Cannabinoids

Structural Requirements for Cannabinoid Receptor Probes 217 Fig. 7.Non-classical cannabinoid receptor ligands 55,940 ( 25 ) a cr ...

218 G.A. Thakur et al. Fig. 8.Hybrid classical/non-classical (CC/NCC) cannabinoids This new class of analogs (CC/NCC hybrids) ha ...

Structural Requirements for Cannabinoid Receptor Probes 219 cannabinoid receptors (D’Ambra et al. 1992; Eissenstat et al. 1995). ...

220 G.A. Thakur et al. Fig. 9.C-3 modified cannabinergic aminoalkylindoles and CB 2 receptors and that aromatic stacking of the ...

Structural Requirements for Cannabinoid Receptor Probes 221 Fig. 10.Chemical structures of some aminoalkylindole-derived analogs ...

222 G.A. Thakur et al. Replacement of the aminoalkyl substituent by an alkyl chain results inN-alkyl indoles (non-AAIs) (e.g., 4 ...

Structural Requirements for Cannabinoid Receptor Probes 223 2.5 Diarylpyrazoles The most widely studied compound of the diarylpy ...

224 G.A. Thakur et al. established cannabinoid receptor agonists like WIN-55,212-2 or CP-55,940. How- ever, recent evidence indi ...

Structural Requirements for Cannabinoid Receptor Probes 225 Fig. 12.3,4-Disubstituted pyrazolines C-5 SubstituentsThe 4-chloro g ...

226 G.A. Thakur et al. 2.6 Endocannabinoids In 1992 an arachidonic acid ethanolamide derivative ( 52 ,AEA,Fig.13)isolated from p ...

Structural Requirements for Cannabinoid Receptor Probes 227 mice, effects typically produced by cannabinoid agonists. Synthetic ...

228 G.A. Thakur et al. Fig. 15.High-affinity head group analogs of anandamide Fig. 15).N-Allyl ( 56 ,Fig.15)andN-propargyl analo ...

Structural Requirements for Cannabinoid Receptor Probes 229 (Beltramo et al. 1997). Arachidonamide and arachidonic acid esters ( ...

230 G.A. Thakur et al. groups, which may destabilize their interactions with the receptor. Introduction of a methyl group orgem- ...

Structural Requirements for Cannabinoid Receptor Probes 231 in an increase in receptor affinity and potency. To test the hypothe ...

232 G.A. Thakur et al. to the CB 1 receptor with much reduced affinity compared to SR141716A, they exhibit similar antagonist ef ...

Structural Requirements for Cannabinoid Receptor Probes 233 Fig. 19.Covalent probes for cannabinoid receptors of the various cla ...

234 G.A. Thakur et al. Table 1.Stereoselectivity ratios of cannabinergic ligandsa HU-210 Ki(nM) AM4030 Ki(nM) CB 1 CB 2 CB 1 CB ...

Structural Requirements for Cannabinoid Receptor Probes 235 be seen depending on the target protein or for the corresponding pro ...

236 G.A. Thakur et al. WIN-55,212-2, the (+)-enantiomer binds with high affinity to CB 1 (1.9 nM) and CB 2 (0.3 nM) whereas its ...