- JWH-018
- AM-678
- NA-PIMO
Fabregat-Safont, D; Carbón, X; Ventura, M; Fornís, I; Guillamón, E; Sancho, JV; Hernández, F; Ibáñez, M. Updating the list of known opioids through identification and characterization of the new opioid derivative 3,4-dichloro-N-(2-(diethylamino)cyclohexyl)-N-methylbenzamide (U-49900) Sci. Rep., 24 Jul 2017, 7 (1), 6338. 3.1 MB. https://doi.org/10.1038/s41598-017-06778-9 GC,LC,MS,NMR,other
Longworth, M; Banister, SD; Boyd, R; Kevin, RC; Connor, M; McGregor, IS; Kassiou, M. The pharmacology of cumyl-carboxamide synthetic cannabinoid new psychoactive substances (NPS) CUMYL-BICA, CUMYL-PICA, CUMYL-5F-PICA, CUMYL-5F-PINACA, and their analogues ACS Chem. Neurosci., 9 Aug 2017, 8 (10), 2159-2167. 1.7 MB. https://doi.org/10.1021/acschemneuro.7b00267 #1
Longworth, M; Banister, SD; Mack, JBC; Glass, M; Connor, M; Kassiou, M. The 2-alkyl-2H-indazole regioisomers of synthetic cannabinoids AB-CHMINACA, AB-FUBINACA, AB-PINACA, and 5F-AB-PINACA are possible manufacturing impurities with cannabimimetic activities Forensic Toxicol., 1 Jul 2016, 34 (2), 286–303. 1.3 MB. https://doi.org/10.1007/s11419-016-0316-y #2 MS,NMR,IR,TLC
EMCDDA. New drugs in Europe, 2011, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 Apr 2012. 401 kB.
Smolianitski-Fabian, E; Cohen, E; Dronova, M; Voloshenko-Rossin, A; Lev, O. Discrimination between closely related synthetic cannabinoids by GC-Cold-EI-MS Drug Test. Anal., 1 Mar 2018, 10 (3), 474-487. 1.3 MB. https://doi.org/10.1002/dta.2247 #JWH-018 MS
Gwak, S; Arroyo-Mora, LE; Almirall, JR. Qualitative analysis of seized synthetic cannabinoids and synthetic cathinones by gas chromatography triple quadrupole tandem mass spectrometry Drug Test. Anal., 1 Feb 2015, 7 (2), 121-130. 1.1 MB. https://doi.org/10.1002/dta.1667 #22 GC,MS
Ernst, L; Krüger, K; Lindigkeit, R; Schiebel, H; Beuerle, T. Synthetic cannabinoids in “spice-like” herbal blends: First appearance of JWH-307 and recurrence of JWH-018 on the German market Forensic Sci. Int., 1 Jan 2012, 222 (1-3), 216-222. 530 kB. https://doi.org/10.1016/j.forsciint.2012.05.027 LC,MS,NMR,IR
Jankovics, P; Váradi, A; Tölgyesi, L; Lohner, S; Németh-Palotás, J; Balla, J. Detection and identification of the new potential synthetic cannabinoids 1-pentyl-3-(2-iodobenzoyl)indole and 1-pentyl-3-(1-adamantoyl)indole in seized bulk powders in Hungary Forensic Sci. Int., 1 Jan 2012, 214 (1-3), 27-32. 703 kB. https://doi.org/10.1016/j.forsciint.2011.07.011 #1 MS,NMR,UV
Kneisel, S; Auwärter, V; Kempf, J. Analysis of 30 synthetic cannabinoids in oral fluid using liquid chromatography-electrospray ionization tandem mass spectrometry Drug Test. Anal., 1 Aug 2013, 5 (8), 657-669. 285 kB. https://doi.org/10.1002/dta.1429
Valoti, E; Casagni, E; Dell’Acqua, L; Pallavicini, M; Roda, G; Rusconi, C; Straniero, V; Gambaro, V. Identification of 1-butyl-3-(1-(4-methyl)naphtoyl)indole detected for the first time in “herbal high” products on the Italian market Forensic Sci. Int., 1 Jan 2012, 223 (1-3), e42-e46. 447 kB. https://doi.org/10.1016/j.forsciint.2012.08.009 GC,MS
Collins, M. Some new psychoactive substances: Precursor chemical and synthesis-driver end-products Drug Test. Anal., 1 Jul 2001, 3 (7–8), 404–416. 178 kB. https://doi.org/10.1002/dta.315
Montenarh, D; Hopf, M; Warth, S; Maurer, HH; Schmidt, P; Ewald, AH. A simple extraction and LC-MS/MS approach for the screening and identification of over 100 analytes in eight different matrices: Detection of 130 analytes in eight biosamples using only one LC-MS/MS method Drug Test. Anal., 1 Mar 2015, 7 (3), 214-240. 593 kB. https://doi.org/10.1002/dta.1657 LC,MS
Griffiths, P; Evans-Brown, M; Sedefov, R. Getting up to speed with the public health and regulatory challenges posed by new psychoactive substances in the information age: Editorial Addiction, 1 Jan 2013, 108 (10), 1700-1703. 93 kB. https://doi.org/10.1111/add.12287
Hermanns-Clausen, M; Kneisel, S; Hutter, M; Szabo, B; Auwärter, V. Acute intoxication by synthetic cannabinoids - Four case reports: Acute intoxication by synthetic cannabinoids - Four case reports Drug Test. Anal., 1 Sep 2013, 5 (9-10), 790-794. 112 kB. https://doi.org/10.1002/dta.1483
Banister, SD; Connor, M. The chemistry and pharmacology of synthetic cannabinoid receptor agonists as new psychoactive substances: Origins In New Psychoactive Substances: Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 165-190. 906 kB. https://doi.org/10.1007/164_2018_143 #14
Abbate, V; Schwenk, M; Presley, BC; Uchiyama, N. The ongoing challenge of novel psychoactive drugs of abuse. Part I. Synthetic cannabinoids (IUPAC Technical Report) Pure Appl. Chem., 28 Aug 2018, 90 (8), 1255–1282. 1.0 MB. https://doi.org/10.1515/pac-2017-0605 #2. JWH-018
Davidson, C; Opacka-Juffry, J; Arevalo-Martin, A; Garcia-Ovejero, D; Molina-Holgado, E; Molina-Holgado, F. Spicing up pharmacology: A review of synthetic cannabinoids from structure to adverse events In Adv. Pharmacol.; , Elsevier, 1 Jan 2017; pp 135–168. 458 kB. https://doi.org/10.1016/bs.apha.2017.05.001 #JWH-018
Yoshida, M; Suzuki, J; Takahashi, M; Moriyasu, T; Nakajima, J; Kanai, C; Nagashima, M; Seto, T; Shimizu, M; Hamano, T; Nakae, D. Investigations of designated substances detected from April 2010 to March 2011 Ann. Rep. Tokyo Metr. Inst. P. H., 1 Jan 2011, 62 107–114. 790 kB. #JWH-018 GC,LC,MS,UV
EMCDDA. New drugs in Europe, 2008, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2009. 265 kB. #13
Noble, C; Cannaert, A; Linnet, K; Stove, CP. Application of an activity-based receptor bioassay to investigate the in vitro activity of selected indole- and indazole-3-carboxamide-based synthetic cannabinoids at CB1 and CB2 receptors Drug Test. Anal., 2 Oct 2018, 11 (3), 501-511. 935 kB. https://doi.org/10.1002/dta.2517
EMCDDA. Report on the risk assessment of N-(1-Amino-3,3-dimethyl-1-oxobutan-2-yl)-1-(cyclohexylmethyl)-1H-indazole-3-carboxamide (ADB-CHMINACA), European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2018. 1.1 MB. #JWH-018
EMCDDA. Report on the risk assessment of methyl 2-[[1-(cyclohexylmethyl)-1H-indole-3-carbonyl]amino]-3,3-dimethylbutanoate (MDMB-CHMICA), European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 Mar 2017. 765 kB. #JWH-018 IR,UV
Banister, SD; Stuart, J; Conroy, T; Longworth, M; Manohar, M; Beinat, C; Wilkinson, SM; Kevin, RC; Hibbs, DE; Glass, M; Connor, M; McGregor, IS; Kassiou, M. Structure–activity relationships of synthetic cannabinoid designer drug RCS-4 and its regioisomers and C4 homologues Forensic Toxicol., 1 Jul 2015, 33 (2), 355–366. 931 kB. https://doi.org/10.1007/s11419-015-0282-9 #JWH-018 GC,MS,NMR,IR,UV,other
Banister, SD; Connor, M. The chemistry and pharmacology of synthetic cannabinoid receptor agonist new psychoactive substances: Evolution In New Psychoactive Substances: Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 191-226. 1.2 MB. https://doi.org/10.1007/164_2018_144 #3
Ujváry, I. The bumpy road ahead for forensic scientists. Synthetic cannabinoids to (unwel)come Spice II Plus, 5 Jun 2014. 405 kB. #JWH-018
Wilkinson, SM; Banister, SD; Kassiou, M. Bioisosteric fluorine in the clandestine design of synthetic cannabinoids Aust. J. Chem., 10 Feb 2015, 68 (1), 4–8. 451 kB. https://doi.org/10.1071/CH14198 #8
Kronstrand, R; Guerrieri, D; Vikingsson, S; Wohlfarth, A; Gréen, H. Fatal poisonings associated with new psychoactive substances In New Psychoactive Substances: Pharmacology, Clinical, Forensic and Analytical Toxicology; Maurer, HH; Brandt, SD, Eds., Springer, Berlin, Heidelberg, 1 Jan 2018; pp 495–541. 477 kB. https://doi.org/10.1007/164_2018_110 #JWH-018
Ernst, L; Langer, N; Bockelmann, A; Salkhordeh, E; Beuerle, T. Identification and quantification of synthetic cannabinoids in ‘spice-like’ herbal mixtures: Update of the German situation in summer 2018 Forensic Sci. Int., 1 Jan 2019, 294, 96–102. 924 kB. https://doi.org/10.1016/j.forsciint.2018.11.001 #4 MS,NMR,IR,UV
Kraemer, M; Boehmer, A; Madea, B; Maas, A. Death cases involving certain new psychoactive substances: A review of the literature Forensic Sci. Int., 1 May 2019, 298, 186–267. 6.7 MB. https://doi.org/10.1016/j.forsciint.2019.02.021 #JWH-018
Banister, SD; Kevin, RC; Martin, L; Adams, A; Macdonald, C; Manning, JJ; Boyd, R; Cunningham, M; Stevens, MY; McGregor, IS; Glass, M; Connor, M; Gerona, RR. The chemistry and pharmacology of putative synthetic cannabinoid receptor agonist (SCRA) new psychoactive substances (NPS) 5F-PY-PICA, 5F-PY-PINACA, and their analogs Drug Test. Anal., 5 Mar 2019, 11 (7), 976-989. 1.6 MB. https://doi.org/10.1002/dta.2583 #1 MS,NMR
Banister, SD; Adams, A; Kevin, RC; Macdonald, C; Glass, M; Boyd, R; Connor, M; McGregor, IS; Havel, CM; Bright, SJ; Vilamala, MV; Lladanosa, CG; Barratt, MJ; Gerona, RR. Synthesis and pharmacology of new psychoactive substance 5F-CUMYL-P7AICA, a scaffold- hopping analog of synthetic cannabinoid receptor agonists 5F-CUMYL-PICA and 5F-CUMYL-PINACA Drug Test. Anal., 1 Feb 2019, 11 (2), 279–291. 3.1 MB. https://doi.org/10.1002/dta.2491 #JWH-018 GC,MS,NMR
Anon. Ordinance amending the Annex to the New Psychoactive Substances Act [Neue-psychoaktive-Stoffe-Gesetz] as well as Annexes to the Narcotics Act [Betäubungsmittelgesetz] 14 Mar 2019. 704 kB. #JWH-018
Meyers-Riggs, B. Phenylacetylindoles countyourculture, countyourculture: rational exploration of the underground, 8 Feb 2011. #JWH-018
Meyers-Riggs, B. JWH-018 4-alkyl substitutions countyourculture, countyourculture: rational exploration of the underground, 9 Dec 2010. #JWH-018
Meyers-Riggs, B. JWH-018 replacements countyourculture, countyourculture: rational exploration of the underground, 6 Dec 2010. #JWH-018
Meyers-Riggs, B. Alkylated naphthoylindoles countyourculture, countyourculture: rational exploration of the underground, 1 Nov 2010. #JWH-018
Wouters, E; Walraed, J; Robertson, MJ; Meyrath, M; Szpakowska, M; Chevigné, A; Skiniotis, G; Stove, C. Assessment of biased agonism among distinct synthetic cannabinoid receptor agonist scaffolds ACS Pharmacol. Transl. Sci., 10 Apr 2020, 3 (2), 285–295. 2.0 MB. https://doi.org/10.1021/acsptsci.9b00069 #3
Alam, RM; Keating, JJ. Adding more “spice” to the pot: A review of the chemistry and pharmacology of newly emerging heterocyclic synthetic cannabinoid receptor agonists Drug Test. Anal., 1 Mar 2020, 12 (3), 297–315. 2.8 MB. https://doi.org/10.1002/dta.2752 #1 Structure 71 has a single bond where a double bond belongs
Longworth, M; Reekie, TA; Blakey, K; Boyd, R; Connor, M; Kassiou, M. New-generation azaindole-adamantyl-derived synthetic cannabinoids Forensic Toxicol., 1 Jul 2019, 37 (2), 350–365. 1.3 MB. https://doi.org/10.1007/s11419-019-00466-1 #3 GC,MS,NMR,IR,other
Cannaert, A; Sparkes, E; Pike, E; Luo, JL; Fang, A; Kevin, RC; Ellison, R; Gerona, R; Banister, SD; Stove, CP. Synthesis and 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 Chem. Neurosci., 16 Dec 2020, 11 (24), 4434–4446. 3.7 MB. https://doi.org/10.1021/acschemneuro.0c00644 #1 MS,NMR,IR,TLC
Åstrand, A; Guerrieri, D; Vikingsson, S; Kronstrand, R; Green, H. In vitro characterization of new psychoactive substances at the μ-opioid, CB1, 5HT1A, and 5-HT2A receptors—On-target receptor potency and efficacy, and off-target effects Forensic Sci. Int., 1 Dec 2020, 317, 110553. 1.7 MB. https://doi.org/10.1016/j.forsciint.2020.110553 #JWH-018
Piggee, C. Investigating a not-so-natural high Anal. Chem., 1 May 2009, 81 (9), 3205-3207. 150 kB. https://doi.org/10.1021/ac900564u #JWH-018
Grafinger, KE; Vandeputte, MM; Cannaert, A; Ametovski, A; Sparkes, E; Cairns, E; Juchli, PO; Haschimi, B; Pulver, B; Banister, SD; Stove, CP; Auwärter, V. Systematic evaluation of a panel of 30 synthetic cannabinoid receptor agonists structurally related to MMB‐4en‐PICA, MDMB‐4en‐PINACA, ADB‐4en‐PINACA, and MMB‐4CN‐BUTINACA using a combination of binding and different CB1 receptor activation assays. Part III: The G protein pathway and critical comparison of different assays Drug Test. Anal., 21 May 2021, 13 (7), 1412-1429. 4.3 MB. https://doi.org/10.1002/dta.3054 #I
Spangler, MR; Benne, A. Synthetic cannabinoid isomer differentiation JCLIC, 1 Oct 2011, 21 (4), 17-22. 895 kB. MS
Combs, M; Morris, JA. Analytical profile of two synthetic cannabinoids — JWH-018 and JWH-073 JCLIC, 1 Mar 2010, 20 (2), 2-7. 651 kB. GC,MS,IR
Alam, RM; Keating, JJ. “Walking the nitrogen around the ring”: Chemical synthesis and spectroscopic characterization of novel 4‐, 5‐, 6‐, and 7‐azaindazole analogs of the synthetic cannabinoid receptor agonist MDMB‐PINACA Drug Test. Anal., 11 Nov 2021, 14 (2), 277-297. 4.1 MB. https://doi.org/10.1002/dta.3180 #1 MS,NMR,IR,UV
Worob, A; Wenthur, C. DARK classics in chemical neuroscience: Synthetic cannabinoids (Spice/K2) ACS Chem. Neurosci., 2 Dec 2020, 11 (23), 3881–3892. 1.5 MB. https://doi.org/10.1021/acschemneuro.9b00586 #7
Kevin, RC; Mirlohi, S; Manning, JJ; Boyd, R; Cairns, EA; Ametovski, A; Lai, F; Luo, JL; Jorgensen, W; Ellison, R; Gerona, RR; Hibbs, DE; McGregor, IS; Glass, M; Connor, M; Bladen, C; Zamponi, GW; Banister, SD. Putative synthetic cannabinoids MEPIRAPIM, 5F-BEPIRAPIM (NNL-2), and their analogues are T-type calcium channel (CaV3) inhibitors ACS Chem. Neurosci., 4 May 2022, 13 (9), 1395–1409. 4.5 MB. https://doi.org/10.1021/acschemneuro.1c00822 #1 MS,NMR
Ametovski, A; Macdonald, C; Manning, JJ; Haneef, SAS; Santiago, M; Martin, L; Sparkes, E; Reckers, A; Gerona, RR; Connor, M; Glass, M; Banister, SD. Exploring stereochemical and conformational requirements at cannabinoid receptors for synthetic cannabinoids related to SDB-006, 5F-SDB-006, CUMYL-PICA, and 5F-CUMYL-PICA ACS Chem. Neurosci., 4 Nov 2020, 11 (21), 3672–3682. 3.5 MB. https://doi.org/10.1021/acschemneuro.0c00591 #1 MS,NMR
EMCDDA. New drugs in Europe, 2009, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2010. 321 kB.
Blaazer, AR; Lange, JHM; van der Neut, MAW; Mulder, A; den Boon, FS; Werkman, TR; Kruse, CG; Wadman, WJ. Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: Design, synthesis, structure–activity relationships, physicochemical properties and biological activity Eur. J. Med. Chem., 1 Jan 2011, 46 (10), 5086-5098. 468 kB. https://doi.org/10.1016/j.ejmech.2011.08.021 #10 MS,NMR
Donohue, KM; Steiner, RR. JWH-018 and JWH-022 as combustion products of AM2201 Microgram J., 1 Jan 2012, 9 (2), 52–56. 442 kB. #JWH-018 GC,MS
Andrews, R; Jorge, R; Christie, R; Gallegos, A. From JWH‐018 to OXIZIDS: Structural evolution of synthetic cannabinoids in the European Union from 2008 to present day Drug Test. Anal., 1 Apr 2023, 15 (4), 378–387. 1.2 MB. https://doi.org/10.1002/dta.3422 #JWH-018