- THC-O-acetate
-
THC-O-acetate Systematic (IUPAC) name O-acetyl-Δ9-tetrahydrocannabinol Clinical data Pregnancy cat. ? Legal status Class A (UK) Identifiers CAS number 23132-17-4 ATC code ? PubChem CID 198013 ChemSpider 171383 Chemical data Formula C23H32O3 Mol. mass 356.498 g/mol SMILES eMolecules & PubChem (what is this?) (verify)
THC acetate ester is a derivative of THC which has been found by the DEA as an apparent controlled substance analogue of THC. It was apparently made by extracting and purifying THC from cannabis plant material using a soxhlet extractor, followed by reaction with acetic anhydride in an analogous manner to how heroin is made from morphine.[1] A similar case was reported in June 1995 in the UK and THC-O-acetate was ruled to be a Class A drug.[2] THC acetate was also reported to have been found by New Zealand police in 1995, again made by acetylation of purified cannabis extracts with acetic anhydride.[3] The acetylation of THC does not change the properties of the compound to the same extent as with other acetate esters (e.g. morphine vs heroin), as the parent compound is already highly lipophilic, but potency is nonetheless increased to some extent.[citation needed] This derivative of THC is interesting as one of the few analogues of THC to have been encountered as a recreational drug sold and used in a highly pure smokable form.
THC acetate ester was also investigated as a possible non-lethal incapacitating agent, as part of the Edgewood Arsenal experiments.[4]
References
- ^ Donald A. Cooper. Future Synthetic Drugs of Abuse. Drug Enforcement Administration, McLean, Virginia
- ^ David T. Brown. Cannabis: The Genus Cannabis. p82 ISBN 9057022915
- ^ Valentine MD. Δ9-THC acetate from acetylation of cannabis oil. Science and Justice 1995; 36(3):195–197.
- ^ Possible Long-Term Health Effects of Short-Term Exposure To Chemical Agents, Volume 2: Cholinesterase Reactivators, Psychochemicals and Irritants and Vesicants (1984) Commission on Life Sciences. The National Academies Press. pp79-99.
Cannabinoids Plant cannabinoids Cannabinoid metabolites 8,11-DiOH-THC · 11-COOH-THC · 11-OH-THC
Endogenous cannabinoids Arachidonoyl ethanolamide (Anandamide or AEA) · 2-Arachidonoylglycerol (2-AG) · 2-Arachidonyl glyceryl ether (noladin ether) · Virodhamine · Palmitoylethanolamide (PEA) · N-Arachidonoyl dopamine (NADA) · Oleamide · RVD-Hpα
Synthetic cannabinoid
receptor agonistsClassical cannabinoids
(Dibenzopyrans)A-40174 · A-41988 · A-42574 · Ajulemic acid · AM-087 · AM-411 · AM-855 · AM-905 · AM-906 · AM-919 · AM-926 · AM-938 · AM-4030 · AMG-1 · AMG-3 · AMG-36 · AMG-41 · Dexanabinol (HU-211) · DMHP · Dronabinol · HHC · HU-210 · JWH-051 · JWH-133 · JWH-139 · JWH-161 · JWH-229 · JWH-359 · KM-233 · L-759,633 · L-759,656 · Levonantradol (CP 50,5561) · Nabazenil · Nabidrox (Canbisol) · Nabilone · Nabitan · Naboctate · O-581 · O-774 · O-806 · O-823 · O-1057 · O-1125 · O-1238 · O-2365 · O-2372 · O-2373 · O-2383 · O-2426 · O-2484 · O-2545 · O-2694 · O-2715 · O-2716 · O-3223 · O-3226 · Parahexyl · Perrottetinene · Pirnabine · THC-O-acetate · THC-O-phosphate
Nonclassical cannabinoidsBenzoylindoles1-Butyl-3-(2-methoxybenzoyl)indole · 1-Butyl-3-(4-methoxybenzoyl)indole · 1-Pentyl-3-(2-methoxybenzoyl)indole · AM-630 · AM-679 · AM-694 · AM-1241 · AM-2233 · GW-405,833 (L-768,242) · Pravadoline · RCS-4 · WIN 54,461
NaphthoylindolesNaphthylmethylindolesJWH-175 · JWH-184 · JWH-185 · JWH-192 · JWH-194 · JWH-195 · JWH-196 · JWH-197 · JWH-199
PhenylacetylindolesCannabipiperidiethanone · JWH-167 · JWH-203 · JWH-249 · JWH-250 · JWH-251 · JWH-302 · RCS-8
NaphthoylpyrrolesEicosanoidsAM-883 · Arachidonyl-2'-chloroethylamide (ACEA) · Arachidonylcyclopropylamide (ACPA) · Methanandamide (AM-356) · O-585 · O-689 · O-1812 · O-1860 · O-1861
Others(1-Pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone · N-(S)-Fenchyl-1-(2-morpholinoethyl)-7-methoxyindole-3-carboxamide · A-796,260 · A-834,735 · A-836,339 · Abnormal cannabidiol · AB-001 · AM-1248 · AZ-11713908 · BAY 38-7271 · BAY 59-3074 · CB-13 · CB-86 · GW-842,166X · JWH-171 · JWH-176 · JTE 7-31 · Leelamine · MDA-19 · O-1918 · O-2220 · Org 28312 · Org 28611 · SER-601 · VSN-16 · WIN 56,098
Allosteric modulators of
cannabinoid receptorsOrg 27569 · Org 27759 · Org 29647
Endocannabinoid
activity enhancersAM-404 · CAY-10401 · CAY-10429 · JZL184 · JZL195 · Arachidonoyl serotonin · O-1624 · PF-04457845 · PF-622 · PF-750 · PF-3845 · PHOP · URB-447 · URB-597 · URB-602 · URB-754 · Genistein · Arvanil · Olvanil · Kaempferol · Biochanin A
Cannabinoid receptor
antagonists and
inverse agonistsAM-251 · AM-281 · AM-630 · BML-190 · CAY-10508 · CB-25 · CB-52 · CB-86 · Drinabant · Hemopressin · Ibipinabant (SLV319) · JTE-907 · LY-320,135 · Taranabant (MK-0364) · MK-9470 · NESS-0327 · O-1184 · O-1248 · O-2050 · O-2654 · Otenabant · Rimonabant (SR141716) · SR144528 · Surinabant (SR147778) · TM-38837 · VCHSR
This cannabinoid related article is a stub. You can help Wikipedia by expanding it.