Jump to content
 







Main menu
   


Navigation  



Main page
Contents
Current events
Random article
About Wikipedia
Contact us
Donate
 




Contribute  



Help
Learn to edit
Community portal
Recent changes
Upload file
 








Search  

































Create account

Log in
 









Create account
 Log in
 




Pages for logged out editors learn more  



Contributions
Talk
 



















Contents

   



(Top)
 


1 References  














Psi-DOM






Српски / srpski
Srpskohrvatski / српскохрватски
 

Edit links
 









Article
Talk
 

















Read
Edit
View history
 








Tools
   


Actions  



Read
Edit
View history
 




General  



What links here
Related changes
Upload file
Special pages
Permanent link
Page information
Cite this page
Get shortened URL
Download QR code
Wikidata item
 




Print/export  



Download as PDF
Printable version
 
















Appearance
   

 






From Wikipedia, the free encyclopedia
 


Psi-DOM
Legal status
Legal status
Identifiers
  • 1-(2,6-Dimethoxy-4-methylphenyl)-2-aminopropane

CAS Number
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H19NO2
Molar mass209.289 g·mol−1
3D model (JSmol)
Melting point203 °C (397 °F)
  • COc1cc(C)cc(OC)c1CC(C)N

  • InChI=1S/C12H19NO2/c1-8-5-11(14-3)10(7-9(2)13)12(6-8)15-4/h5-6,9H,7,13H2,1-4H3 checkY

  • Key:CFFJUEYUTHKVMQ-UHFFFAOYSA-N checkY

 ☒NcheckY (what is this?)  (verify)

Ψ-DOM, or 2,6-dimethoxy-4-methylamphetamine, is a hallucinogenic, psychedelic drug and a structural isomer of the better-known hallucinogen DOM. Ψ-DOM was first reported by Alexander Shulgin in his book PiHKAL.[1]

Ψ-DOM has similar effects to DOM, but is only around one third to one half the potency, with an active dose reported to be between 15 and 25 milligrams.[1] The effects of Ψ-DOM last for around six to eight hours.[1]

The activity of Ψ-DOM (and Ψ-2C-T-4) demonstrates that the two methoxy groups on the psychedelic phenethylamines are not strictly limited to the 2,5-positions on the phenyl ring. Indeed, any of the 2Cx or DOx series of drugs could alternatively be made as the 2,6-isomer and would still be expected to show similar activity, although slightly less potent. In theory this would vastly expand the range of different hallucinogens that could be derived from this family of drugs. The 2,6-isomer of another similar drug 2C-D-FLY (see 2C-B-FLY) has also been made by David E. Nichols and found to be active,[2] this might by extension be referred to as Ψ-2C-D-FLY.

Ψ-2C-D-FLY

References[edit]

  • ^ Chambers JJ, Kurrasch-Orbaugh DM, Nichols DE (August 2002). "Translocation of the 5-alkoxy substituent of 2,5-dialkoxyarylalkylamines to the 6-position: effects on 5-HT(2A/2C) receptor affinity". Bioorganic & Medicinal Chemistry Letters. 12 (15): 1997–9. doi:10.1016/S0960-894X(02)00306-2. PMID 12113827.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Psi-DOM&oldid=1209035351"

    Category: 
    Substituted amphetamines
    Hidden categories: 
    Articles with short description
    Short description matches Wikidata
    Drugs with non-standard legal status
    Articles with changed CASNo identifier
    Chemical pages without DrugBank identifier
    Articles without KEGG source
    Drugs missing an ATC code
    Drugboxes which contain changes to verified fields
     



    This page was last edited on 20 February 2024, at 00:43 (UTC).

    Text is available under the Creative Commons Attribution-ShareAlike License 4.0; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization.



    Privacy policy

    About Wikipedia

    Disclaimers

    Contact Wikipedia

    Code of Conduct

    Developers

    Statistics

    Cookie statement

    Mobile view



    Wikimedia Foundation
    Powered by MediaWiki