CUMYL-PINACA
Indazole carboxamide with a cumyl head, among the most potent CB1 agonists measured, classified as a narcotic in France.
Harm-reduction warning
No characterised human dose: animal / in vitro data only. Effect profile, safety margin and acute toxicity are not documented in human clinical practice. Extremely potent compound: severe effects, seizures and deaths reported in the literature.
C₂₂H₂₇N₃O
CAS 1400742-15-5
- Family
- Synthetic CB receptor agonistNew psychoactive substance
- Molar mass
- 349.50 g/mol
Updated on
In plain terms
CUMYL-PINACA is a synthetic cannabinoid made in a laboratory. It does not exist in hemp and has nothing to do with cannabidiol. In a laboratory assay it proved the most potent of nine synthetic cannabinoids at the CB1 receptor. It is classified as a narcotic in France.
Receptors and activity
Target network
- Activates
The lower the cited value, the closer the target sits to CUMYL-PINACA: one ring per factor of 100. A target with no measured value stays on the edge.
Where these targets live
Where each target has been found in humans, according to the cited studies. The map shows the target, not an effect of CUMYL-PINACA.
CB1CB1 found in 7 regions of the body
- Basal gangliadenseMost dense in basal ganglia outflow nuclei1
- CerebellumdenseVery dense in the cerebellum1
- HippocampusdenseVery high concentrations in the hippocampus2
- AmygdaladenseHigh concentrations in the amygdala2
- CortexpresentPresent throughout the neocortex2
- Adipose tissuepresentExpressed in adipose tissue3
- GutpresentColonic epithelium, smooth muscle and plexus4
Map sources
- Herkenham M et al. Cannabinoid receptor localization in brain. Proc Natl Acad Sci U S A, 1990 (new tab)
- Glass M et al. Cannabinoid receptors in the human brain: a detailed anatomical and quantitative autoradiographic study in the fetal, neonatal and adult human brain. Neuroscience, 1997 (new tab)
- Engeli S et al. Activation of the peripheral endocannabinoid system in human obesity. Diabetes, 2005 (new tab)
- Wright K et al. Differential expression of cannabinoid receptors in the human colon: cannabinoids promote epithelial wound healing. Gastroenterology, 2005 (new tab)
Cited values
- CB1AgonistEC50 = 0.1 nM · not specified in the article100 out of 100
Angerer et al. 2019, Forensic Toxicol (new tab) · cAMP biosensor (DiscoveRx), 9 compounds tested in duplicate, CP-55,940 reference
- CB2Agonistno measured value cited
Activity at CB2 not measured for this molecule; the β-arrestin screen at 30 µM of seven synthetic agonists including CUMYL-PINACA retains hardly any activation outside CB1 and CB2 (Kevin et al. 2022, pooled result)
Pharmacology
CUMYL-PINACA is an indazole-3-carboxamide with a cumyl (2-phenylpropan-2-yl) head and an n-pentyl chain. Bovens et al. (2017) characterised it with four other cumyl-headed compounds in seized samples. In the cAMP biosensor assay of Angerer et al. (2019), it reaches an EC50 of 0.06 nM at CB1, the lowest of the nine compounds tested, with a maximal response of 92.86 % of that of CP-55,940; the authors conclude that the cumyl group markedly increases potency compared with the naphthoyl group (JWH-018, 1.13 nM) or valine. In a controlled self-experiment by one volunteer (0.6 mg orally), ten phase I metabolites were identified in urine, the main route being oxidation of the N-pentyl chain, and the most abundant monohydroxylated metabolite, A08, remained detectable for more than 8 days. An off-target screen at 30 µM (Kevin et al. 2022) ranks CUMYL-PINACA, with AMB-FUBINACA, among the compounds inhibiting the most non-cannabinoid targets in antagonist mode. No clinical study was found.
Key sources.
- Angerer V, Franz F, Moosmann B, Bisel P, Auwärter V. 5F-Cumyl-PINACA in 'e-liquids' for electronic cigarettes: comprehensive characterization of a new type of synthetic cannabinoid in a trendy product including investigations on the in vitro and in vivo phase I metabolism of 5F-Cumyl-PINACA and its non-fluorinated analog Cumyl-PINACA. Forensic Toxicol. 2019;37(1):186-196 (new tab)PMID 30636986
- Bovens M, Bissig C, Staeheli SN, Poetzsch M, Pfeiffer B, Kraemer T. Structural characterization of the new synthetic cannabinoids CUMYL-PINACA, 5F-CUMYL-PINACA, CUMYL-4CN-BINACA, 5F-CUMYL-P7AICA and CUMYL-4CN-B7AICA. Forensic Sci Int. 2017;281:98-105 (new tab)PMID 29125990
- Kevin RC, Cairns EA, Boyd R, Arnold JC, Bowen MT, McGregor IS, Banister SD. Off-target pharmacological profiling of synthetic cannabinoid receptor agonists including AMB-FUBINACA, CUMYL-PINACA, PB-22, and XLR-11. Front Psychiatry. 2022;13:1048836 (new tab)PMID 36590635
- Staeheli SN, Poetzsch M, Veloso VP, Bovens M, Bissig C, Steuer AE. In vitro metabolism of the synthetic cannabinoids CUMYL-PINACA, 5F-CUMYL-PINACA, CUMYL-4CN-BINACA, 5F-CUMYL-P7AICA and CUMYL-4CN-B7AICA. Drug Test Anal. 2018;10(1):148-157 (new tab)PMID 28885775
- Council Framework Decision 2004/757/JHA, consolidated version of 12.01.2026 (annex: substances subject to Union control) (new tab)
History
- Source
- A wholly synthetic molecule, absent from hemp and from every living organism. It was sold in New Zealand under the code SGT-24, among the « SGT » synthetic cannabinoids marketed under the interim regime of the New Zealand Psychoactive Substances Act between July 2013 and May 2014 (Angerer et al. 2019), and was structurally characterised in 2017 in seized samples (Bovens et al. 2017). Its fluorinated analogue, 5F-CUMYL-PINACA, was identified in e-liquids for electronic cigarettes bought online. None of this has anything to do with hemp or with cannabidiol products.
Origin
Laboratory synthesis
No known biosynthetic pathway: the molecule is produced by no plant and no living organism. It is entirely synthetic in origin and belongs to the chemical family of the cumyl-headed indazole-3-carboxamides.
Legal framework
- European Union
It does not appear in the annex to Framework Decision 2004/757/JHA (consolidated version of 12 January 2026), which names only five synthetic cannabinoid agonists: MDMB-CHMICA, ADB-CHMINACA, CUMYL-4CN-BINACA, MDMB-4en-PINACA and 4F-MDMB-BICA. Nor does it appear in annex III of the consolidated ANSM list (tables I and II of the 1971 Convention on Psychotropic Substances).
- France
A narcotic in France, listed by name: the consolidated ANSM list (updated 16 February 2026) cites in annex IV « CUMYL-PINACA ou SGT-24 ou 1-pentyl-N-(2-phenylpropan-2-yl)-1H-indazole-3-carboxamide », within the family of indazole-3-carboxamide derivatives. That family covers molecules bearing on the nitrogen in position 1 of the indazole a substituent of the alkyl, haloalkyl, halobenzyl or related type, and on the nitrogen of the carboxamide bridge a substituent of the cumyl, naphthyl, adamantyl, benzyl or bicycloheptyl type: the cumyl group is explicitly provided for.
Sources: EUR-Lex, UNODC, CND, ANSM, IUPHAR/BPS, ChEBI, EUDA. Our method.
Classification
Family, origin and source verification
- Family
Synthetic CB receptor agonist › New psychoactive substance
- Class
indazole-3-carboxamide
- Verification
Classification, sources and binding values checked on 20 October 2026; text read against its sources and Wikipedia.
- Wikipedia (English)
Article paired by the molecule's structure (InChIKey), revision read on 19 October 2026. Read as a second opinion, never cited as a source.
References
- Angerer V, Franz F, Moosmann B, Bisel P, Auwärter V. 5F-Cumyl-PINACA in 'e-liquids' for electronic cigarettes: comprehensive characterization of a new type of synthetic cannabinoid in a trendy product including investigations on the in vitro and in vivo phase I metabolism of 5F-Cumyl-PINACA and its non-fluorinated analog Cumyl-PINACA. Forensic Toxicol. 2019;37(1):186-196 (new tab)PMID 30636986
- Bovens M, Bissig C, Staeheli SN, Poetzsch M, Pfeiffer B, Kraemer T. Structural characterization of the new synthetic cannabinoids CUMYL-PINACA, 5F-CUMYL-PINACA, CUMYL-4CN-BINACA, 5F-CUMYL-P7AICA and CUMYL-4CN-B7AICA. Forensic Sci Int. 2017;281:98-105 (new tab)PMID 29125990
- Kevin RC, Cairns EA, Boyd R, Arnold JC, Bowen MT, McGregor IS, Banister SD. Off-target pharmacological profiling of synthetic cannabinoid receptor agonists including AMB-FUBINACA, CUMYL-PINACA, PB-22, and XLR-11. Front Psychiatry. 2022;13:1048836 (new tab)PMID 36590635
- Staeheli SN, Poetzsch M, Veloso VP, Bovens M, Bissig C, Steuer AE. In vitro metabolism of the synthetic cannabinoids CUMYL-PINACA, 5F-CUMYL-PINACA, CUMYL-4CN-BINACA, 5F-CUMYL-P7AICA and CUMYL-4CN-B7AICA. Drug Test Anal. 2018;10(1):148-157 (new tab)PMID 28885775
- Council Framework Decision 2004/757/JHA, consolidated version of 12.01.2026 (annex: substances subject to Union control) (new tab)
Identifiers
Names
- IUPAC name
- 1-pentyl-N-(2-phenylpropan-2-yl)indazole-3-carboxamide
- Other names
- SGT-24
Identifiers
- Formula
- C₂₂H₂₇N₃O
- CAS
- 1400742-15-5
- PubChem CID
- 86273676(new tab)
- InChIKey
- LCBASRYREGWIJT-UHFFFAOYSA-N
- SMILES
- CCCCCn1nc(C(=
O) NC(C) (C) c2ccccc2) c2ccccc21
LLM ingestion format: a structured superset of the entry (identifiers, binding, versioned legal status). Full corpus.