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{{Short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| IUPAC_name = 1-pentyl-N-(2-phenylpropan-2-yl)-1H-indazole-3-carboxamide |
| IUPAC_name = 1-pentyl-N-(2-phenylpropan-2-yl)-1H-indazole-3-carboxamide |
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| legal_AU = |
| legal_AU = |
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| legal_CA = Schedule II |
| legal_CA = Schedule II |
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| legal_DE = NpSG |
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| legal_UK = Class B |
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| legal_US = |
| legal_US = |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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| excretion = |
| excretion = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| ⚫ | |||
| CAS_number = 1400742-15-5 |
| CAS_number = 1400742-15-5 |
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| ⚫ | |||
| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 3N1P3KD3CV |
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| ATC_prefix = |
| ATC_prefix = |
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| ATC_suffix = |
| ATC_suffix = |
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| PubChem = |
| PubChem = 86273676 |
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| ChemSpiderID |
| ChemSpiderID = 48060412 |
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| smiles = CCCCCN1N=C(C(=O)NC(C)(C)C2=CC=CC=C2)C2=CC=CC=C12 |
| smiles = CCCCCN1N=C(C(=O)NC(C)(C)C2=CC=CC=C2)C2=CC=CC=C12 |
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| InChI = |
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| InChIKey = |
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| StdInChI = 1S/C22H27N3O/c1-4-5-11-16-25-19-15-10-9-14-18(19)20(24-25)21(26)23-22(2,3)17-12-7-6-8-13-17/h6-10,12-15H,4-5,11,16H2,1-3H3,(H,23,26) |
| StdInChI = 1S/C22H27N3O/c1-4-5-11-16-25-19-15-10-9-14-18(19)20(24-25)21(26)23-22(2,3)17-12-7-6-8-13-17/h6-10,12-15H,4-5,11,16H2,1-3H3,(H,23,26) |
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| StdInChIKey = LCBASRYREGWIJT-UHFFFAOYSA-N |
| StdInChIKey = LCBASRYREGWIJT-UHFFFAOYSA-N |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=22 | H=27 | N=3 | O=1 |
| C=22 | H=27 | N=3 | O=1 |
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| molecular_weight = 349.5 g/mol |
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}} |
}} |
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'''CUMYL-PINACA''' (also known as '''SGT-24''') is an [[indazole]]-3-carboxamide based [[synthetic cannabinoid]]. CUMYL-PINACA acts as a potent [[agonist]] for the [[cannabinoid receptor]]s, with approximately 3x selectivity for [[CB1 receptor|CB<sub>1</sub>]], having an EC<sub>50</sub> of 0.15nM for human [[CB1 receptor|CB<sub>1</sub> receptors]] and 0.41nM for human [[CB2 receptor|CB<sub>2</sub> receptors]].<ref>{{cite web | url=https://www.google.com/patents/WO2014167530A1 | title=Patent WO 2014167530 - Cannabinoid compounds | work=New Zealand Patent application 623626 | date=11 April 2013 | accessdate=11 July 2015 | author=Bowden|display-authors=etal}}</ref> |
'''CUMYL-PINACA''' (also known as '''SGT-24''') is an [[indazole]]-3-carboxamide based [[synthetic cannabinoid]]. CUMYL-PINACA acts as a potent [[agonist]] for the [[cannabinoid receptor]]s, with approximately 3x selectivity for [[CB1 receptor|CB<sub>1</sub>]], having an EC<sub>50</sub> of 0.15nM for human [[CB1 receptor|CB<sub>1</sub> receptors]] and 0.41nM for human [[CB2 receptor|CB<sub>2</sub> receptors]].<ref>{{cite web | url=https://www.google.com/patents/WO2014167530A1 | title=Patent WO 2014167530 - Cannabinoid compounds | work=New Zealand Patent application 623626 | date=11 April 2013 | accessdate=11 July 2015 | author=Bowden|display-authors=etal}}</ref> In its pure form, it is described as a sticky oil which can cause poisoning through [[transdermal]] exposure.<ref>{{cite journal | vauthors = Dobaja M, Grenc D, Kozelj G, Brvar M | title = Occupational transdermal poisoning with synthetic cannabinoid cumyl-PINACA | journal = Clinical Toxicology | volume = 55 | issue = 3 | pages = 193–195 | date = March 2017 | pmid = 28084855 | doi = 10.1080/15563650.2016.1278224 | s2cid = 21304629 }}</ref> |
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== Legal status == |
== Legal status == |
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Sweden's public health agency suggested |
Sweden's public health agency suggested classifying CUMYL-PINACA as a hazardous substance, on November 10, 2014.<ref>{{cite web | url=http://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2014/november/cannabinoider-foreslas-bli-klassade-som-halsofarlig-vara/ | title=Cannabinoider föreslås bli klassade som hälsofarlig vara | access-date=11 July 2015}}</ref> |
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==See also== |
== See also == |
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* [[5F-CUMYL-PINACA]] |
* [[5F-CUMYL-PINACA]] |
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* [[5F-SDB-006]] |
* [[5F-SDB-006]] |
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* [[CUMYL-4CN-BINACA]] |
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* [[CUMYL-PICA]] |
* [[CUMYL-PICA]] |
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* [[CUMYL-THPINACA]] |
* [[CUMYL-THPINACA]] |
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* [[NNE1]] |
* [[NNE1]] |
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==References== |
== References == |
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{{Reflist}} |
{{Reflist}} |
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Latest revision as of 22:28, 27 April 2022
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| Chemical and physical data | |
| Formula | C22H27N3O |
| Molar mass | 349.478 g·mol−1 |
| 3D model (JSmol) | |
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CUMYL-PINACA (also known as SGT-24) is an indazole-3-carboxamide based synthetic cannabinoid. CUMYL-PINACA acts as a potent agonist for the cannabinoid receptors, with approximately 3x selectivity for CB1, having an EC50 of 0.15nM for human CB1 receptors and 0.41nM for human CB2 receptors.[1] In its pure form, it is described as a sticky oil which can cause poisoning through transdermal exposure.[2]
Legal status[edit]
Sweden's public health agency suggested classifying CUMYL-PINACA as a hazardous substance, on November 10, 2014.[3]
See also[edit]
References[edit]
- ^ Bowden; et al. (11 April 2013). "Patent WO 2014167530 - Cannabinoid compounds". New Zealand Patent application 623626. Retrieved 11 July 2015.
- ^ Dobaja M, Grenc D, Kozelj G, Brvar M (March 2017). "Occupational transdermal poisoning with synthetic cannabinoid cumyl-PINACA". Clinical Toxicology. 55 (3): 193–195. doi:10.1080/15563650.2016.1278224. PMID 28084855. S2CID 21304629.
- ^ "Cannabinoider föreslås bli klassade som hälsofarlig vara". Retrieved 11 July 2015.