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Exploring UR-144. To explore a different substance…

Names

UR-144
KM-X1
MN-001
TMCP-018
TMCP-PIMO
YX-17

IUPAC name

(1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone

ID 4675 · Formula C₂₁H₂₉NO · Molecular weight 311.461

Tags Cannabinoid

InChI InChI=1S/C21H29NO/c1-6-7-10-13-22-14-16(15-11-8-9-12-17(15)22)18(23)19-20(2,3)21(19,4)5/h8-9,11-12,14,19H,6-7,10,13H2,1-5H3

InChI Key NBMMIBNZVQFQEO-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES CCCCCn1cc(c2c1cccc2)C(=O)C1C(C1(C)C)(C)C

ChemSpider 24634882
PubChem 44626619
Wikidata Q7865583
Wikipedia UR-144
Project Response UR-144 (1339-16)
swgdrug.org UR-144

EMCDDA. New drugs in Europe, 2012, European Monitoring Centre for Drugs and Drug Addiction, Lisbon, 1 May 2013. 773 kB. #4

Jones, LE; Stewart, A; Peters, KL; McNaul, M; Speers, SJ; Fletcher, NC; Bell, SEJ. Infrared and Raman screening of seized novel psychoactive substances: a large scale study of >200 samples Analyst, 25 Jan 2016, 141 (3), 902–909. 1.3 MB. https://doi.org/10.1039/c5an02326b NMR,other

Sobolevsky, T; Prasolov, I; Rodchenkov, G. Detection of urinary metabolites of AM-2201 and UR-144, two novel synthetic cannabinoids Drug Test. Anal., 1 Jan 2012, 4 (10), 745-753. 779 kB. https://doi.org/10.1002/dta.1418 MS

Dunne, SJ; Rosengren-Holmberg, JP. Quantification of synthetic cannabinoids in herbal smoking blends using NMR Drug Test. Anal., 1 May 2017, 9 (5), 734-743. 988 kB. https://doi.org/10.1002/dta.2032

Zawilska, JB; Andrzejczak, D. Next generation of novel psychoactive substances on the horizon – A complex problem to face Drug Alcohol Depend., 1 Jan 2015, 157, 1-17. 3.0 MB. https://doi.org/10.1016/j.drugalcdep.2015.09.030

Hess, C; Murach, J; Krueger, L; Scharrenbroch, L; Unger, M; Madea, B; Sydow, K. Simultaneous detection of 93 synthetic cannabinoids by liquid chromatography-tandem mass spectrometry and retrospective application to real forensic samples Drug Test. Anal., 1 May 2017, 9 (5), 721-733. 267 kB. https://doi.org/10.1002/dta.2030 #UR-144 LC,MS

Uchiyama, N; Kawamura, M; Kikura-Hanajiri, R; Goda, Y. URB-754: A new class of designer drug and 12 synthetic cannabinoids detected in illegal products Forensic Sci. Int., 10 Apr 2013, 227 (1), 21-32. 1.8 MB. https://doi.org/10.1016/j.forsciint.2012.08.047 #VI LC,MS,NMR,UV

Kavanagh, PV; Power, JD. New psychoactive substances legislation in Ireland – Perspectives from academia Drug Test. Anal., 1 Jul 2014, 6 (7-8), 884-891. 1.2 MB. https://doi.org/10.1002/dta.1598

Kavanagh, P; Grigoryev, A; Savchuk, S; Mikhura, I; Formanovsky, A. UR-144 in products sold via the Internet: Identification of related compounds and characterization of pyrolysis products Drug Test. Anal., 1 Aug 2013, 5 (8), 683-692. 610 kB. https://doi.org/10.1002/dta.1456 #1 GC,LC,MS,NMR,UV

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 #56

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 #5. UR-144

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 #UR-144

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 #5

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 #25

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 #UR-144

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 #UR-144

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 #9

Poyner, B; Spangler, M; Morris, JA; Stenzel, J. Analytical profile of three cyclopropanoyl indole cannabinoids JCLIC, 1 Mar 2013, 23 (2-3), 6-13. 1.9 MB. GC,MS,NMR,IR

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 #16

Langer, N; Lindigkeit, R; Schiebel, H; Ernst, L; Beuerle, T. Identification and quantification of synthetic cannabinoids in 'spice-like' herbal mixtures: A snapshot of the German situation in the autumn of 2012 Drug Test. Anal., 1 Jan 2014, 6 (1-2), 59-71. 1.7 MB. https://doi.org/10.1002/dta.1499 #UR-144 MS,NMR

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 #UR-144

1544

9562

2,2,3Me-3en-B-PIMO

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Alphamethadol · α-Methadol

7 Dec 2019 · · Isomer Design