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CUMYL-FUBINACA

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
CUMYL-FUBINACA
Legal status
Legal status
Identifiers
  • 1-[(4-fluorophenyl)methyl]-N-(2-phenylpropan-2-yl)indazole-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC24H22FN3O
Molar mass387.458 g·mol−1
3D model (JSmol)
  • CC(C)(C1=CC=CC=C1)NC(=O)C2=NN(C3=CC=CC=C32)CC4=CC=C(C=C4)F
  • InChI=1S/C24H22FN3O/c1-24(2,18-8-4-3-5-9-18)26-23(29)22-20-10-6-7-11-21(20)28(27-22)16-17-12-14-19(25)15-13-17/h3-15H,16H2,1-2H3,(H,26,29)
  • Key:ABBDMPBQHOHMJZ-UHFFFAOYSA-N

CUMYL-FUBINACA (SGT-149) is anindazole-3-carboxamide basedsynthetic cannabinoid receptor agonist, with an EC50 of 1.8nM forhumanCB1 receptors and 23.7nM for humanCB2 receptors, giving it around 13x selectivity for CB1.[1][2][3][4] It has been sold online as adesigner drug.[5]

See also

[edit]

References

[edit]
  1. ^WO 2014167530, Bowden MW, Williamson PB, "Cannabinoid compounds", published 11 April 2013 
  2. ^Longworth M, Banister SD, Boyd R, Kevin RC, Connor M, McGregor IS, Kassiou M (October 2017). "Pharmacology of Cumyl-Carboxamide Synthetic Cannabinoid New Psychoactive Substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and Their Analogues".ACS Chemical Neuroscience.8 (10):2159–2167.doi:10.1021/acschemneuro.7b00267.PMID 28792725.
  3. ^Banister SD, Connor M (2018). "The Chemistry and Pharmacology of Synthetic Cannabinoid Receptor Agonist New Psychoactive Substances: Evolution".New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. pp. 191–226.doi:10.1007/164_2018_144.ISBN 978-3-030-10560-0.PMID 30105473.
  4. ^Krishna Kumar K, Shalev-Benami M, Robertson MJ, Hu H, Banister SD, Hollingsworth SA, et al. (January 2019)."Structure of a Signaling Cannabinoid Receptor 1-G Protein Complex".Cell.176 (3): 448–458.e12.doi:10.1016/j.cell.2018.11.040.PMC 6461403.PMID 30639101.
  5. ^Thornton SL, Darracq MA, Gugelmann HM, Armenian P (2019)."Surface internet marketplace presence and availability of NPS sold as research chemicals: a snapshot study".Toxicology Communications.3 (1):67–74.doi:10.1080/24734306.2019.1648067.S2CID 202372196.
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
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CB1Tooltip Cannabinoid receptor type 1
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  • Others:2-PG(directly potentiates activity of 2-AG at CB1 receptor)
  • ARN-272(FAAH-like anandamide transporter inhibitor)
See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)
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