JWH-161: Difference between revisions
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{{short description|Chemical}} |
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|IUPAC_name = (4aR,13bR)-2,5,5-trimethyl-8-pentyl-3,4,4a,5,8,13b-hexahydroisochromeno[3,4-b]carbazol-13-ol |
| IUPAC_name = (4aR,13bR)-2,5,5-trimethyl-8-pentyl-3,4,4a,5,8,13b-hexahydroisochromeno[3,4-b]carbazol-13-ol |
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| image = JWH- |
| image = JWH-161.svg |
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| width= 240 |
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| width = 240 |
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<!--Clinical data--> |
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| molecular_weight = 403.555 g/mol |
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| smiles = c5cccc1c5c2c(O)c(c(OC3(C)C)cc2n1CCCCC)C4C3CCC(C)=C4 |
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<!--Identifiers--> |
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| ChemSpiderID = 8606713 |
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<!--Chemical data--> |
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| smiles = Oc3c5c1ccccc1n(c5cc2OC([C@@H]4CC/C(=C\[C@H]4c23)C)(C)C)CCCCC |
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| StdInChI = 1S/C27H33NO2/c1-5-6-9-14-28-21-11-8-7-10-18(21)24-22(28)16-23-25(26(24)29)19-15-17(2)12-13-20(19)27(3,4)30-23/h7-8,10-11,15-16,19-20,29H,5-6,9,12-14H2,1-4H3/t19-,20-/m1/s1 |
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| StdInChIKey = VDJUAFPNHZRTNL-WOJBJXKFSA-N |
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'''JWH-161''' is a cannabinoid derivative that was designed by Dr [[John W. Huffman]]'s team as a hybrid between the [[dibenzopyran]] "classical" [[cannabinoid]] drugs and the novel [[indole]] derivatives, in an attempt to unravel the differences in their binding modes to the CB<sub>1</sub> receptor. While retaining structural elements from both families, JWH-161 has a [[Cannabinoid receptor type 1|CB<sub>1</sub>]] [[Dissociation constant#Protein-ligand binding|K<sub>i</sub>]] of 19.0nM, although it was found to be slightly weaker than [[tetrahydrocannabinol|THC]] in animal tests.<ref name="pmid15974991">{{cite journal | |
'''JWH-161''' is a cannabinoid derivative that was designed by Dr [[John W. Huffman]]'s team as a hybrid between the [[dibenzopyran]] "classical" [[cannabinoid]] drugs and the novel [[indole]] derivatives, in an attempt to unravel the differences in their binding modes to the CB<sub>1</sub> receptor. While retaining structural elements from both families, JWH-161 has a [[Cannabinoid receptor type 1|CB<sub>1</sub>]] [[Dissociation constant#Protein-ligand binding|K<sub>i</sub>]] of 19.0nM, although it was found to be slightly weaker than [[tetrahydrocannabinol|THC]] in animal tests.<ref name="pmid15974991">{{cite journal |vauthors=Huffman JW, Padgett LW |title=Recent developments in the medicinal chemistry of cannabimimetic indoles, pyrroles and indenes |journal=Current Medicinal Chemistry |volume=12 |issue=12 |pages=1395–411 |year=2005 |pmid=15974991 |doi= 10.2174/0929867054020864}}</ref> |
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==References== |
==References== |
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{{Cannabinoids}} |
{{Cannabinoids}} |
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[[Category: |
[[Category:Carbazoles]] |
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[[Category:Benzochromenes]] |
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[[Category:JWH cannabinoids]] |
[[Category:JWH cannabinoids]] |
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[[Category:Phenol ethers]] |
[[Category:Phenol ethers]] |
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[[Category:Heterocyclic compounds with 5 rings]] |
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[[Category:Nitrogen heterocycles]] |
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[[Category:Oxygen heterocycles]] |
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