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Updating {{drugbox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia talk:WikiProject_Pharmacology|errors
 
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{{Short description|Chemical compound}}
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{{Drugbox| verifiedrevid = 413288526
{{Drugbox
|
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| verifiedrevid = 413289634
|IUPAC_name = (6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
| IUPAC_name = (6aR,10aR)-3-(1-hexylcyclopentyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
| image = AMG-36.png
| image = AMG-36 Structure.svg
| width= 240
| width = 240

<!--Clinical data-->
| tradename =
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| legal_status =
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| routes_of_administration =

<!--Pharmacokinetic data-->
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| metabolism =
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| elimination_half-life =
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| excretion =

<!--Identifiers-->
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| CAS_number = 579444-43-2
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| PubChem = 10982174
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9157375
| ChemSpiderID = 9157375
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 108868
| ChEMBL = 108868

<!--Chemical data-->
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| C=27 | H=40 | O=2
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| smiles = CC2(C)Oc1cc(C4(CCCCCC)CCCC4)cc(O)c1C(C3)C2CC=C3C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C27H40O2/c1-5-6-7-8-13-27(14-9-10-15-27)20-17-23(28)25-21-16-19(2)11-12-22(21)26(3,4)29-24(25)18-20/h11,17-18,21-22,28H,5-10,12-16H2,1-4H3/t21-,22-/m1/s1
| StdInChI = 1S/C27H40O2/c1-5-6-7-8-13-27(14-9-10-15-27)20-17-23(28)25-21-16-19(2)11-12-22(21)26(3,4)29-24(25)18-20/h11,17-18,21-22,28H,5-10,12-16H2,1-4H3/t21-,22-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FONCHEGPDSYFCG-FGZHOGPDSA-N
| StdInChIKey = FONCHEGPDSYFCG-FGZHOGPDSA-N
| smiles1 = Oc2cc(cc1OC([C@@H]3C/C=C(\C[C@H]3c12)C)(C)C)C4(CCCCCC)CCCC4
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| CAS_number=
| ATC_prefix=
| ATC_suffix=
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| PubChem= 10982174
| DrugBank=
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| C=27 | H=40 | O=2
| molecular_weight = 396.604 g/mol
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| smiles = CC2(C)Oc1cc(C4(CCCCCC)CCCC4)cc(O)c1C(C3)C2CC=C3C
| bioavailability=
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| metabolism =
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| elimination_half-life=
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| excretion =
| pregnancy_category =
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| legal_status =
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| routes_of_administration=
}}
}}


'''AMG-36''' is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is a derivative of Δ8[[THC]] substituted with a [[cyclopentane]] group on the 3-position side chain. AMG-36 is a potent agonist at both [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]] with moderate selectivity for CB<sub>1</sub>, with a [[Dissociation constant|K<sub>i</sub>]] of 0.4nM at CB<sub>1</sub> vs 1.9nM at CB<sub>2</sub>.<ref>Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A. Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'. ''Journal of Medicinal Chemistry''. 2003 Jul 17;46(15):3221-9. PMID 12852753</ref><ref>Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, Guo J, Fan P, Makriyannis A. C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. ''Journal of Medicinal Chemistry''. 2007 Aug 23;50(17):4048-60. PMID 17672444</ref>
'''AMG-36''' (part of the [[List of AM cannabinoids|AM cannabinoid series]]) is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is a derivative of Δ<sup>8</sup>-[[THC]] substituted with a [[cyclopentane]] group on the 3-position side chain. AMG-36 is a potent agonist at both [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]] with moderate selectivity for CB<sub>1</sub>, with a [[Dissociation constant|K<sub>i</sub>]] of 0.45&nbsp;nM at CB<sub>1</sub> vs 1.92&nbsp;nM at CB<sub>2</sub>.<ref>{{cite journal | vauthors = Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A | title = Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1' | journal = Journal of Medicinal Chemistry | volume = 46 | issue = 15 | pages = 3221–9 | date = July 2003 | pmid = 12852753 | doi = 10.1021/jm020558c }}</ref><ref>{{cite journal | vauthors = Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, Guo J, Fan P, Makriyannis A | display-authors = 6 | title = C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols | journal = Journal of Medicinal Chemistry | volume = 50 | issue = 17 | pages = 4048–60 | date = August 2007 | pmid = 17672444 | doi = 10.1021/jm070121a }}</ref>


==References==
== See also ==
* [[AMG-3]]
<references/>
* [[AMG-41]]

== References ==
{{reflist}}


{{cannabinoids}}
{{cannabinoids}}
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{{cannabinoid-stub}}


[[Category:Cannabinoids]]
[[Category:Cannabinoids]]
[[Category:Benzochromenes]]
[[Category:Benzochromenes]]
[[Category:Phenols]]
[[Category:Hydroxyarenes]]
[[Category:Cyclopentanes]]


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{{cannabinoid-stub}}
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