From Wikipedia, the free encyclopedia
Pharmaceutical compound
CUMYL-FUBINACA Legal status
DE NpSG (Industrial and scientific use only)UK :Class B
1-[(4-fluorophenyl)methyl]-N-(2-phenylpropan-2-yl)indazole-3-carboxamide
PubChem CID CompTox Dashboard (EPA ) Formula C 24 H 22 F N 3 O Molar mass −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] designer drug .[ 5]
See also
References
^ Bowden; et al. (11 April 2013). "Patent WO 2014167530 - Cannabinoid compounds" . New Zealand Patent application 623626 . ^ 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 . ^ Banister SD, Connor M. "The Chemistry and Pharmacology of Synthetic Cannabinoid Receptor Agonist New Psychoactive Substances: Evolution". Handbook of Experimental Pharmacology . 252 : 191–226. doi :10.1007/164_2018_144 . PMID 30105473 . ^ 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 PMID 30639101 . ^ Thornton SL, Darracq MA, Gugelmann HM Armenian P. Surface internet marketplace presence and availability of NPS sold as research chemicals: a snapshot study. Toxicology Communications 2019; 3(1): 67-74. doi :10.1080/24734306.2019.1648067
Phytocannabinoids comparison )
Cannabibutols Cannabichromenes Cannabicyclols Cannabidiols Cannabielsoins Cannabigerols Cannabiphorols Cannabinols Cannabitriols Cannabivarins Delta-8-tetrahydrocannabinols Delta-9-tetrahydrocannabinols Delta-10-Tetrahydrocannabinols Miscellaneous cannabinoids Active metabolites
Endocannabinoids Synthetic
Classical cannabinoids Non-classical Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Indazole-3- Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo- Tetramethylcyclo- Others
Allosteric CBR Tooltip Cannabinoid receptor ligands Endocannabinoid (inactivation inhibitors) Anticannabinoids (antagonists/inverse
Receptor (ligands )
CB1 Tooltip Cannabinoid receptor type 1
Agonists(abridged,full list ) Inverse agonists Antagonists
CB2 Tooltip Cannabinoid receptor type 2
Agonists
2-AG 2-AGE (noladin ether) 3,3'-Diindolylmethane 4-O-Methylhonokiol α-Amyrin · β-Amyrin A-796,260 A-834,735 A-836,339 AM-1172 AM-1221 AM-1235 AM-1241 AM-2232 Anandamide AZ-11713908 Cannabinol Caryophyllene CB-13 CBS-0550 CP 55,940 GW-405,833 (L-768,242) GW-842,166X HU-308 JTE 7-31 JWH-007 JWH-015 JWH-018 JWH-73 JWH-133 L-759,633 L-759,656 Lenabasum (anabasum) Magnolol MDA-19 Nabitan NADA Olorinab (APD-371) PF-03550096 S-444,823 SER-601 Serinolamide A UR-144 Tedalinab THC (dronabinol) THCV Tetrahydromagnolol Virodhamine Antagonists
NAGly GPR18 )
GPR55
GPR119
Transporter (modulators )
eCBTs Tooltip Endocannabinoid transporter
Enzyme (modulators )
Others
Others: 2-PG (directly potentiates activity of 2-AG at CB1 receptor) ARN-272 (FAAH-like anandamide transporter inhibitor)
