Cannabis Ruderalis

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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| verifiedrevid = 477236127
| verifiedrevid = 477236127
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<!--Identifiers-->
<!--Identifiers-->
| CAS_number = 499237-35-3
| CAS_number = 499237-35-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 3062P60MH9
| PubChem = 10361702
| PubChem = 10361702
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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<!--Chemical data-->
<!--Chemical data-->
| C=25 | H=36 | O=2
| C=25 | H=36 | O=2
| molecular_weight = 368.551 g/mol
| smiles = C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
| smiles = C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
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}}
}}


'''AMG-41''' (part of the [[List of AM cannabinoids|AM cannabinoid series]]) is an [[analgesic]] drug which is a [[cannabinoid]] [[agonist]]. It is a derivative of Δ8-[[THC]] substituted with a [[cyclopropyl group]] on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]], with a [[Dissociation constant|K<sub>i</sub>]] of 0.44 nM at CB<sub>1</sub> vs 0.86 nM at CB<sub>2</sub>.<ref>Papahatjis DP, Nikas SP, Andreou T, Makriyannis A. Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols. ''Bioorganic and Medicinal Chemistry Letters''. 2002 Dec 16;12(24):3583-6. PMID 12443781</ref><ref>Papahatjis DP, ''et al.'' 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, ''et al.'' C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols. ''Journal of Medicinal Chemistry''. 2007 Aug 23;50(17):4048-60. PMID 17672444</ref>
'''AMG-41''' (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 [[cyclopropyl group]] on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2|CB<sub>2</sub>]], with a [[Dissociation constant|K<sub>i</sub>]] of 0.44&nbsp;nM at CB<sub>1</sub> vs 0.86&nbsp;nM at CB<sub>2</sub>.<ref>{{cite journal | vauthors = Papahatjis DP, Nikas SP, Andreou T, Makriyannis A | title = Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols | journal = Bioorganic & Medicinal Chemistry Letters | volume = 12 | issue = 24 | pages = 3583–6 | date = December 2002 | pmid = 12443781 | doi = 10.1016/s0960-894x(02)00785-0 }}</ref><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>


==See also==
== See also ==
* [[AMG-3]]
* [[AMG-3]]
* [[AMG-36]]
* [[AMG-36]]


==References==
== References ==
{{reflist}}
{{reflist}}


Latest revision as of 21:46, 8 February 2024

AMG-41
Identifiers
  • (6aR,10aR)-3-(1-hexylcyclopropyl)-6,6,9-trimethyl-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC25H36O2
Molar mass368.561 g·mol−1
3D model (JSmol)
  • C=3CC2C(C)(C)Oc(cc(cc1O)C4(CC4)CCCCCC)c1C2CC=3C
  • InChI=1S/C25H36O2/c1-5-6-7-8-11-25(12-13-25)18-15-21(26)23-19-14-17(2)9-10-20(19)24(3,4)27-22(23)16-18/h9,15-16,19-20,26H,5-8,10-14H2,1-4H3/t19-,20-/m1/s1 checkY
  • Key:UVQIBKXDOZWHFU-WOJBJXKFSA-N checkY
  (verify)

AMG-41 (part of the AM cannabinoid series) is an analgesic drug which is a cannabinoid agonist. It is a derivative of Δ8-THC substituted with a cyclopropyl group on the C1'-position of the C3-alkyl side chain. AMG-41 is a potent agonist at both CB1 and CB2, with a Ki of 0.44 nM at CB1 vs 0.86 nM at CB2.[1][2][3]

See also[edit]

References[edit]

  1. ^ Papahatjis DP, Nikas SP, Andreou T, Makriyannis A (December 2002). "Novel 1',1'-chain substituted Delta(8)-tetrahydrocannabinols". Bioorganic & Medicinal Chemistry Letters. 12 (24): 3583–6. doi:10.1016/s0960-894x(02)00785-0. PMID 12443781.
  2. ^ Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A (July 2003). "Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'". Journal of Medicinal Chemistry. 46 (15): 3221–9. doi:10.1021/jm020558c. PMID 12852753.
  3. ^ Papahatjis DP, Nahmias VR, Nikas SP, Andreou T, Alapafuja SO, Tsotinis A, et al. (August 2007). "C1'-cycloalkyl side chain pharmacophore in tetrahydrocannabinols". Journal of Medicinal Chemistry. 50 (17): 4048–60. doi:10.1021/jm070121a. PMID 17672444.


source: https://en.wikipedia.org/w/index.php?title=AMG-41&diff=1205103350&oldid=732154864

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