APP-FUBINACA |
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Legal status |
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N-(1-amino-3-phenyl-1-oxopropan-2-yl)-1-[(4-fluorophenyl)methyl]-1H-indazole-3-carboxamide
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CAS Number | |
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PubChem CID | |
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UNII | |
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CompTox Dashboard (EPA) | |
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Formula | C24H21FN4O2 |
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Molar mass | 416.456 g·mol−1 |
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3D model (JSmol) | |
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O=C(N[C@H](C(N)=O)CC1=CC=CC=C1)C2=NN(CC3=CC=C(F)C=C3)C4=C2C=CC=C4
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InChI=1S/C24H21FN4O2/c25-18-12-10-17(11-13-18)15-29-21-9-5-4-8-19(21)22(28-29)24(31)27-20(23(26)30)14-16-6-2-1-3-7-16/h1-13,20H,14-15H2,(H2,26,30)(H,27,31)/t20-/m0/s1 Key:TZXBEYFALIFOAG-FQEVSTJZSA-N
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APP-FUBINACA is an indazole-based synthetic cannabinoid that has been sold online as a designer drug.[1] Pharmacological testing showed APP-FUBINACA to have only moderate affinity for the CB1 receptor, with a Ki of 708 nM, while its EC50 was not tested.[2] It contains a phenylalanine amino acid residue in its structure.
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Legality
Sweden's public health agency suggested to classify APP-FUBINACA as hazardous substance on March 24, 2015.[4]
See also
References
- ^ "APP-FUBINACA". Cayman Chemical. Retrieved 15 July 2015.
- ^ WO 2009106982, Buchler IP, Hayes MJ, Hedge SG, Hockerman SL, Jones DL, Kortum SW, Rico JG, Tenbrink RE, Wu KK, "Indazole derivatives", published 3 September 2009, assigned to Pfizer Inc
- ^ Evelyn, Alex. "HHC (Hexahydrocannabinol)". Retrieved 19 December 2021.
- ^ "Fler ämnen föreslås bli klassade som narkotika eller hälsofarlig vara". Folkhälsomyndigheten. Retrieved 16 July 2015.
- ^ Cannaert A, Sparkes E, Pike E, Luo JL, Fang A, Kevin RC, et al. (December 2020). "in Vitro Cannabinoid Receptor 1 Activity of Recently Detected Synthetic Cannabinoids 4F-MDMB-BICA, 5F-MPP-PICA, MMB-4en-PICA, CUMYL-CBMICA, ADB-BINACA, APP-BINACA, 4F-MDMB-BINACA, MDMB-4en-PINACA, A-CHMINACA, 5F-AB-P7AICA, 5F-MDMB-P7AICA, and 5F-AP7AICA". ACS Chemical Neuroscience. 11 (24): 4434–4446. doi:10.1021/acschemneuro.0c00644. PMID 33253529. S2CID 227246346.
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Phytocannabinoids (comparison) | Cannabibutols | |
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Cannabidiols | |
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Cannabiphorols | |
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Cannabinols |
- CBN
- CBNA
- CBN-C1
- CBN-C2
- CBN-C4
- CBNM
- CBND
- CBNP
- CBVD
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Delta-8-tetrahydrocannabinols | |
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Delta-9-tetrahydrocannabinols | |
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Delta-10-Tetrahydrocannabinols | |
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Delta-11-Tetrahydrocannabinols | |
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Miscellaneous cannabinoids | |
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Active metabolites | |
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Synthetic cannabinoid receptor agonists / neocannabinoids | Classical cannabinoids (dibenzopyrans) | |
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Non-classical cannabinoids | |
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Adamantoylindoles | |
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Benzimidazoles | |
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Benzoylindoles | |
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Cyclohexylphenols | |
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Eicosanoids | |
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Indazole-3- carboxamides | |
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Indole-3-carboxamides | |
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Indole-3-carboxylates | |
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Naphthoylindazoles | |
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Naphthoylindoles | |
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Naphthoylpyrroles | |
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Naphthylmethylindenes | |
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Naphthylmethylindoles | |
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Phenylacetylindoles | |
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Pyrazolecarboxamides | |
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Tetramethylcyclo- propanoylindazoles | |
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Tetramethylcyclo- propanoylindoles | |
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Allosteric CBRTooltip Cannabinoid receptor ligands | |
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Endocannabinoid enhancers (inactivation inhibitors) | |
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Anticannabinoids (antagonists/inverse agonists/antibodies) | |
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Receptor (ligands) | CB1Tooltip Cannabinoid receptor type 1 | Agonists (abridged, full list) | |
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Inverse agonists | |
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Antagonists | |
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CB2Tooltip Cannabinoid receptor type 2 | Agonists |
- 2-AG
- 2-AGE (noladin ether)
- 3,3'-Diindolylmethane
- 4-O-Methylhonokiol
- α-Amyrin · β-Amyrin
- A-796,260
- A-834,735
- A-836,339
- AM-1172
- AM-1221
- AM-1235
- AM-1241
- AM-2232
- Anandamide
- AZ-11713908
- Cannabinol
- Caryophyllene
- CB-13
- CBS-0550
- CP 55,940
- GW-405,833 (L-768,242)
- GW-842,166X
- HU-308
- JTE 7-31
- JWH-007
- JWH-015
- JWH-018
- JWH-73
- JWH-133
- L-759,633
- L-759,656
- Lenabasum (anabasum)
- Magnolol
- MDA-19
- Nabitan
- NADA
- Olorinab (APD-371)
- PF-03550096
- S-444,823
- SER-601
- Serinolamide A
- UR-144
- Tedalinab
- THC (dronabinol)
- THCV
- Tetrahydromagnolol
- Virodhamine
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Antagonists | |
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NAGly (GPR18) | |
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GPR55 | |
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GPR119 | |
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Transporter (modulators) | eCBTsTooltip Endocannabinoid transporter | |
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Enzyme (modulators) | FAAHTooltip Fatty acid amide hydrolase | |
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MAGL | |
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ABHD6 |
- Inhibitors: JZP-169
- JZP-430
- KT182
- KT185
- KT195
- KT203
- LEI-106
- ML294
- ML295
- ML296
- UCM710
- WWL-70
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ABHD12 | |
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Others |
- Others: 2-PG (directly potentiates activity of 2-AG at CB1 receptor)
- ARN-272 (FAAH-like anandamide transporter inhibitor)
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- See also
- Receptor/signaling modulators
- Cannabinoids (cannabinoids by structure)
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