AMG-3 (part of the
AM cannabinoid series) is an
analgesic drug which is a
cannabinoidagonist. It is a derivative of Δ8-
THC substituted with a
dithiolane group on the 3-position side chain.[1] AMG-3 is a potent agonist at both
CB1 and
CB2receptors with a
Ki of 0.32 nM at CB1 and 0.52 nM at CB2,[2][3] and its particularly high binding affinity has led to it being used as a template for further structural development of novel cannabinoid drugs.[4] It has
sedative and analgesic effects, with analgesia lasting for up to 36 hours after administration.[5]
^Mavromoustakos T, Theodoropoulou E, Zervou M, Kourouli T, Papahatjis D (January 1999). "Structure elucidation and conformational properties of synthetic cannabinoids (-)-2-(6a,7,10,10a-tetrahydro-6,6,9-trimethyl-1-hydroxy-6H-dibe nzo [b,d]pyranyl)-2-hexyl-1,3-dithiolane and its methylated analog". Journal of Pharmaceutical and Biomedical Analysis. 18 (6): 947–56.
doi:
10.1016/s0731-7085(98)00100-9.
PMID9925329.
^Papahatjis DP, Kourouli T, Abadji V, Goutopoulos A, Makriyannis A (March 1998). "Pharmacophoric requirements for cannabinoid side chains: multiple bond and C1'-substituted delta 8-tetrahydrocannabinols". Journal of Medicinal Chemistry. 41 (7): 1195–200.
doi:
10.1021/jm970277i.
PMID9544219.
^Papahatjis DP, Nikas SP, Kourouli T, Chari R, Xu W, Pertwee RG, Makriyannis A (July 2003). "Pharmacophoric requirements for the cannabinoid side chain. Probing the cannabinoid receptor subsite at C1'". Journal of Medicinal Chemistry. 46 (15): 3221–9.
doi:
10.1021/jm020558c.
PMID12852753.
^Durdagi S, Papadopoulos MG, Papahatjis DP, Mavromoustakos T (December 2007). "Combined 3D QSAR and molecular docking studies to reveal novel cannabinoid ligands with optimum binding activity". Bioorganic & Medicinal Chemistry Letters. 17 (24): 6754–63.
doi:
10.1016/j.bmcl.2007.10.044.
PMID17980589.
S2CID43377945.
^Antoniou K, Galanopoulos A, Vlachou S, Kourouli T, Nahmias V, Thermos K, et al. (September 2005). "Behavioral pharmacological properties of a novel cannabinoid 1',1'-dithiolane delta8-THC analog, AMG-3". Behavioural Pharmacology. 16 (5–6): 499–510.
doi:
10.1097/00008877-200509000-00024.
PMID16148456.
S2CID28054336.