Adamantyl-THPINACA
- CA: Schedule II
- DE: NpSG (Industrial and scientific use only)
- UK: Class B
- N-(2-Adamantyl)-1-(tetrahydropyran-4-ylmethyl)indazole-3-carboxamide
- 2365471-86-7 Y
1400742-48-4 (1-adamantyl isomer)
- 123132009
- 58858889
- 7I4LAF1R3Y
- DTXSID101009995
- Interactive image
- C12C(C3CC(CC(C1)C3)C2)NC(=O)C2=NN(C3=CC=CC=C23)CC2CCOCC2
- InChI=1/C24H31N3O2/c28-24(25-22-18-10-16-9-17(12-18)13-19(22)11-16)23-20-3-1-2-4-21(20)27(26-23)14-15-5-7-29-8-6-15/h1-4,15-19,22H,5-14H2,(H,25,28)/f/h25H
- Key:XFZLBNDGZVRJNJ-UHFFFAOYSA-N
Adamantyl-THPINACA (ATHPINACA, AD-THPINACA)[1] is an indazole-based synthetic cannabinoid,[2] which was first reported to Europol in Slovenia in January 2015.[3] It is known as both the 1-adamantyl and 2-adamantyl isomers (SGT-40 and SGT-194 respectively), which can be distinguished by GC-EI-MS.[4] It is banned in Sweden[5] and Russia.[6] Both the 1-adamantyl and 2-adamantyl isomers are specifically listed as illegal drugs in Japan.[7] Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of Adamantyl-THPINACA may also release amantadine.
See also
References
- ^ "ATHPINACA isomer 1 (CAS 1400742-48-4)". Caymen Chemical. Retrieved 29 April 2017.
- ^ "Muuntohuumeiden esiintyvyys 2015" (PDF). Finnish Medicines Agency. 7 May 2015. Retrieved 10 March 2021.
- ^ Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA
- ^ Asada A, Doi T, Tagami T, Takeda A, Sawabe Y (March 2017). "Isomeric discrimination of synthetic cannabinoids by GC-EI-MS: 1-adamantyl and 2-adamantyl isomers of N-adamantyl carboxamides". Drug Testing and Analysis. 9 (3): 378–388. doi:10.1002/dta.2124. PMID 27770510.
- ^ "Fler ämnen föreslås bli klassade som narkotika eller hälsofarlig vara". Folkhälsomyndigheten. Retrieved 24 July 2015.
- ^ List of substances prohibited in the Russian Federation
- ^ 指定薬物一覧
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(comparison)
Cannabibutols |
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Cannabichromenes | |
Cannabicyclols |
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Cannabidiols | |
Cannabielsoins |
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Cannabigerols | |
Cannabiphorols |
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Cannabinols | |
Cannabitriols |
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Cannabivarins |
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Delta-8-tetrahydrocannabinols |
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Delta-9-tetrahydrocannabinols | |
Delta-10-Tetrahydrocannabinols | |
Miscellaneous cannabinoids |
|
Active metabolites |
- Arachidonoyl ethanolamide (AEA; anandamide)
- 2-Arachidonoylglycerol (2-AG)
- 2-Arachidonyl glyceryl ether (2-AGE; noladin ether)
- 2-Oleoylglycerol (2-OG)
- N-Arachidonoyl dopamine (NADA)
- N-Arachidonylglycine (NAGly)
- 2-Arachidonoyl lysophosphatidylinositol (2-ALPI)
- N-Arachidonoyl serotonin (AA-5-HT)
- Docosatetraenoylethanolamide (DEA)
- Lysophosphatidylinositol (LPI)
- Oleamide
- Oleoylethanolamide (OEA)
- Palmitoylethanolamide (PEA)
- RVD-Hpα
- Stearoylethanolamide (SEA)
- O-Arachidonoyl ethanolamine (O-AEA; virodhamine)
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids (dibenzopyrans) |
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Non-classical cannabinoids |
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Adamantoylindoles |
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Benzimidazoles | |
Benzoylindoles |
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Cyclohexylphenols | |
Eicosanoids |
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Hydrocarbons | |
Indazole carboxamides | |
Indazole-3- carboxamides |
|
Indole-3-carboxamides |
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Indole-3-carboxylates | |
Naphthoylindazoles | |
Naphthoylindoles |
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Naphthoylpyrroles | |
Naphthylmethylindenes | |
Naphthylmethylindoles | |
Phenylacetylindoles | |
Pyrazolecarboxamides |
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Pyrrolobenzoxazines | |
Quinolinyl esters | |
Tetramethylcyclo- propanoylindazoles | |
Tetramethylcyclo- propanoylindoles | |
Tetramethylcyclo- propylindoles | |
Others |
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enhancers
(inactivation inhibitors)
- 4-Nonylphenylboronic acid
- AM-404
- Arachidonoyl serotonin
- Arvanil
- BIA 10-2474
- Biochanin A
- CAY-10401
- CAY-10429
- Genistein
- Guineesine
- IDFP
- JNJ 1661010
- JNJ-42165279
- JZL184
- JZL195
- Kaempferol
- LY-2183240
- MK-4409
- O-1624
- O-2093
- Oleoylethanolamide (OEA)
- Olvanil
- Palmitoylethanolamide (PEA)
- PF-04457845
- PF-622
- PF-750
- PF-3845
- PHOP
- URB-447
- URB-597
- URB-602
- URB-754
- VDM-11
(antagonists/inverse
agonists/antibodies)
- AM-251
- AM-281
- AM-630
- AM-1387
- AM-4113
- AM-6527
- AM-6545
- BML-190
- Brizantin (Бризантин)
- CAY-10508
- CB-25
- CB-52
- CB-86
- Dietressa (Диетресса)
- Drinabant (AVE1625)
- Hemopressin
- Ibipinabant (SLV319)
- JTE-907
- LH-21
- LY-320,135
- MDA-77
- MJ-15
- MK-9470
- NESS-0327
- NIDA-41020
- O-606
- O-1184
- O-1248
- O-1918
- O-2050
- O-2654
- Otenabant (CP-945,598)
- PF-514273
- PipISB
- PSB-SB-487
- Rimonabant (SR141716)
- Rosonabant (E-6776)
- SR-144,528
- Surinabant (SR147778)
- Taranabant (MK-0364)
- TM-38837
- VCHSR
- See also: Cannabinoid receptor modulators (cannabinoids by pharmacology)
- List of: AM cannabinoids
- JWH cannabinoids
- Designer drugs § Synthetic cannabimimetics
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