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CUMYL-PICA

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Chemical compound

Pharmaceutical compound
CUMYL-PICA
Legal status
Legal status
Identifiers
  • 1-pentyl-N-(2-phenylpropan-2-yl)-1H-indole-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
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Chemical and physical data
FormulaC23H28N2O
Molar mass348.490 g·mol−1
3D model (JSmol)
  • O=C(NC(C)(C)C1=CC=CC=C1)C2=CN(CCCCC)C3=C2C=CC=C3
  • InChI=1S/C23H28N2O/c1-4-5-11-16-25-17-20(19-14-9-10-15-21(19)25)22(26)24-23(2,3)18-12-7-6-8-13-18/h6-10,12-15,17H,4-5,11,16H2,1-3H3,(H,24,26)
  • Key:RCXFMWJQOYCIQU-UHFFFAOYSA-N

CUMYL-PICA (SGT-56) is anindole-3-carboxamide basedsynthetic cannabinoid. It is the α,α-dimethylbenzyl analogue ofSDB-006.[1] It was briefly sold in New Zealand during 2013 as an ingredient of at the time legalsynthetic cannabis products, but the product containing CUMYL-BICA and CUMYL-PICA was denied an interim licensing approval under thePsychoactive Substances regulatory scheme, due to reports of adverse events in consumers.[2] CUMYL-PICA acts as anagonist for thecannabinoid receptors, withKi values of 59.21 nM atCB1 and 136.38 nM atCB2 andEC50 values of 11.98 nM at CB1 and 16.2 nM at CB2.[3][4]


See also

[edit]

References

[edit]
  1. ^Ametovski A, Macdonald C, Manning JJ, Haneef SA, Santiago M, Martin L, et al. (November 2020). "Exploring Stereochemical and Conformational Requirements at Cannabinoid Receptors for Synthetic Cannabinoids Related to SDB-006, 5F-SDB-006, CUMYL-PICA, and 5F-CUMYL-PICA".ACS Chemical Neuroscience.11 (21):3672–3682.doi:10.1021/acschemneuro.0c00591.PMID 33054155.S2CID 222821806.
  2. ^"The Risk Assessment Score Table. New Zealand Ministry of Health, 27 September 2013"(PDF). Archived fromthe original(PDF) on 2014-01-08. Retrieved2015-07-09.
  3. ^Gamage TF, Farquhar CE, Lefever TW, Marusich JA, Kevin RC, McGregor IS, et al. (May 2018)."Molecular and Behavioral Pharmacological Characterization of Abused Synthetic Cannabinoids MMB- and MDMB-FUBINACA, MN-18, NNEI, CUMYL-PICA, and 5-Fluoro-CUMYL-PICA".The Journal of Pharmacology and Experimental Therapeutics.365 (2):437–446.doi:10.1124/jpet.117.246983.PMC 5932312.PMID 29549157.
  4. ^WO 2014167530, Bowden MJ, Bernard WJ, "Cannabinoid compounds", published 11 April 2013 
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