MDMB-4en-PINACA

MDMB-4en-PINACA
Legal status
Legal status	CA: Schedule II ; DE: NpSG (Industrial and scientific use only) ; UK: Class B ;
Identifiers
	IUPAC name methyl (S)-3,3-dimethyl-2-(1-(pent-4-en-1-yl)-1H-indazole-3-carboxamido)butanoate;
ChemSpider	71117180;
Chemical and physical data
Formula	C20H27N3O3
Molar mass	357.454 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(N[C@@H](C(C)(C)C)C(OC)=O)C1=NN(CCCC=C)C2=C1C=CC=C2;
	InChI InChI=1S/C20H27N3O3/c1-6-7-10-13-23-15-12-9-8-11-14(15)16(22-23)18(24)21-17(19(25)26-5)20(2,3)4/h6,8-9,11-12,17H,1,7,10,13H2,2-5H3,(H,21,24)/t17-/m1/s1; Key:LWOCBHBFWNGPGM-QGZVFWFLSA-N;

MDMB-4en-PINACA (also incorrectly known as 5-CL-ADB-A) is an indazole-based synthetic cannabinoid that has been sold online as a designer drug.[1][2][3] MDMB-4en-PINACA differs from 5F-MDMB-PINACA due to replacement of 5-fluoropentyl with a pent-4-ene moiety (4-en).[4]

It acts as a potent agonist of the CB₁ receptor with an EC₅₀ value of 2.47 nM.[5][6]

Legal status

Sweden's public health agency suggested classifying MDMB-4en-PINACA as a hazardous substance, on December 18, 2019.[7]

References

Watanabe S, Vikingsson S, Åstrand A, Gréen H, Kronstrand R (December 2019). "Biotransformation of the New Synthetic Cannabinoid with an Alkene, MDMB-4en-PINACA, by Human Hepatocytes, Human Liver Microsomes, and Human Urine and Blood". The AAPS Journal. 22 (1): 13. doi:10.1208/s12248-019-0381-3. PMID 31848852. S2CID 209393242.
"MDMB-4en-PINACA". www.caymanchem.com.
Erol Ozturk, Yeter; Yeter, Oya (February 2020). "In Vitro Phase I Metabolism of the Recently Emerged Synthetic MDMB-4en-PINACA and Its Detection in Human Urine Samples". Journal of Analytical Toxicology. doi:10.1093/jat/bkaa017. PMID 32091101.
"ANALYTICAL REPORT MDMB-PINACA N1-pentyl-4-en isomer" (PDF). www.policija.si.
Krotulski, Alex J.; Cannaert, Annelies; Stove, Christophe; Logan, Barry K. (September 2020). "The next generation of synthetic cannabinoids: Detection, activity, and potential toxicity of pent-4en and but-3en analogues including MDMB-4en-PINACA". Drug Testing and Analysis. doi:10.1002/dta.2935. ISSN 1942-7611. PMID 32997377.
. doi:10.1021/acschemneuro.0c00644. Cite journal requires |journal= (help); Missing or empty |title= (help)
"Tjugotre ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 18 December 2019.

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[1] Watanabe S, Vikingsson S, Åstrand A, Gréen H, Kronstrand R (December 2019). "Biotransformation of the New Synthetic Cannabinoid with an Alkene, MDMB-4en-PINACA, by Human Hepatocytes, Human Liver Microsomes, and Human Urine and Blood". The AAPS Journal. 22 (1): 13. doi:10.1208/s12248-019-0381-3. PMID 31848852. S2CID 209393242.

[2] "MDMB-4en-PINACA". www.caymanchem.com.

[3] Erol Ozturk, Yeter; Yeter, Oya (February 2020). "In Vitro Phase I Metabolism of the Recently Emerged Synthetic MDMB-4en-PINACA and Its Detection in Human Urine Samples". Journal of Analytical Toxicology. doi:10.1093/jat/bkaa017. PMID 32091101.

[4] "ANALYTICAL REPORT MDMB-PINACA N1-pentyl-4-en isomer" (PDF). www.policija.si.

[5] Krotulski, Alex J.; Cannaert, Annelies; Stove, Christophe; Logan, Barry K. (September 2020). "The next generation of synthetic cannabinoids: Detection, activity, and potential toxicity of pent-4en and but-3en analogues including MDMB-4en-PINACA". Drug Testing and Analysis. doi:10.1002/dta.2935. ISSN 1942-7611. PMID 32997377.

[6] . doi:10.1021/acschemneuro.0c00644. Cite journal requires |journal= (help); Missing or empty |title= (help)

[7] "Tjugotre ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 18 December 2019.

MDMB-4en-PINACA

Legal status

See also

References