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List of JWH cannabinoids

From Wikipedia, the free encyclopedia
Substances synthesized by John W. Huffman's research group

TheJohn W. Huffman research group atClemson University synthesized over 450cannabinoids.[1][2][3][4] Some of those are:

Cannabinoids and their Ki values[a]
NameClassKi / nM at CB1Ki / nM at CB2SelectivityStructure
JWH-004Naphthoylindole48 ± 134 ± 1.5CB2 (12x)
JWH-007[5]Naphthoylindole9.5 ± 4.52.9 ± 2.6CB2 (3.3x)
JWH-009Naphthoylindole>10000141 ± 14CB2 (>70x)
JWH-011Naphthoylindole
JWH-015[5]Naphthoylindole164 ± 2213.8 ± 4.6CB2 (12x)
JWH-016Naphthoylindole22 ± 1.54.3 ± 1.6CB2 (5.1x)
JWH-018[5]Naphthoylindole9 ± 52.9 ± 2.6CB2 (3.1x)
JWH-019Naphthoylindole9.8 ± 25.55 ± 2CB2 (1.77x)
JWH-020Naphthoylindole128 ± 17205 ± 20CB1 (1.6x)
JWH-030Naphthoylpyrrole87 ± 3320 ± 127CB1 (3.7x)
JWH-031Naphthoylpyrrole399 ± 109
JWH-032Naphthoylpyrrole>10000>10000
JWH-033Naphthoylpyrrole666 ± 77
JWH-036Naphthoylpyrrole309 ± 11
JWH-042[6]Naphthoylindole>100005050 ± 192CB2
JWH-043[6]Naphthoylindole1180 ± 44964 ± 242CB2 (1.2x)
JWH-044Naphthoylpyrrole>10000>10000
JWH-045Naphthoylpyrrole>10000>10000
JWH-046[6]Naphthoylindole343 ± 3816.3 ± 4.9CB2 (21x)
JWH-047[6]Naphthoylindole59 ± 33.47 ± 1.80CB2 (17x)
JWH-048[6]Naphthoylindole10.7 ± 1.00.49 ± 0.13CB2 (22x)
JWH-049[6]Naphthoylindole55.1 ± 17.032.3 ± 2.4CB2 (1.7x)
JWH-050[6]Naphthoylindole342 ± 6526 ± 133CB1 (1.5x)
JWH-051Dibenzopyran1.200.03CB2 (40x)
JWH-056[7]Dibenzopyran>1000032 ± 9CB2
JWH-057[8]Dibenzopyran23 ± 72.9 ± 1.6CB2 (8x)
JWH-065[7]Dibenzopyran399 ± 7610 ± 2CB2 (40x)
JWH-070[6]Naphthoylindole>10000>10000
JWH-071[6]Naphthoylindole1340 ± 1232940 ± 852CB1 (2.2x)
JWH-072Naphthoylindole1050 ± 5.5170 ± 54CB2 (6x)
JWH-073Naphthoylindole8.9 ± 1.827 ± 12CB1 (3x)
JWH-076[5]Naphthoylindole214 ± 11106 ± 46CB2 (2x)
JWH-077[6]Naphthoylindole>10000>10000
JWH-078[6]Naphthoylindole817 ± 60633 ± 116CB2 (1.3x)
JWH-079[6]Naphthoylindole63.0 ± 3.032.0 ± 6.0CB2 (2x)
JWH-080[6]Naphthoylindole8.9 ± 1.82.21 ± 1.30CB2 (4x)
JWH-081[6]Naphthoylindole1.2 ± 0.0312.4 ± 2.2CB1 (10x)
JWH-082[6]Naphthoylindole5.3 ± 0.86.40 ± 0.94CB1 (1.2x)
JWH-083[6]Naphthoylindole106 ± 12102 ± 50
JWH-091[9]8-THCP)Dibenzopyran22.0 ± 3.9
JWH-093[6]Naphthoylindole40.7 ± 2.859.1 ± 10.5CB1 (1.45x)
JWH-094[6]Naphthoylindole476 ± 6797.3 ± 2.7CB2 (4.9x)
JWH-095[6]Naphthoylindole140 ± 4.3312 ± 83CB1 (2.2x)
JWH-096[6]Naphthoylindole33.7 ± 2.913.3 ± 5.6CB2 (2.5x)
JWH-097[6]Naphthoylindole455 ± 28121 ± 15CB2 (3.8x)
JWH-098[6]Naphthoylindole4.5 ± 0.11.9 ± 0.3CB2 (2.4x)
JWH-099[6]Naphthoylindole35.3 ± 9.017.8 ± 2.9CB2 (2x)
JWH-100[6]Naphthoylindole381 ± 102155 ± 74CB2 (2.5x)
JWH-102[7]Dibenzopyran7.9 ± 0.95.2 ± 2.0CB2 (1.5x)
JWH-103[7]Dibenzopyran28 ± 323 ± 7CB2 (1.2x)
JWH-116[10]Naphthoylindole52 ± 5
JWH-120[5]Naphthoylindole1054 ± 316.1 ± 0.7CB2 (173x)
JWH-122[10]Naphthoylindole0.69 ± 0.051.2 ± 1.2
JWH-1248-Parahexyl)Dibenzopyran41.0 ± 3.8
JWH-1308-THCB)Dibenzopyran65.0 ± 13
JWH-133[7]Dibenzopyran677 ± 1323.4 ± 1.0CB2 (200x)
JWH-138[11]Dibenzopyran8.5 ± 1.4
JWH-139[12]Dibenzopyran2290 ± 50514 ± 10CB2 (164x)
JWH-142[7]Dibenzopyran529 ± 4935 ± 14CB2 (15x)
JWH-143[7]Dibenzopyran924 ± 10465 ± 8CB2 (14x)
JWH-145[13]Naphthoylpyrrole14 ± 26.4 ± 0.4CB2 (2.2x)
JWH-146[13]Naphthoylpyrrole21 ± 262 ± 5CB2 (3.0x)
JWH-147[13]Naphthoylpyrrole11 ± 17.1 ± 0.2CB2 (1.5x)
JWH-148[5]Naphthoylindole123 ± 814.0 ± 1.0CB2 (8x)
JWH-149[5]Naphthoylindole5.0 ± 2.10.73 ± 0.03CB2 (6.8x)
JWH-150[13]Naphthoylpyrrole60 ± 115 ± 2CB2 (4x)
JWH-151[5]Naphthoylindole>1000030 ± 1.1CB2 (>333x)
JWH-153[5]Naphthoylindole250 ± 2411 ± 0.5CB2 (23x)
JWH-156[13]Naphthoylpyrrole404 ± 18104 ± 18CB2 (4x)
JWH-159[5]Naphthoylindole45 ± 110.4 ± 1.4CB2 (4.3x)
JWH-160[5]Naphthoylindole1568 ± 201441 ± 110CB2 (3.6x)
JWH-161Dibenzopyran hybrid19.0
JWH-163[5]Naphthoylindole2358 ± 215138 ± 12CB2 (17x)
JWH-164[5]Naphthoylindole6.6 ± 0.76.9 ± 0.2
JWH-165[5]Naphthoylindole204 ± 2671 ± 8CB2 (2.9x)
JWH-166[5]Naphthoylindole44 ± 101.9 ± 0.08CB2 (23x)
JWH-167Phenylacetylindole90 ± 17159 ± 14CB1 (1.77x)
JWH-171Hydrocarbon51
JWH-175[10]Naphthylmethylindole22 ± 2
JWH-176[10]Hydrocarbon26 ± 4
JWH-180[5]Naphthoylindole26 ± 29.6 ± 2.0CB2 (2.7x)
JWH-181[5]Naphthoylindole1.3 ± 0.10.62 ± 0.04CB2 (2.1x)
JWH-182[5]Naphthoylindole0.65 ± 0.031.1 ± 0.1CB1 (1.7x)
JWH-184[10]Naphthylmethylindole23 ± 6
JWH-185[10]Naphthylmethylindole17 ± 3
JWH-186[14]Dibenzopyran187 ± 235.6 ± 1.7CB2 (33x)
JWH-187[14]Dibenzopyran84 ± 163.4 ± 0.5CB2 (25x)
JWH-188[14]Dibenzopyran270 ± 5818 ± 2CB2 (15x)
JWH-189[5]Naphthoylindole52 ± 212 ± 0.8CB2 (4.3x)
JWH-190[14]Dibenzopyran8.8 ± 1.41.6 ± 0.03CB2 (5.5x)
JWH-191[14]Dibenzopyran1.8 ± 0.30.52 ± 0.03CB2 (3.5x)
JWH-192[10]Naphthylmethylindole41 ± 13
JWH-193[10]Naphthoylindole6 ± 1
JWH-194[10]Naphthylmethylindole127 ± 19
JWH-195[10]Naphthylmethylindole113 ± 28
JWH-196[10]Naphthylmethylindole151 ± 18
JWH-197[10]Naphthylmethylindole323 ± 98
JWH-198[10]Naphthoylindole10 ± 2
JWH-199[10]Naphthylmethylindole20 ± 2
JWH-200[10]Naphthoylindole42 ± 5
JWH-201[15]Phenylacetylindole1064 ± 21444 ± 14CB2 (2.4x)
JWH-202[15]Phenylacetylindole1678 ± 63645 ± 6CB2 (2.6x)
JWH-203[15]Phenylacetylindole8.0 ± 0.97.0 ± 1.3
JWH-204[15]Phenylacetylindole13 ± 125 ± 1CB1 (1.9x)
JWH-205[15]Phenylacetylindole124 ± 23180 ± 9CB1 (1.45x)
JWH-206[15]Phenylacetylindole389 ± 25498 ± 37CB1 (1.28x)
JWH-207[15]Phenylacetylindole1598 ± 1343723 ± 10CB1 (2.33x)
JWH-208[15]Phenylacetylindole179 ± 7570 ± 127CB1 (3.18x)
JWH-209[15]Phenylacetylindole746 ± 491353 ± 270CB1 (1.81x)
JWH-210[5]Naphthoylindole0.46 ± 0.030.69 ± 0.01CB1 (1.5x)
JWH-211[5]Naphthoylindole70 ± 0.812 ± 0.8CB2 (5.8x)
JWH-212[5]Naphthoylindole33 ± 0.910 ± 1.2CB2 (3.3x)
JWH-213[5]Naphthoylindole1.5 ± 0.20.42 ± 0.05CB2 (3.6x)
JWH-215[14]Dibenzopyran1008 ± 11785 ± 21CB2 (12x)
JWH-216[14]Dibenzopyran1856 ± 148333 ± 104CB2 (5.6x)
JWH-217[14]Dibenzopyran>100001404 ± 66CB2 (>7x)
JWH-220Hydrocarbon19
JWH-224[14]Dibenzopyran347 ± 3428 ± 1CB2 (12.3x)
JWH-225[14]Dibenzopyran>10000325 ± 70CB2 (>31x)
JWH-226[14]Dibenzopyran4001 ± 28243 ± 3CB2 (93x)
JWH-227[14]Dibenzopyran40 ± 64.4 ± 0.3CB2 (9x)
JWH-229[16]Dibenzopyran3134 ± 11018 ± 2CB2 (174x)
JWH-230[14]Dibenzopyran15 ± 31.4 ± 0.12CB2 (10.7x)
JWH-233[14]Dibenzopyran14 ± 31.0 ± 0.3CB2 (14x)
JWH-234[5]Naphthoylindole8.4 ± 1.83.8 ± 0.6CB2 (2.2x)
JWH-235[5]Naphthoylindole338 ± 34123 ± 34CB2 (2.7x)
JWH-236[5]Naphthoylindole1351 ± 204240 ± 63CB2 (5.6x)
JWH-237[15]Phenylacetylindole38 ± 10106 ± 2CB1 (2.8x)
JWH-239[5]Naphthoylindole342 ± 2052 ± 6CB2 (6.6x)
JWH-240[5]Naphthoylindole14 ± 17.2 ± 1.3CB2 (1.9x)
JWH-241[5]Naphthoylindole147 ± 2049 ± 7CB2 (3.0x)
JWH-242[5]Naphthoylindole42 ± 96.5 ± 0.3CB2 (6.5x)
JWH-243[13]Naphthoylpyrrole285 ± 4041 ± 3CB2 (6.95x)
JWH-244[13]Naphthoylpyrrole130 ± 618 ± 1CB2 (7.22x)
JWH-245[13]Naphthoylpyrrole276 ± 425 ± 2CB2 (11x)
JWH-246[13]Naphthoylpyrrole70 ± 416 ± 1CB2 (4.38x)
JWH-247[14]Dibenzopyran427 ± 3199 ± 4CB2 (4.3x)
JWH-248[15]Phenylacetylindole1028 ± 39657 ± 19CB2 (1.56x)
JWH-249[15]Phenylacetylindole8.4 ± 1.820 ± 2CB1 (2.38x)
JWH-250[15]Phenylacetylindole11 ± 233 ± 2CB1 (3x)
JWH-251[15]Phenylacetylindole29 ± 3146 ± 36CB2 (5x)
JWH-252[15]Phenylacetylindole23 ± 319 ± 1CB2 (1.2x)
JWH-253[15]Phenylacetylindole62 ± 1084 ± 12CB1 (1.35x)
JWH-254[14]Dibenzopyran4724 ± 509319 ± 16CB2 (14.8x)
JWH-256[14]Dibenzopyran4300 ± 88897 ± 18CB2 (44x)
JWH-258[5]Naphthoylindole4.6 ± 0.610.5 ± 1.3CB1 (2.3x)
JWH-259[5]Naphthoylindole220 ± 2974 ± 7CB2 (3.0x)
JWH-260[5]Naphthoylindole29 ± 0.425 ± 1.9CB2 (1.2x)
JWH-261[5]Naphthoylindole767 ± 105221 ± 14CB2 (3.5x)
JWH-262[5]Naphthoylindole28 ± 35.6 ± 0.7CB2 (5.0x)
JWH-265[5]Naphthoylindole3788 ± 32380 ± 13CB2 (47x)
JWH-266[5]Naphthoylindole>10000455 ± 55CB2 (>22x)
JWH-267[5]Naphthoylindole381 ± 167.2 ± 0.14CB2 (53x)
JWH-268[5]Naphthoylindole1379 ± 19340 ± 0.6CB2 (34x)
JWH-277[14]Dibenzopyran3905 ± 91589 ± 65CB2 (6.6x)
JWH-278[14]Dibenzopyran906 ± 8069 ± 6CB2 (13x)
JWH-292[13]Naphthoylpyrrole29 ± 120 ± 1CB2 (1.45x)
JWH-293[13]Naphthoylpyrrole100 ± 541 ± 4CB2 (2.44x)
JWH-298[14]Dibenzopyran812 ± 67198 ± 23CB2 (4.1x)
JWH-299[14]Dibenzopyran415 ± 5030 ± 2CB2 (13.8x)
JWH-300[12]Dibenzopyran118 ± 165.3 ± 0.1CB2 (22x)
JWH-301[14]Dibenzopyran295 ± 6448 ± 4CB2 (6.1x)
JWH-302[15]Phenylacetylindole17 ± 289 ± 15CB1 (5.26x)
JWH-303[15]Phenylacetylindole117 ± 10138 ± 12CB1 (1.18x)
JWH-304[15]Phenylacetylindole3363 ± 3322679 ± 688CB2 (1.26x)
JWH-305[15]Phenylacetylindole15 ± 1.829 ± 5CB1 (1.93x)
JWH-306[15]Phenylacetylindole25 ± 182 ± 11CB1 (3.28x)
JWH-307[13]Naphthoylpyrrole7.7 ± 1.83.3 ± 0.2CB2 (2.33x)
JWH-308[13]Naphthoylpyrrole41 ± 133 ± 2CB2 (1.24x)
JWH-309[13]Naphthoylpyrrole41 ± 349 ± 7CB1 (1.20x)
JWH-310[14]Dibenzopyran1059 ± 5136 ± 3CB2 (29x)
JWH-311[15]Phenylacetylindole23 ± 239 ± 3CB1 (1.70x)
JWH-312[15]Phenylacetylindole72 ± 791 ± 20CB1 (1.26x)
JWH-313[15]Phenylacetylindole422 ± 19365 ± 92CB2 (1.16x)
JWH-314[15]Phenylacetylindole39 ± 276 ± 4CB1 (1.95x)
JWH-315[15]Phenylacetylindole430 ± 24182 ± 23CB2 (3.36x)
JWH-316[15]Phenylacetylindole2862 ± 670781 ± 105CB2 (3.66x)
JWH-336[12]Dibenzopyran4589 ± 367153 ± 15CB2 (30x)
JWH-338[14]Dibenzopyran>10000111 ± 16CB2 (>90x)
JWH-339[14]Dibenzopyran>100002317 ± 93CB2 (>4.3x)
JWH-340[14]Dibenzopyran135 ± 630 ± 1CB2 (4.5x)
JWH-341[14]Dibenzopyran100 ± 810 ± 0.1CB2 (10x)
JWH-346[13]Naphthoylpyrrole67 ± 639 ± 2CB2 (1.72x)
JWH-347[13]Naphthoylpyrrole333 ± 17169 ± 17CB2 (1.97x)
JWH-348[13]Naphthoylpyrrole218 ± 1953 ± 1CB2 (4.11x)
JWH-349[14]Dibenzopyran376 ± 138 ± 4CB2 (9.9x)
JWH-350[12]Dibenzopyran395 ± 5012 ± 1CB2 (33x)
JWH-351[14]Dibenzopyran>10000295 ± 3CB2 (>34x)
JWH-352[14]Dibenzopyran>1000047 ± 2CB2 (>213x)
JWH-353[14]Dibenzopyran1493 ± 1031 ± 1CB2 (48x)
JWH-354[14]Dibenzopyran1961 ± 21241 ± 14CB2 (8.1x)
JWH-355[14]Dibenzopyran2162 ± 220108 ± 17CB2 (20x)
JWH-356[14]Dibenzopyran5837 ± 701108 ± 17CB2 (54x)
JWH-357[14]Dibenzopyran647 ± 78185 ± 4CB2 (3.5x)
JWH-358[14]Dibenzopyran1243 ± 26652 ± 3CB2 (24x)
JWH-359Dibenzopyran2918 ± 45013.0 ± 0.2CB2 (220x)
JWH-360[14]Dibenzopyran2449 ± 606160 ± 8CB2 (15x)
JWH-361[14]Dibenzopyran63 ± 32.7 ± 0.1CB2 (23x)
JWH-362[14]Dibenzopyran127 ± 834 ± 5CB2 (3.7x)
JWH-363[13]Naphthoylpyrrole245 ± 571 ± 1CB2 (3.45x)
JWH-364[13]Naphthoylpyrrole34 ± 329 ± 1CB2 (1.17x)
JWH-365[13]Naphthoylpyrrole17 ± 13.4 ± 0.2CB2 (5.0x)
JWH-366[13]Naphthoylpyrrole191 ± 1224 ± 1CB2 (7.96x)
JWH-367[13]Naphthoylpyrrole53 ± 223 ± 1CB2 (2.30x)
JWH-368[13]Naphthoylpyrrole16 ± 19.1 ± 0.7CB2 (1.76x)
JWH-369[13]Naphthoylpyrrole7.9 ± 0.45.2 ± 0.3CB2 (1.52x)
JWH-370[13]Naphthoylpyrrole5.6 ± 0.44.0 ± 0.5CB2 (1.40x)
JWH-371[13]Naphthoylpyrrole42 ± 164 ± 2CB1 (1.52x)
JWH-372[13]Naphthoylpyrrole77 ± 28.2 ± 0.2CB1 (9.39x)
JWH-373[13]Naphthoylpyrrole60 ± 369 ± 2CB1 (1.15x)
JWH-387[17]Naphthoylindole1.2 ± 0.11.1 ± 0.1
JWH-398[18]Naphthoylindole2.3 ± 0.12.8 ± 0.2CB1 (1.22x)
JWH-416[17]Naphthoylindole73 ± 103.3 ± 0.1CB2 (22x)
JWH-417[17]Naphthoylindole522 ± 5813 ± 0.2CB2 (40x)
JWH-422[17]Naphthoylindole501 ± 4820 ± 0.4CB2 (25x)
JWH-423[17]Naphthoylindole140 ± 106.6 ± 0.2CB2 (21x)
JWH-424[17]Naphthoylindole21 ± 3.45.4 ± 0.2CB2 (3.9x)
JWH-425[17]Naphthoylindole54 ± 1110 ± 0.4CB2 (5.4x)


See also

[edit]

Notes

[edit]
  1. ^Ki is the compound'sbinding affinity for thecannabinoid receptor type 1 (CB1) orcannabinoid receptor type 2 (CB2).

References

[edit]
  1. ^Manera C, Tuccinardi T, Martinelli A (2008). "Indoles and related compounds as cannabinoid ligands".Mini Rev Med Chem.8 (4):370–87.doi:10.2174/138955708783955935.PMID 18473928.
  2. ^Wiley JL, Marusich JA, Huffman JW (2014)."Moving around the molecule: relationship between chemical structure and in vivo activity of synthetic cannabinoids".Life Sci.97 (1):55–63.doi:10.1016/j.lfs.2013.09.011.PMC 3944940.PMID 24071522.
  3. ^Wiley JL, Marusich JA, Thomas BF (2017). "Combination Chemistry: Structure-Activity Relationships of Novel Psychoactive Cannabinoids".Neuropharmacology of New Psychoactive Substances (NPS). Current Topics in Behavioral Neurosciences. Vol. 32. pp. 231–248.doi:10.1007/7854_2016_17.ISBN 978-3-319-52442-9.PMID 27753007.
  4. ^Banister SD, Connor M (2018). "The Chemistry and Pharmacology of Synthetic Cannabinoid Receptor Agonists as New Psychoactive Substances: Origins".New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. pp. 165–190.doi:10.1007/164_2018_143.ISBN 978-3-030-10560-0.PMID 29980914.
  5. ^abcdefghijklmnopqrstuvwxyzaaabacadaeafagahaiajakalamHuffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, Thompson AL, Bushell S, Tartal C, Hurst DP, Reggio PH, Selley DE, Cassidy MP, Wiley JL, Martin BR (January 2005). "Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists".Bioorganic & Medicinal Chemistry.13 (1):89–112.doi:10.1016/j.bmc.2004.09.050.PMID 15582455.
  6. ^abcdefghijklmnopqrstuvwxAung MM, Griffin G, Huffman JW, Wu M, Keel C, Yang B, Showalter VM, Abood ME, Martin BR (August 2000). "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding".Drug and Alcohol Dependence.60 (2):133–40.doi:10.1016/S0376-8716(99)00152-0.PMID 10940540.
  7. ^abcdefgHuffman JW, Liddle J, Yu S, Aung MM, Abood ME, Wiley JL, Martin BR (December 1999). "3-(1',1'-Dimethylbutyl)-1-deoxy-delta8-THC and related compounds: synthesis of selective ligands for the CB2 receptor".Bioorganic & Medicinal Chemistry.7 (12):2905–14.doi:10.1016/s0968-0896(99)00219-9.PMID 10658595.
  8. ^Huffman JW, Yu S, Showalter V, Abood ME, Wiley JL, Compton DR, Martin BR, Bramblett RD, Reggio PH (September 1996). "Synthesis and pharmacology of a very potent cannabinoid lacking a phenolic hydroxyl with high affinity for the CB2 receptor".Journal of Medicinal Chemistry.39 (20):3875–7.doi:10.1021/JM960394Y.PMID 8831752.
  9. ^Bow EW, Rimoldi JM. The Structure-Function Relationships of Classical Cannabinoids: CB1/CB2 Modulation.Perspect Medicin Chem. 2016 Jun 28;8:17-39.doi:10.4137/PMC.S32171PMID 27398024
  10. ^abcdefghijklmnoHuffman JW, Mabon R, Wu MJ, Lu J, Hart R, Hurst DP, Reggio PH, Wiley JL, Martin BR (February 2003). "3-Indolyl-1-naphthylmethanes: new cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB(1) cannabinoid receptor".Bioorganic & Medicinal Chemistry.11 (4):539–49.doi:10.1016/S0968-0896(02)00451-0.PMID 12538019.S2CID 29107765.
  11. ^Martin BR, Jefferson R, Winckler R, Wiley JL, Huffman JW, Crocker PJ, Saha B, Razdan RK. Manipulation of the tetrahydrocannabinol side chain delineates agonists, partial agonists, and antagonists.J Pharmacol Exp Ther. 1999 Sep;290(3):1065-79.PMID 10454479
  12. ^abcdHowlett AC, Barth F, Bonner TI, Cabral G, Casellas P, Devane WA, Felder CC, Herkenham M, Mackie K, Martin BR, Mechoulam R, Pertwee RG (June 2002). "International Union of Pharmacology. XXVII. Classification of cannabinoid receptors".Pharmacological Reviews.54 (2):161–202.doi:10.1124/pr.54.2.161.PMID 12037135.S2CID 8259002.
  13. ^abcdefghijklmnopqrstuvwxyzaaabHuffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR (October 2006). "1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors".Bioorganic & Medicinal Chemistry Letters.16 (20):5432–5.doi:10.1016/j.bmcl.2006.07.051.PMID 16889960.
  14. ^abcdefghijklmnopqrstuvwxyzaaabacadaeafagahaiajakalamMarriott KS, Huffman JW (2008). "Recent advances in the development of selective ligands for the cannabinoid CB(2) receptor".Current Topics in Medicinal Chemistry.8 (3):187–204.doi:10.2174/156802608783498014.PMID 18289088.
  15. ^abcdefghijklmnopqrstuvwxyzaaHuffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, Cassidy MP, Wiley JL, Martin BR (September 2005). "1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles".Bioorganic & Medicinal Chemistry Letters.15 (18):4110–3.doi:10.1016/j.bmcl.2005.06.008.PMID 16005223.
  16. ^Huffman JW, Bushell SM, Miller JR, Wiley JL, Martin BR (December 2002). "1-Methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Delta(8)-tetrahydrocannabinols: new selective ligands for the CB2 receptor".Bioorganic & Medicinal Chemistry.10 (12):4119–29.doi:10.1016/s0968-0896(02)00331-0.PMID 12413866.
  17. ^abcdefgWiley JL, Smith VJ, Chen J, Martin BR, Huffman JW (2012)."Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents".Bioorganic & Medicinal Chemistry.20 (6):2067–2081.doi:10.1016/j.bmc.2012.01.038.PMC 3298571.PMID 22341572.
  18. ^The Cannabinoid Receptors. The Receptors. 2009.doi:10.1007/978-1-59745-503-9.ISBN 978-1-58829-712-9.
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
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