List of JWH cannabinoids

Last updated

The John W. Huffman research group at Clemson University synthesized over 450 cannabinoids. [1] [2] [3] [4] Some of those are:

Contents

Cannabinoids and their Ki values [a]
NameClassKi / nM at CB1Ki / nM at CB2SelectivityStructure
JWH-004 Naphthoylindole 48 ± 134 ± 1.5CB2 (12x) JWH-004.svg
JWH-007 [5] Naphthoylindole 9.5 ± 4.52.9 ± 2.6CB2 (3.3x) JWH-007.svg
JWH-009 Naphthoylindole >10000141 ± 14CB2 (>70x) JWH-009.svg
JWH-011 Naphthoylindole JWH-011.svg
JWH-015 [5] Naphthoylindole164 ± 2213.8 ± 4.6CB2 (12x) JWH 015.svg
JWH-016 Naphthoylindole22 ± 1.54.3 ± 1.6CB2 (5.1x) JWH-016.svg
JWH-018 [5] Naphthoylindole9 ± 52.9 ± 2.6CB2 (3.1x) JWH 018.svg
JWH-019 Naphthoylindole9.8 ± 25.55 ± 2CB2 (1.77x) JWH 019.svg
JWH-020 Naphthoylindole128 ± 17205 ± 20CB1 (1.6x) JWH-020.svg
JWH-030 Naphthoylpyrrole 87 ± 3320 ± 127CB1 (3.7x) JWH 030.svg
JWH-031 Naphthoylpyrrole399 ± 109 JWH-031.svg
JWH-032 Naphthoylpyrrole>10000>10000 JWH-032.svg
JWH-033 Naphthoylpyrrole666 ± 77 JWH-033.svg
JWH-036 Naphthoylpyrrole309 ± 11 JWH-036.svg
JWH-042 [6] Naphthoylindole>100005050 ± 192CB2 JWH-042.svg
JWH-043 [6] Naphthoylindole1180 ± 44964 ± 242CB2 (1.2x) JWH-043.svg
JWH-044 Naphthoylpyrrole>10000>10000 JWH-044.svg
JWH-045 Naphthoylpyrrole>10000>10000 JWH-045.svg
JWH-046 [6] Naphthoylindole343 ± 3816.3 ± 4.9CB2 (21x) JWH-046.svg
JWH-047 [6] Naphthoylindole59 ± 33.47 ± 1.80CB2 (17x) JWH-047.svg
JWH-048 [6] Naphthoylindole10.7 ± 1.00.49 ± 0.13CB2 (22x) JWH-048.png
JWH-049 [6] Naphthoylindole55.1 ± 17.032.3 ± 2.4CB2 (1.7x) JWH-049.svg
JWH-050 [6] Naphthoylindole342 ± 6526 ± 133CB1 (1.5x) JWH-050.svg
JWH-051 Dibenzopyran 1.200.03CB2 (40x) JWH-051.svg
JWH-056 [7] Dibenzopyran>1000032 ± 9CB2 JWH-056.svg
JWH-057 [8] Dibenzopyran23 ± 72.9 ± 1.6CB2 (8x) JWH-057.svg
JWH-065 [7] Dibenzopyran399 ± 7610 ± 2CB2 (40x) JWH-065.svg
JWH-070 [6] Naphthoylindole>10000>10000 JWH-070.svg
JWH-071 [6] Naphthoylindole1340 ± 1232940 ± 852CB1 (2.2x) JWH-071.svg
JWH-072 Naphthoylindole1050 ± 5.5170 ± 54CB2 (6x) JWH-072.svg
JWH-073 Naphthoylindole8.9 ± 1.827 ± 12CB1 (3x) JWH 073.svg
JWH-076 [5] Naphthoylindole214 ± 11106 ± 46CB2 (2x) JWH-076.svg
JWH-077 [6] Naphthoylindole>10000>10000 JWH-077.svg
JWH-078 [6] Naphthoylindole817 ± 60633 ± 116CB2 (1.3x) JWH-078.svg
JWH-079 [6] Naphthoylindole63.0 ± 3.032.0 ± 6.0CB2 (2x) JWH-079.svg
JWH-080 [6] Naphthoylindole8.9 ± 1.82.21 ± 1.30CB2 (4x) JWH-080.svg
JWH-081 [6] Naphthoylindole1.2 ± 0.0312.4 ± 2.2CB1 (10x) JWH 081.svg
JWH-082 [6] Naphthoylindole5.3 ± 0.86.40 ± 0.94CB1 (1.2x) JWH-082.svg
JWH-083 [6] Naphthoylindole106 ± 12102 ± 50 JWH-083.svg
JWH-091 [9] 8-THCP)Dibenzopyran22.0 ± 3.9 JWH-091 structure.png
JWH-093 [6] Naphthoylindole40.7 ± 2.859.1 ± 10.5CB1 (1.45x) JWH-093.svg
JWH-094 [6] Naphthoylindole476 ± 6797.3 ± 2.7CB2 (4.9x) JWH-094.svg
JWH-095 [6] Naphthoylindole140 ± 4.3312 ± 83CB1 (2.2x) JWH-095.svg
JWH-096 [6] Naphthoylindole33.7 ± 2.913.3 ± 5.6CB2 (2.5x) JWH-096.svg
JWH-097 [6] Naphthoylindole455 ± 28121 ± 15CB2 (3.8x) JWH-097.svg
JWH-098 [6] Naphthoylindole4.5 ± 0.11.9 ± 0.3CB2 (2.4x) JWH-098.svg
JWH-099 [6] Naphthoylindole35.3 ± 9.017.8 ± 2.9CB2 (2x) JWH-099.svg
JWH-100 [6] Naphthoylindole381 ± 102155 ± 74CB2 (2.5x) JWH-100.svg
JWH-102 [7] Dibenzopyran7.9 ± 0.95.2 ± 2.0CB2 (1.5x) JWH-102.svg
JWH-103 [7] Dibenzopyran28 ± 323 ± 7CB2 (1.2x) JWH-103.svg
JWH-116 [10] Naphthoylindole52 ± 5 JWH-116.svg
JWH-120 [5] Naphthoylindole1054 ± 316.1 ± 0.7CB2 (173x) JWH-120.png
JWH-122 [10] Naphthoylindole0.69 ± 0.051.2 ± 1.2 JWH-122.svg
JWH-1248-Parahexyl)Dibenzopyran41.0 ± 3.8 JWH-124 structure.png
JWH-1308-THCB)Dibenzopyran65.0 ± 13 JWH-130 structure.png
JWH-133 [7] Dibenzopyran677 ± 1323.4 ± 1.0CB2 (200x) JWH-133.png
JWH-138 [11] Dibenzopyran8.5 ± 1.4 JWH-138 structure.png
JWH-139 [12] Dibenzopyran2290 ± 50514 ± 10CB2 (164x) JWH-139.svg
JWH-142 [7] Dibenzopyran529 ± 4935 ± 14CB2 (15x) JWH-142.svg
JWH-143 [7] Dibenzopyran924 ± 10465 ± 8CB2 (14x) JWH-143.svg
JWH-145 [13] Naphthoylpyrrole14 ± 26.4 ± 0.4CB2 (2.2x) JWH-145.svg
JWH-146 [13] Naphthoylpyrrole21 ± 262 ± 5CB2 (3.0x) JWH-146.svg
JWH-147 [13] Naphthoylpyrrole11 ± 17.1 ± 0.2CB2 (1.5x) JWH 147.svg
JWH-148 [5] Naphthoylindole123 ± 814.0 ± 1.0CB2 (8x) JWH-148.png
JWH-149 [5] Naphthoylindole5.0 ± 2.10.73 ± 0.03CB2 (6.8x) JWH-149.png
JWH-150 [13] Naphthoylpyrrole60 ± 115 ± 2CB2 (4x) JWH-150.svg
JWH-151 [5] Naphthoylindole>1000030 ± 1.1CB2 (>333x) JWH-151.svg
JWH-153 [5] Naphthoylindole250 ± 2411 ± 0.5CB2 (23x) JWH-153.svg
JWH-156 [13] Naphthoylpyrrole404 ± 18104 ± 18CB2 (4x) JWH-156.svg
JWH-159 [5] Naphthoylindole45 ± 110.4 ± 1.4CB2 (4.3x) JWH-159.svg
JWH-160 [5] Naphthoylindole1568 ± 201441 ± 110CB2 (3.6x) JWH-160.svg
JWH-161 Dibenzopyran hybrid19.0 JWH-161.svg
JWH-163 [5] Naphthoylindole2358 ± 215138 ± 12CB2 (17x) JWH-163.svg
JWH-164 [5] Naphthoylindole6.6 ± 0.76.9 ± 0.2 JWH-164.svg
JWH-165 [5] Naphthoylindole204 ± 2671 ± 8CB2 (2.9x) JWH-165.svg
JWH-166 [5] Naphthoylindole44 ± 101.9 ± 0.08CB2 (23x) JWH-166.svg
JWH-167 Phenylacetylindole 90 ± 17159 ± 14CB1 (1.77x) JWH-167.svg
JWH-171 Hydrocarbon 51 JWH-171.svg
JWH-175 [10] Naphthylmethylindole 22 ± 2 JWH-175.svg
JWH-176 [10] Hydrocarbon26 ± 4 JWH 176.svg
JWH-180 [5] Naphthoylindole26 ± 29.6 ± 2.0CB2 (2.7x) JWH-180.svg
JWH-181 [5] Naphthoylindole1.3 ± 0.10.62 ± 0.04CB2 (2.1x) JWH-181.svg
JWH-182 [5] Naphthoylindole0.65 ± 0.031.1 ± 0.1CB1 (1.7x) JWH-182.svg
JWH-184 [10] Naphthylmethylindole23 ± 6 JWH-184.svg
JWH-185 [10] Naphthylmethylindole17 ± 3 JWH-185.svg
JWH-186 [14] Dibenzopyran187 ± 235.6 ± 1.7CB2 (33x) JWH-186.svg
JWH-187 [14] Dibenzopyran84 ± 163.4 ± 0.5CB2 (25x) JWH-187.svg
JWH-188 [14] Dibenzopyran270 ± 5818 ± 2CB2 (15x) JWH-188.svg
JWH-189 [5] Naphthoylindole52 ± 212 ± 0.8CB2 (4.3x) JWH-189.svg
JWH-190 [14] Dibenzopyran8.8 ± 1.41.6 ± 0.03CB2 (5.5x) JWH-190.svg
JWH-191 [14] Dibenzopyran1.8 ± 0.30.52 ± 0.03CB2 (3.5x) JWH-191.svg
JWH-192 [10] Naphthylmethylindole41 ± 13 JWH-192.svg
JWH-193 [10] Naphthoylindole6 ± 1 JWH-193.svg
JWH-194 [10] Naphthylmethylindole127 ± 19 JWH-194.svg
JWH-195 [10] Naphthylmethylindole113 ± 28 JWH-195.svg
JWH-196 [10] Naphthylmethylindole151 ± 18 JWH-196.svg
JWH-197 [10] Naphthylmethylindole323 ± 98 JWH-197.svg
JWH-198 [10] Naphthoylindole10 ± 2 JWH-198.svg
JWH-199 [10] Naphthylmethylindole20 ± 2 JWH-199.svg
JWH-200 [10] Naphthoylindole42 ± 5 JWH-200.svg
JWH-201 [15] Phenylacetylindole1064 ± 21444 ± 14CB2 (2.4x) JWH-201.svg
JWH-202 [15] Phenylacetylindole1678 ± 63645 ± 6CB2 (2.6x) JWH-202.svg
JWH-203 [15] Phenylacetylindole8.0 ± 0.97.0 ± 1.3 JWH-203.svg
JWH-204 [15] Phenylacetylindole13 ± 125 ± 1CB1 (1.9x) JWH-204.svg
JWH-205 [15] Phenylacetylindole124 ± 23180 ± 9CB1 (1.45x) JWH-205.svg
JWH-206 [15] Phenylacetylindole389 ± 25498 ± 37CB1 (1.28x) JWH-206.svg
JWH-207 [15] Phenylacetylindole1598 ± 1343723 ± 10CB1 (2.33x) JWH-207.svg
JWH-208 [15] Phenylacetylindole179 ± 7570 ± 127CB1 (3.18x) JWH-208.svg
JWH-209 [15] Phenylacetylindole746 ± 491353 ± 270CB1 (1.81x) JWH-209.svg
JWH-210 [5] Naphthoylindole0.46 ± 0.030.69 ± 0.01CB1 (1.5x) JWH-210.svg
JWH-211 [5] Naphthoylindole70 ± 0.812 ± 0.8CB2 (5.8x) JWH-211.svg
JWH-212 [5] Naphthoylindole33 ± 0.910 ± 1.2CB2 (3.3x) JWH-212.svg
JWH-213 [5] Naphthoylindole1.5 ± 0.20.42 ± 0.05CB2 (3.6x) JWH-213.svg
JWH-215 [14] Dibenzopyran1008 ± 11785 ± 21CB2 (12x) JWH-215.svg
JWH-216 [14] Dibenzopyran1856 ± 148333 ± 104CB2 (5.6x) JWH-216.svg
JWH-217 [14] Dibenzopyran>100001404 ± 66CB2 (>7x) JWH-217.svg
JWH-220 Hydrocarbon19 JWH-220.svg
JWH-224 [14] Dibenzopyran347 ± 3428 ± 1CB2 (12.3x) JWH-224.svg
JWH-225 [14] Dibenzopyran>10000325 ± 70CB2 (>31x) JWH-225.svg
JWH-226 [14] Dibenzopyran4001 ± 28243 ± 3CB2 (93x) JWH-226.svg
JWH-227 [14] Dibenzopyran40 ± 64.4 ± 0.3CB2 (9x) JWH-227.svg
JWH-229 [16] Dibenzopyran3134 ± 11018 ± 2CB2 (174x) JWH-229.svg
JWH-230 [14] Dibenzopyran15 ± 31.4 ± 0.12CB2 (10.7x) JWH-230.svg
JWH-233 [14] Dibenzopyran14 ± 31.0 ± 0.3CB2 (14x) JWH-233.svg
JWH-234 [5] Naphthoylindole8.4 ± 1.83.8 ± 0.6CB2 (2.2x) JWH-234.svg
JWH-235 [5] Naphthoylindole338 ± 34123 ± 34CB2 (2.7x) JWH-235.svg
JWH-236 [5] Naphthoylindole1351 ± 204240 ± 63CB2 (5.6x) JWH-236.svg
JWH-237 [15] Phenylacetylindole38 ± 10106 ± 2CB1 (2.8x) JWH-237.svg
JWH-239 [5] Naphthoylindole342 ± 2052 ± 6CB2 (6.6x) JWH-239.svg
JWH-240 [5] Naphthoylindole14 ± 17.2 ± 1.3CB2 (1.9x) JWH-240.svg
JWH-241 [5] Naphthoylindole147 ± 2049 ± 7CB2 (3.0x) JWH-241.svg
JWH-242 [5] Naphthoylindole42 ± 96.5 ± 0.3CB2 (6.5x) JWH-242.svg
JWH-243 [13] Naphthoylpyrrole285 ± 4041 ± 3CB2 (6.95x) JWH-243.svg
JWH-244 [13] Naphthoylpyrrole130 ± 618 ± 1CB2 (7.22x) JWH-244.svg
JWH-245 [13] Naphthoylpyrrole276 ± 425 ± 2CB2 (11x) JWH-245.svg
JWH-246 [13] Naphthoylpyrrole70 ± 416 ± 1CB2 (4.38x) JWH-246.svg
JWH-247 [14] Dibenzopyran427 ± 3199 ± 4CB2 (4.3x) JWH-247.svg
JWH-248 [15] Phenylacetylindole1028 ± 39657 ± 19CB2 (1.56x) JWH-248.svg
JWH-249 [15] Phenylacetylindole8.4 ± 1.820 ± 2CB1 (2.38x) JWH-249.svg
JWH-250 [15] Phenylacetylindole11 ± 233 ± 2CB1 (3x) JWH 250.svg
JWH-251 [15] Phenylacetylindole29 ± 3146 ± 36CB2 (5x) JWH-251.svg
JWH-252 [15] Phenylacetylindole23 ± 319 ± 1CB2 (1.2x) JWH-252.svg
JWH-253 [15] Phenylacetylindole62 ± 1084 ± 12CB1 (1.35x) JWH-253.svg
JWH-254 [14] Dibenzopyran4724 ± 509319 ± 16CB2 (14.8x) JWH-254.svg
JWH-256 [14] Dibenzopyran4300 ± 88897 ± 18CB2 (44x) JWH-256.svg
JWH-258 [5] Naphthoylindole4.6 ± 0.610.5 ± 1.3CB1 (2.3x) JWH-258.svg
JWH-259 [5] Naphthoylindole220 ± 2974 ± 7CB2 (3.0x) JWH-259.svg
JWH-260 [5] Naphthoylindole29 ± 0.425 ± 1.9CB2 (1.2x) JWH-260.svg
JWH-261 [5] Naphthoylindole767 ± 105221 ± 14CB2 (3.5x) JWH-261.svg
JWH-262 [5] Naphthoylindole28 ± 35.6 ± 0.7CB2 (5.0x) JWH-262.svg
JWH-265 [5] Naphthoylindole3788 ± 32380 ± 13CB2 (47x) JWH-265.svg
JWH-266 [5] Naphthoylindole>10000455 ± 55CB2 (>22x) JWH-266.svg
JWH-267 [5] Naphthoylindole381 ± 167.2 ± 0.14CB2 (53x) JWH-267.svg
JWH-268 [5] Naphthoylindole1379 ± 19340 ± 0.6CB2 (34x) JWH-268.svg
JWH-277 [14] Dibenzopyran3905 ± 91589 ± 65CB2 (6.6x) JWH-277.svg
JWH-278 [14] Dibenzopyran906 ± 8069 ± 6CB2 (13x) JWH-278.svg
JWH-292 [13] Naphthoylpyrrole29 ± 120 ± 1CB2 (1.45x) JWH-292.svg
JWH-293 [13] Naphthoylpyrrole100 ± 541 ± 4CB2 (2.44x) JWH-293.svg
JWH-298 [14] Dibenzopyran812 ± 67198 ± 23CB2 (4.1x) JWH-298.svg
JWH-299 [14] Dibenzopyran415 ± 5030 ± 2CB2 (13.8x) JWH-299.svg
JWH-300 [12] Dibenzopyran118 ± 165.3 ± 0.1CB2 (22x) JWH-300.svg
JWH-301 [14] Dibenzopyran295 ± 6448 ± 4CB2 (6.1x) JWH-301.svg
JWH-302 [15] Phenylacetylindole17 ± 289 ± 15CB1 (5.26x) JWH-302.svg
JWH-303 [15] Phenylacetylindole117 ± 10138 ± 12CB1 (1.18x) JWH-303.svg
JWH-304 [15] Phenylacetylindole3363 ± 3322679 ± 688CB2 (1.26x) JWH-304.svg
JWH-305 [15] Phenylacetylindole15 ± 1.829 ± 5CB1 (1.93x) JWH-305.svg
JWH-306 [15] Phenylacetylindole25 ± 182 ± 11CB1 (3.28x) JWH-306.svg
JWH-307 [13] Naphthoylpyrrole7.7 ± 1.83.3 ± 0.2CB2 (2.33x) JWH 307.svg
JWH-308 [13] Naphthoylpyrrole41 ± 133 ± 2CB2 (1.24x) JWH-308.svg
JWH-309 [13] Naphthoylpyrrole41 ± 349 ± 7CB1 (1.20x) JWH-309.svg
JWH-310 [14] Dibenzopyran1059 ± 5136 ± 3CB2 (29x) JWH-310.svg
JWH-311 [15] Phenylacetylindole23 ± 239 ± 3CB1 (1.70x) JWH-311.svg
JWH-312 [15] Phenylacetylindole72 ± 791 ± 20CB1 (1.26x) JWH-312.svg
JWH-313 [15] Phenylacetylindole422 ± 19365 ± 92CB2 (1.16x) JWH-313.svg
JWH-314 [15] Phenylacetylindole39 ± 276 ± 4CB1 (1.95x) JWH-314.svg
JWH-315 [15] Phenylacetylindole430 ± 24182 ± 23CB2 (3.36x) JWH-315.svg
JWH-316 [15] Phenylacetylindole2862 ± 670781 ± 105CB2 (3.66x) JWH-316.svg
JWH-336 [12] Dibenzopyran4589 ± 367153 ± 15CB2 (30x) JWH-336.svg
JWH-338 [14] Dibenzopyran>10000111 ± 16CB2 (>90x) JWH-338.svg
JWH-339 [14] Dibenzopyran>100002317 ± 93CB2 (>4.3x) JWH-339.svg
JWH-340 [14] Dibenzopyran135 ± 630 ± 1CB2 (4.5x) JWH-340.svg
JWH-341 [14] Dibenzopyran100 ± 810 ± 0.1CB2 (10x) JWH-341.svg
JWH-346 [13] Naphthoylpyrrole67 ± 639 ± 2CB2 (1.72x) JWH-346.svg
JWH-347 [13] Naphthoylpyrrole333 ± 17169 ± 17CB2 (1.97x) JWH-347.svg
JWH-348 [13] Naphthoylpyrrole218 ± 1953 ± 1CB2 (4.11x) JWH-348.svg
JWH-349 [14] Dibenzopyran376 ± 138 ± 4CB2 (9.9x) JWH-349.svg
JWH-350 [12] Dibenzopyran395 ± 5012 ± 1CB2 (33x) JWH-350.svg
JWH-351 [14] Dibenzopyran>10000295 ± 3CB2 (>34x) JWH-351.svg
JWH-352 [14] Dibenzopyran>1000047 ± 2CB2 (>213x) JWH-352.svg
JWH-353 [14] Dibenzopyran1493 ± 1031 ± 1CB2 (48x) JWH-353.svg
JWH-354 [14] Dibenzopyran1961 ± 21241 ± 14CB2 (8.1x) JWH-354.svg
JWH-355 [14] Dibenzopyran2162 ± 220108 ± 17CB2 (20x) JWH-355.svg
JWH-356 [14] Dibenzopyran5837 ± 701108 ± 17CB2 (54x) JWH-356.svg
JWH-357 [14] Dibenzopyran647 ± 78185 ± 4CB2 (3.5x) JWH-357.svg
JWH-358 [14] Dibenzopyran1243 ± 26652 ± 3CB2 (24x) JWH-358.svg
JWH-359 Dibenzopyran2918 ± 45013.0 ± 0.2 CB2 (220x) JWH-359.svg
JWH-360 [14] Dibenzopyran2449 ± 606160 ± 8CB2 (15x) JWH-360.svg
JWH-361 [14] Dibenzopyran63 ± 32.7 ± 0.1CB2 (23x) JWH-361.svg
JWH-362 [14] Dibenzopyran127 ± 8 34 ± 5CB2 (3.7x) JWH-362.svg
JWH-363 [13] Naphthoylpyrrole245 ± 571 ± 1CB2 (3.45x) JWH-363.svg
JWH-364 [13] Naphthoylpyrrole34 ± 329 ± 1CB2 (1.17x) JWH-364.svg
JWH-365 [13] Naphthoylpyrrole17 ± 13.4 ± 0.2CB2 (5.0x) JWH-365.svg
JWH-366 [13] Naphthoylpyrrole191 ± 1224 ± 1CB2 (7.96x) JWH-366.svg
JWH-367 [13] Naphthoylpyrrole53 ± 223 ± 1CB2 (2.30x) JWH-367.svg
JWH-368 [13] Naphthoylpyrrole16 ± 19.1 ± 0.7CB2 (1.76x) JWH-368.svg
JWH-369 [13] Naphthoylpyrrole7.9 ± 0.45.2 ± 0.3CB2 (1.52x) JWH-369.svg
JWH-370 [13] Naphthoylpyrrole5.6 ± 0.44.0 ± 0.5CB2 (1.40x) JWH-370.svg
JWH-371 [13] Naphthoylpyrrole42 ± 164 ± 2CB1 (1.52x) JWH-371.svg
JWH-372 [13] Naphthoylpyrrole77 ± 28.2 ± 0.2CB1 (9.39x) JWH-372.svg
JWH-373 [13] Naphthoylpyrrole60 ± 369 ± 2CB1 (1.15x) JWH-373.svg
JWH-387 [17] Naphthoylindole1.2 ± 0.11.1 ± 0.1 JWH-387.svg
JWH-398 [18] Naphthoylindole2.3 ± 0.12.8 ± 0.2CB1 (1.22x) JWH-398.svg
JWH-416 [17] Naphthoylindole73 ± 103.3 ± 0.1CB2 (22x) JWH-416.svg
JWH-417 [17] Naphthoylindole522 ± 5813 ± 0.2CB2 (40x) JWH-417.svg
JWH-422 [17] Naphthoylindole501 ± 4820 ± 0.4CB2 (25x) JWH-422.svg
JWH-423 [17] Naphthoylindole140 ± 106.6 ± 0.2CB2 (21x) JWH-423.svg
JWH-424 [17] Naphthoylindole21 ± 3.45.4 ± 0.2CB2 (3.9x) JWH-424.svg
JWH-425 [17] Naphthoylindole54 ± 1110 ± 0.4CB2 (5.4x) JWH-425.svg


See also

Notes

References

  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. Current Topics in Behavioral Neurosciences. Vol. 32. pp. 231–248. doi: 10.1007/7854_2016_17 . ISBN   978-3-319-52442-9. PMID   27753007.{{cite book}}: |journal= ignored (help)
  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. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 Huffman 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. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 Aung 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. 1 2 3 4 5 6 7 Huffman 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.S32171 PMID   27398024
  10. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 Huffman 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. 1 2 3 4 Howlett 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. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 Huffman 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. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 Marriott 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. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 Huffman 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. 1 2 3 4 5 6 7 Wiley 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.