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MK-9470
Names
Preferred IUPAC name
N -[(2S ,3S )-3-(3-Cyanophenyl)-4-(4-ethoxyphenyl)butan-2-yl]-2-methyl-2-[(5-methylpyridin-2-yl)oxy]propanamide
Identifiers
ChemSpider
UNII
InChI=1S/C29H33N3O3/c1-6-34-25-13-11-22(12-14-25)17-26(24-9-7-8-23(16-24)18-30)21(3)32-28(33)29(4,5)35-27-15-10-20(2)19-31-27/h7-16,19,21,26H,6,17H2,1-5H3,(H,32,33)/t21-,26+/m0/s1
N Key: JWBGLSNXGRDLKH-HFZDXXHNSA-N
N InChI=1/C29H33N3O3/c1-6-34-25-13-11-22(12-14-25)17-26(24-9-7-8-23(16-24)18-30)21(3)32-28(33)29(4,5)35-27-15-10-20(2)19-31-27/h7-16,19,21,26H,6,17H2,1-5H3,(H,32,33)/t21-,26+/m0/s1
Key: JWBGLSNXGRDLKH-HFZDXXHNBD
CCOc1ccc(C[C@H]([C@H](C)NC(=O)C(C)(C)Oc2ccc(C)cn2)c3cccc(c3)C#N)cc1
Properties
C29 H33 N3 O3
Molar mass
471.59 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
MK-9470 is a synthetic compound, which binds to the CB1 cannabinoid receptor and functions as an inverse agonist .[1]
^ Burns, HD; Van Laere, K; Sanabria-Bohórquez, S; Hamill, TG; Bormans, G; Eng, WS; Gibson, R; Ryan, C; Connolly, B; Patel, S; Krause, S; Vanko, A; Van Hecken, A; Dupont, P; De Lepeleire, I; Rothenberg, P; Stoch, SA; Cote, J; Hagmann, WK; Jewell, JP; Lin, LS; Liu, P; Goulet, MT; Gottesdiener, K; Wagner, JA; de Hoon, J; Mortelmans, L; Fong, TM; Hargreaves, RJ (5 June 2007). "[18 F] MK-9470, a Positron Emission Tomography (PET) Tracer for in vivo Human PET Brain Imaging of the Cannabinoid-1 Receptor" . Proceedings of the National Academy of Sciences of the United States of America . 104 (23): 9800–5. Bibcode :2007PNAS..104.9800B . doi :10.1073/pnas.0703472104 . PMC 1877985 . PMID 17535893 .
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 cannabinoid receptor agonists / neocannabinoids
Classical cannabinoids (dibenzopyrans) Non-classical cannabinoids Adamantoylindoles Benzimidazoles Benzoylindoles Cyclohexylphenols Eicosanoids Indazole-3- carboxamides Indole-3-carboxamides Indole-3-carboxylates Naphthoylindazoles Naphthoylindoles Naphthoylpyrroles Naphthylmethylindenes Naphthylmethylindoles Phenylacetylindoles Pyrazolecarboxamides Tetramethylcyclo- propanoylindazoles Tetramethylcyclo- propanoylindoles Others
Allosteric CBR Tooltip Cannabinoid receptor ligands Endocannabinoid enhancers (inactivation inhibitors) Anticannabinoids (antagonists/inverse agonists/antibodies)