Cannabinoids structures march 31 2013

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About Synthetic Cannabinoids Synthetic cannabinoids are functionally similar to Δ9-tetrahydrocannabinol (THC), the active principle of cannabis. Like THC, they bind to the same cannabinoid receptors in the brain and other organs as the endogenous ligand anandamide. In late 2008, several cannabinoids were detected in herbal smoking mixtures or incense. They do not contain tobacco or cannabis but when smoked, produce effects similar to those of cannabis (EMCDDA, 2013 ). The synthetic cannabinoids fall into seven major structural groups: Naphthoylindoles (e.g. JWH-018, JWH-073 and JWH-398). Naphthylmethylindoles. Naphthoylpyrroles. Naphthylmethylindenes. Phenylacetylindoles (i.e. benzoylindoles, e.g. JWH-250). Cyclohexylphenols (e.g. CP 47,497 and homologues of CP 47,497). Classical cannabinoids (e.g. HU-210).

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Transcript of Cannabinoids structures march 31 2013

Page 1: Cannabinoids structures march 31 2013

About Synthetic CannabinoidsSynthetic cannabinoids are functionally similar to Δ9-tetrahydrocannabinol (THC), the active principle of cannabis. Like THC, they bind to the same cannabinoid receptors in the brain and other organs as the endogenous ligand anandamide. In late 2008, several cannabinoids were detected in herbal smoking mixtures or incense. They do not contain tobacco or cannabis but when smoked, produce effects similar to those of cannabis (EMCDDA, 2013).

The synthetic cannabinoids fall into seven major structural groups:

Naphthoylindoles (e.g. JWH-018, JWH-073 and JWH-398).Naphthylmethylindoles.Naphthoylpyrroles.Naphthylmethylindenes.Phenylacetylindoles (i.e. benzoylindoles, e.g. JWH-250).Cyclohexylphenols (e.g. CP 47,497 and homologues of CP 47,497).Classical cannabinoids (e.g. HU-210).

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K2

Genie Yucatan Fire

Skunk

Sence

SmokeChillXHighdi’s Almdröhner

Earth Impact

Gorillaz

Galaxy Gold Space Truckin

Solar FlareMoon Rocks

Aroma

Blue Lotus

Scope

Sky

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JWH-167 (Phenyl)JWH-203 (Phenyl)

JWH-250 (Phenyl) JWH-251 (Phenyl)JWH-320 (Phenyl)RCS-8 (Phenyl)

Naphthoylindoles

JWH-007 (Naph)JWH-015 (Naph)JWH-018 (Naph)JWH-019 (Naph)JWH-081 (Naph)JWH-098 (Naph)JWH-116 (Naph)MAM-2201AM-2201 (Naph)AM-1220AM-1235AM-2232

AM-1248 (Adam)AB-001 (Adam)

CP 47, 497 (non-classical) CP 55,244 (non-classical)CP 55,940 (non-classical)HU-308 (non-classical)

AM-2233 (benz)RCS-4 (Benz)AM-694 (benz)AM-630 (benzoil)

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Naphthoylindoles

AM-1220 AM-1221 AM-1235

AM-2201AM-2232 JWH-007

ResearchAgonist for CB1

Ki = 3.88 nM CB1

Ki = 73.4 nM CB2

ResearchAgonist for CB2

Ki = 52.4 nM CB1

Ki = 0.28 nM CB2

ResearchAgonist for CB1

Ki = 1.50 nM CB1

Ki = 20.4 nM CB2

ResearchAgonist Ki = 1.0 nM CB1

Ki = 2.6 nM CB2

ResearchAgonist Ki = 0.28 nM CB1

Ki = 1.48 nM CB2

‘Herbal Synthetic’Agonist Ki = 9.0 nM CB1

Ki = 2.9 nM CB2

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JWH-015 JWH-018 JWH-019

JWH-073 JWH-081 JWH-098

ResearchAgonist for CB2

Ki = 388 nM CB1

Ki = 13.9 nM CB2

Synthetic (herbal incense) Full Agonist Ki = 9.00 nM CB1

Ki = 2.94 nM CB2

Synthetic (herbal incense) Full Agonist Ki = 9.80 nM CB1

Ki = 5.60 nM CB2

Synthetic analgesic Full Agonist Ki = 8.9 nM CB1

Ki = 38 nM CB2

Synthetic analgesic Full Agonist Ki = 1.20 nM CB1

Ki = 12.4 nM CB2

Research Full Agonist Ki = 4.50 nM CB1

Ki = 1.88 nM CB2

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CP 47,497 (cannabicyclohexanol) CP 55,940 HU-308

Agonist Ki = 2.2 nM CB1

AnalgesicMotor depresantAnticonvulsants

ResearchAgonist Ki = 0.58 nM CB1

Ki = 0.69 nM CB2

ResearchAgonist Ki = 10 uM CB1

Ki = 20 nM CB2

AgonistPotent analgesicFound in Spice Gold

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Phenylacetylindoles

JWH-167 JWH-203 JWH-250

JWH 251

JWH-320

RCS-8

ResearchAgonist Ki = 90 nM CB1

Ki = 159 nM CB2

ResearchAgonist Ki = 8.0 nM CB1

Ki = 7.0 nM CB2

ResearchAgonist Ki = 11.0 nM CB1

Ki = 33.0 nM CB2

Synthetic Herbal

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Adamantoylindoles

AB-001 AM-1248

Synthetic Herbal Synthetic Herbal