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CUMYL-FUBINACA

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Chemical compound
Pharmaceutical compound
CUMYL-FUBINACA
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
Identifiers
  • 1-[(4-fluorophenyl)methyl]-N-(2-phenylpropan-2-yl)indazole-3-carboxamide
CAS Number
PubChem CID
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C24H22FN3O
Molar mass 387.458 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 an indazole-3-carboxamide based synthetic cannabinoid receptor agonist, with an EC50 of 1.8nM for human CB1 receptors and 23.7nM for human CB2 receptors, giving it around 13x selectivity for CB1.[1] [2] [3] [4] It has been sold online as a designer 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年11月04日0 . 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
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
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Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Miscellaneous cannabinoids
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Endocannabinoids
Synthetic
cannabinoid
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Classical cannabinoids
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Non-classical
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Adamantoylindoles
Benzimidazoles
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Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
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Naphthylmethylindenes
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Tetramethylcyclo-
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Others
Allosteric CBR Tooltip Cannabinoid receptor ligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
Receptor
(ligands)
CB1 Tooltip Cannabinoid receptor type 1
Agonists
(abridged,
full list)
Inverse agonists
Antagonists
CB2 Tooltip Cannabinoid receptor type 2
Agonists
Antagonists
NAGly
(GPR18)
Agonists
Antagonists
GPR55
Agonists
Antagonists
GPR119
Agonists
Transporter
(modulators)
eCBTs Tooltip Endocannabinoid transporter
Enzyme
(modulators)
FAAH Tooltip Fatty acid amide hydrolase
MAGL
ABHD6
ABHD12
Others
  • 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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