  • CAR-226,086
  • CAR-301,060
  • CAR-302,196
  • CAR-302,282
  • CAR-302,368
  • CAR-302,537
  • CAR-302,668
  • Caramiphen
  • Cimetropium bromide
  • Clidinium bromide
  • Cloperastine
  • CS-27349
  • Cyclobenzaprine
  • Cyclopentolate
  • Darifenacin
  • DAU-5884
  • Desfesoterodine
  • Dexetimide
  • DIBD
  • Dicycloverine (dicyclomine)
  • Dihexyverine
  • Difemerine
  • Diphemanil metilsulfate
  • Ditran
  • Drofenine
  • EA-3167
  • EA-3443
  • EA-3580
  • EA-3834
  • Emepronium bromide
  • Etanautine
  • Etybenzatropine (ethybenztropine)
  • Fenpiverinium
  • Fentonium bromide
  • Fesoterodine
  • Flavoxate
  • Glycopyrronium bromide (+beclometasone/formoterol, +indacaterol, +neostigmine)
  • Hexahydrodifenidol
  • Hexahydrosiladifenidol
  • Hexbutinol
  • Hexocyclium
  • Himbacine
  • HL-031,120
  • Homatropine
  • Imidafenacin
  • Ipratropium bromide (+salbutamol)
  • Isopropamide
  • J-104,129
  • Hyoscyamine
  • Mamba toxin 3
  • Mamba toxin 7
  • Mazaticol
  • Mebeverine
  • Meladrazine
  • Mepenzolate
  • Methantheline
  • Methoctramine
  • Methylatropine
  • Methylhomatropine
  • Methylscopolamine
  • Metixene
  • Muscarinic toxin 7
  • N-Ethyl-3-piperidyl benzilate
  • N-Methyl-3-piperidyl benzilate
  • Nefopam
  • Octatropine methylbromide (anisotropine methylbromide)
  • Orphenadrine
  • Otenzepad (AF-DX 116)
  • Otilonium bromide
  • Oxapium iodide
  • Oxitropium bromide
  • Oxybutynin
  • Oxyphencyclimine
  • Oxyphenonium bromide
  • PBID
  • PD-102,807
  • PD-0298029
  • Penthienate
  • Pethidine
  • pFHHSiD
  • Phenglutarimide
  • Phenyltoloxamine
  • Pipenzolate bromide
  • Piperidolate
  • Pirenzepine
  • Piroheptine
  • Pizotifen
  • Poldine
  • Pridinol
  • Prifinium bromide
  • Procyclidine
  • Profenamine (ethopropazine)
  • Propantheline bromide
  • Propiverine
  • Quinidine
  • 3-Quinuclidinyl thiochromane-4-carboxylate
  • Revefenacin
  • Rociverine
  • RU-47,213
  • SCH-57,790
  • SCH-72,788
  • SCH-217,443
  • Scopolamine (hyoscine)
  • Scopolamine butylbromide (hyoscine butylbromide)
  • Silahexacyclium
  • Sofpironium bromide
  • Solifenacin
  • SSRIsTooltip Selective serotonin reuptake inhibitors (e.g., femoxetine, paroxetine)
  • Telenzepine
  • Terodiline
  • Tetracyclic antidepressants (e.g., amoxapine, maprotiline, mianserin, mirtazapine)
  • Tiemonium iodide
  • Timepidium bromide
  • Tiotropium bromide
  • Tiquizium bromide
  • Tofenacin
  • Tolterodine
  • Tricyclic antidepressants (e.g., amitriptyline (+perphenazine), amitriptylinoxide, butriptyline, cidoxepin, clomipramine, desipramine, desmethyldesipramine, dibenzepin, dosulepin (dothiepin), doxepin, imipramine, lofepramine, nitroxazepine, northiaden (desmethyldosulepin), nortriptyline, protriptyline, quinupramine, trimipramine)
  • Tridihexethyl
  • Trihexyphenidyl
  • Trimebutine
  • Tripitamine (tripitramine)
  • Tropacine
  • Tropatepine
  • Tropicamide
  • Trospium chloride
  • Typical antipsychotics (e.g., chlorpromazine, chlorprothixene, cyamemazine (cyamepromazine), loxapine, mesoridazine, thioridazine)
  • Umeclidinium bromide (+vilanterol)
  • WIN-2299
  • Xanomeline
  • Zamifenacin
  • Precursors
    (and prodrugs)

  • Adafenoxate
  • Choline (lecithin)
  • Citicoline
  • Cyprodenate
  • Dimethylethanolamine
  • Glycerophosphocholine
  • Meclofenoxate (centrophenoxine)
  • Phosphatidylcholine
  • Phosphatidylethanolamine
  • Phosphorylcholine
  • Pirisudanol
  • See also
    Receptor/signaling modulators
    Nicotinic acetylcholine receptor modulators
    Acetylcholine metabolism/transport modulators


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