Jump to content

MEAI

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by 2001:569:511e:a700:5181:5889:2078:ef41 (talk) at 09:04, 1 April 2022 (added historical development reference). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

MEAI
Clinical data
Trade namesPace
Other names5-MeO-AI; 2,3-Dihydro-5-methoxy-1H-Inden-2-amine
Routes of
administration		Oral
Legal status
Legal status
Pharmacokinetic data
Bioavailabilityhigh
Metabolismacetyl-aminoindandane
Identifiers
  • 5-Methoxy-2-aminoindane
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H13NO
Molar mass163.220 g·mol−1
3D model (JSmol)
  • COC1=CC2=C(CC(C2)N)C=C1
  • InChI=1S/C10H13NO/c1-12-10-3-2-7-4-9(11)5-8(7)6-10/h2-3,6,9H,4-5,11H2,1H3
  • Key:HLXHCNWEVQNNKA-UHFFFAOYSA-N

MEAI was an early candidate of alcohol replacement drugs that came to market during a late 2010s movement to replace alcohol with less-toxic alternatives spearheaded by British psychopharmacologist David Nutt[1][2][3] rippling to the rest of Europe[4]. In an act of gonzo journalism, Michael Slezak writing for New Scientist, tried and reported on his experience with MEAI.[5] MEAI is currently being prepared for FDA registration by Clearmind Medicine Inc (CSE:CMND).[6][7] The company claims wide Intellectual Property Holding.[8][9][10][11]

MEAI (5-methoxy-2-aminoindane or 5-MeO-AI or Chaperon) belongs to the indane family of molecules. It was a recreational drug and binge drinking prevention drug. Its molecular structure was first mentioned implicitly in a markush structure schema appearing in a patent from 1998.[12] It was later explicitly and pharmacologically described in a peer reviewed paper in 2017 by David Nutt et al.,[13] followed by another in February 2018 which detailed the pharmacokinetics, pharmacodynamics and metabolism of MEAI.[14] One year later it was studied an reported on in another peer reviewed paper.[15] In 2018, a company in the United States began offering an MEAI-based drink called "Pace".[16][17] The aminoindane family of molecules was, perhaps, first chemically described in 1980.[18][19]

See also

References

  1. ^ "David Nutt: Decision making about illegal drugs: time for science to take the lead".
  2. ^ The Lancet - Drug harms in the UK: a multicriteria decision analysis
  3. ^ Forster, Katie (24 September 2016). "Hangover free alcohol is finally here". The Independent. Retrieved 25 March 2022.
  4. ^ "Rauschmittel und gesellschaftliche Probleme | Drug related societal issues". Benedict Wermter (in German). 29 April 2019.
  5. ^ High and Dry - New Scientist
  6. ^ "(CSE:CMND)"
  7. ^ החברה שמנסה להפוך סם פסיכדלי למוצר נגד התמכרות
  8. ^ "放纵行为调节剂" (in Chinese). 15 January 2021.
  9. ^ Alcoholic beverage substitutes
  10. ^ European Patent - Binge Behavior Regulators
  11. ^ Clearmind Medicine Inc.
  12. ^ US5708018A, Haadsma-Svensson, Susanne R.; Andersson, Bengt R. & Sonesson, Clas A. et al., "2-aminoindans as selective dopamine D3 ligands", issued 1998-01-13 
  13. ^ Shimshoni JA, Winkler I, Edery N, Golan E, van Wettum R, Nutt D (March 2017). "Toxicological evaluation of 5-methoxy-2-aminoindane (MEAI): Binge mitigating agent in development". Toxicology and Applied Pharmacology. 319: 59–68. doi:10.1016/j.taap.2017.01.018. PMID 28167221. S2CID 205304106.
  14. ^ Shimshoni JA, Sobol E, Golan E, Ben Ari Y, Gal O (March 2018). "Pharmacokinetic and pharmacodynamic evaluation of 5-methoxy-2-aminoindane (MEAI): A new binge-mitigating agent". Toxicology and Applied Pharmacology. 343: 29–39. doi:10.1016/j.taap.2018.02.009. PMID 29458138. S2CID 3879333.
  15. ^ Halberstadt, Adam L.; Brandt, Simon D.; Walther, Donna; Baumann, Michael H. (March 2019). "2-Aminoindan and its ring-substituted derivatives interact with plasma membrane monoamine transporters and α2-adrenergic receptors". Psychopharmacology. 236 (3): 989–999. doi:10.1007/s00213-019-05207-1. PMC 6848746.
  16. ^ "Alcohol Alternative | Redlands | Pacedrink.com". pacedrink. Retrieved 1 March 2022.
  17. ^ Promotional Video for Pace
  18. ^ Sainsbury PD, Kicman AT, Archer RP, King LA, Braithwaite RA (2011). "Aminoindanes--the next wave of 'legal highs'?". Drug Testing and Analysis. 3 (7–8): 479–82. doi:10.1002/dta.318. PMID 21748859.
  19. ^ Cannon JG, Perez JA, Pease JP, Long JP, Flynn JR, Rusterholz DB, Dryer SE (July 1980). "Comparison of biological effects of N-alkylated congeners of beta-phenethylamine derived from 2-aminotetralin, 2-aminoindan, and 6-aminobenzocycloheptene". Journal of Medicinal Chemistry. 23 (7): 745–9. doi:10.1021/jm00181a009. PMID 7190613.
Retrieved from "https://en.wikipedia.org/enwiki/w/index.php?title=MEAI&oldid=1080440677"