List of AM cannabinoids

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Alexandros Makriyannis is a professor in the Department of Medicinal Chemistry at Northeastern University, where his research group has synthesized many new compounds with cannabinoid activity. Some of those are:

Cannabinoids and their affinities, selectivities and structures
Name Class Ki / nM at CB1 Ki / nM at CB2 Selectivity CLogP Structure Description
AM-087
Dibenzopyran
 0.43 6.47 An
THC
substituted with a side chain on the 3-position, roughly 100 times as potent as THC.
AM-251 Pyrazole derivative 7.5 7.08 An inverse agonist at the CB1 cannabinoid receptor that is structurally related to SR141716A (rimonabant), but has a higher binding affinity.[1]
AM-279 A Schedule I substance in Alabama.[2]
AM-281 N-(morpholin-4-yl)-1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-1H-pyrazole-3-carboxamide[1]
AM-356
 17.9 868 5.55 A synthetically created stable chiral analog of anandamide, it acts on both cannabinoid receptors.[3]
AM-374 Palmitylsulfonyl fluoride[4]
AM-381 Stearylsulfonyl fluoride
AM-404
 7.02 An active metabolite of paracetamol (
fatty acid amide hydrolase
(FAAH)
AM-411 6.80 52.0 An
full agonist
and a moderately potent CB2 agonist.
AM-630 32.1 CB2 (165×) 4.19 A potent and selective inverse agonist for the cannabinoid receptor CB2 and a weak partial agonist at CB1.
AM-661 1-(N-methyl-2-piperidine)methyl-2-methyl-3-(2-iodo)benzoylindole[5]
AM-678
 9.00 ± 5.00 2.94 ± 2.65 CB2 5.68 Another name for JWH-018, it is a full agonist at both cannabinoid receptors with some selectivity for CB2.
AM-679 13.5 49.5 6.04 An iodobenzoylindole which acts as a moderately potent agonist for both cannabinoid receptors.
AM-694 0.08 1.44 CB1 (18×) 5.54 An iodobenzoylindole which acts as a potent and selective agonist for the CB1 cannabinoid receptor.[6]
AM-735 8.9 7.4 3-bornyl-Δ8-THC, a mixed CB1 / CB2 agonist.[7]
AM-855 22.3 58.6 CB1 7.1 An analgesic derivative of Δ8-
CB2
with moderate selectivity for CB1.
AM-881 5.3 95 A chlorine-substituted stereoisomer of anandamide.[3]
AM-883 9.9 226 An allyl-substituted stereoisomer of anandamide.[3]
AM-905 1.2 5.3 CB1 4.98 A potent and reasonably selective agonist for the CB1 cannabinoid receptor.
AM-906 0.8 9.5 CB1 4.98 A potent and dodecally selective agonist for the CB1 cannabinoid receptor.
AM-919 2.2 3.4 CB1 6.21 A potent agonist at both CB1 and CB2 with moderate selectivity for CB1. It is a derivative of
classical
and nonclassical cannabinoid families.
AM-926
 2.2 4.3 CB1 A potent agonist at both CB1 and CB2 with moderate selectivity for CB1. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families.
AM-938 1.2 0.3 CB2 (4×) 5.92 A potent agonist at both CB1 and CB2. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families.
AM-1116 7.4 A dimethylated stereoisomer of anandamide.[3]
AM-1172 An endocannabinoid analog specifically designed to be a potent and selective inhibitor of AEA uptake that is resistant to FAAH hydrolysis.
AM-1220 3.88 73.4 CB1 (19×) 4.73 A potent and selective analgesic CB1 agonist (as
racemate). The (R) enantiomer has around 1000× higher affinity for CB1 than (S) enantiomer.[8][9]
AM-1221 52.3 0.28 CB2 (187×) A potent and selective CB2 agonist.
AM-1235 1.5 20.4 CB1 (13×) A moderately CB1 selective agonist.[10]
AM-1241 3.4 CB2 (80×) A potent and selective analgesic CB2 agonist.[11]
AM-1248 CB1 A moderately potent agonist with some selectivity for CB1, containing an unusual 3-(adamant-1-oyl) substitution on the indole ring.
AM-1710 Cannabilactone CB2 (54×) A CB2 selective cannabilactone.[12] Acts as a dual CB2 agonist / CB1 antagonist.[13]
AM-1714 Cannabilactone CB2 (490×) 6.17 A CB2 selective cannabilactone.[12]
AM-1902 A nonclassical cannabinoid[14]
AM-2201 1.0 2.6 CB1 5.18 A potent agonist at both CB1 and CB2 with moderate selectivity for CB1.
AM-2212 1.4 18.9 CB1 A potent agonist at both CB1 and CB2 with dodecal selectivity for CB1.[5]
AM-2213 3.0 30 CB1 (10×) A potent agonist at both CB1 and CB2.[5]
AM-2232 0.28 1.48 4.75 A potent agonist at both CB1 and CB2.[10]
AM-2233 1.8 2.2 CB1 5.09 The (R) enantiomer is potent and selective CB1 agonist used in
radiolabelled form to map distribution of CB1 receptors in brain.[15][16][17][18][19][20]
AM-2389 0.16 CB1 (26×) 6 Classical cannabinoid derivative.
AM-3102 33000 26000 An analog of
PPARα
). It also acts as a weak cannabinoid agonist.
AM-4030 0.7 8.6 CB1 (12×) 6.17 A potent agonist at both CB1 and CB2, it is dodecally selective for CB1. It is a derivative of HU-210 and represents a hybrid structure between the classical and nonclassical cannabinoid families.
AM-4054 2.2 CB1 (40×) A potent but slow-onset agonist.[21][22]
AM-4056
 0.041 6.51 Another name for HU-243, it is a potent agonist at both the CB1 and CB2 receptors.
AM-4113 CB1 A CB1 selective neutral antagonist.[23]
AM-6545 CB1 4.06 A peripherally selective
silent antagonist
of CB1 receptors.
AM-7438 A potent agonist of CB1 and CB2 with reduced duration of action.[24]

See also

References

  1. ^
    PMID 11741201
    .
  2. ^ "Alabama Senate Bill 333 - Controlled substances, Schedule I, additional synthetic controlled substances and analogue substances included in, trafficking in controlled substance analogues, requisite weight increased, Secs. 13A-12-231, 20-2-23 am'd". March 2014. Retrieved 28 September 2015.
  3. ^
    doi:10.1002/cmdc.200900286
    .
  4. PMID 16968947
    .
  5. ^ a b c Hongfeng Deng. Design and synthesis of selective cannabinoid receptor ligands: Aminoalkylindole and other heterocyclic analogs. PhD Dissertation, University of Connecticut, 2000.
  6. ^ WO patent 200128557, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2001-06-07 
  7. PMID 18826296
    .
  8. doi:10.1016/0960-894X(95)00560-G
    .
  9. PMID 16134948
    .
  10. ^ a b US patent 7241799, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2007-07-10 
  11. PMID 17982473
    .
  12. ^
    PMID 18038967
    .
  13. PMID 27927913
    .
  14. PMID 15148260
    .
  15. PMID 16190764
    .
  16. ISBN 3-7643-7055-6
    .
  17. PMID 16438957
    .
  18. S2CID 21269336
    .
  19. PMID 20641836
    .
  20. PMID 19022181
    .
  21. ^ [Paronis CA, Thakur GA, Vemuri K, Makriyannis A, Bergman J. Effects of a Selective Cannabinoid Agonist and Antagonist on Body Temperature in Rats. The FASEB Journal. April 2007 21 (Meeting Abstract Supplement) A409. http://www.fasebj.org/cgi/content/meeting_abstract/21/5/A409]
  22. PMID 23019138
    .
  23. PMID 21441120
    .
  24. PMID 25470070
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