U-48800

U-48800
Identifiers
	IUPAC name 2-(2,4-dichlorophenyl)-N-[(1S,2S)-2-(dimethylamino)cyclohexyl]-N-methylacetamide;
CAS Number	2370977-17-4;
PubChem CID	137700072;
Chemical and physical data
Formula	C17H24Cl2N2O
Molar mass	343.29 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)[C@H]1CCCC[C@@H]1N(C)C(=O)CC2=C(C=C(C=C2)Cl)Cl;
	InChI InChI=1S/C17H24Cl2N2O/c1-20(2)15-6-4-5-7-16(15)21(3)17(22)10-12-8-9-13(18)11-14(12)19/h8-9,11,15-16H,4-7,10H2,1-3H3/t15-,16-/m0/s1; Key:FKUWIGXXBMULOI-HOTGVXAUSA-N;

U-48800 is an opioid analgesic which has been sold as a designer drug. Unlike U-47700, it is primarily active as a kappa opioid receptor agonist with only moderate affinity at the mu opioid receptor. Nevertheless, it has still appeared on the recreational drug market, often as a component of combinations with other drugs, and has been linked to numerous drug overdose cases.^[1]^[2]^[3]^[4]^[5]

References

^ Gampfer TM, Richter LH, Schäper J, Wagmann L, Meyer MR (October 2019). "Toxicokinetics and analytical toxicology of the abused opioid U-48800 - in vitro metabolism, metabolic stability, isozyme mapping, and plasma protein binding". Drug Testing and Analysis. 11 (10): 1572–1580. doi:10.1002/dta.2683. PMID 31424163.
^ Baumann MH, Tocco G, Papsun DM, Mohr AL, Fogarty MF, Krotulski AJ (November 2020). "U-47700 and Its Analogs: Non-Fentanyl Synthetic Opioids Impacting the Recreational Drug Market". Brain Sciences. 10 (11): 895. doi:10.3390/brainsci10110895. PMC 7700279. PMID 33238449.
^ Fogarty MF, Mohr AL, Papsun DM, Logan BK (February 2022). "Analysis of the Illicit Opioid U-48800 and Related Compounds by LC-MS-MS and Case Series of Fatalities Involving U-48800". Journal of Analytical Toxicology. 46 (1): 17–24. doi:10.1093/jat/bkaa180. PMID 33237987.
^ Otte L, Wilde M, Auwärter V, Grafinger KE (July 2022). "Investigation of the μ- and κ-opioid receptor activation by eight new synthetic opioids using the [³⁵ S]-GTPγS assay: U-47700, isopropyl U-47700, U-49900, U-47931E, N-methyl U-47931E, U-51754, U-48520, and U-48800". Drug Testing and Analysis. 14 (7): 1187–1199. doi:10.1002/dta.3238. PMID 35142070.
^ Amend N, Thiermann H, Worek F, Wille T (June 2023). "A pharmacologically pre-contracted smooth muscle bowel model for the study of highly-potent opioid receptor agonists and antagonists". Toxicology Letters. 382: 41–46. doi:10.1016/j.toxlet.2023.05.010. PMID 37245850.

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[pmid31424163-1] Gampfer TM, Richter LH, Schäper J, Wagmann L, Meyer MR (October 2019). "Toxicokinetics and analytical toxicology of the abused opioid U-48800 - in vitro metabolism, metabolic stability, isozyme mapping, and plasma protein binding". Drug Testing and Analysis. 11 (10): 1572–1580. doi:10.1002/dta.2683. PMID 31424163.

[pmid33238449-2] Baumann MH, Tocco G, Papsun DM, Mohr AL, Fogarty MF, Krotulski AJ (November 2020). "U-47700 and Its Analogs: Non-Fentanyl Synthetic Opioids Impacting the Recreational Drug Market". Brain Sciences. 10 (11): 895. doi:10.3390/brainsci10110895. PMC 7700279. PMID 33238449.

[3] Fogarty MF, Mohr AL, Papsun DM, Logan BK (February 2022). "Analysis of the Illicit Opioid U-48800 and Related Compounds by LC-MS-MS and Case Series of Fatalities Involving U-48800". Journal of Analytical Toxicology. 46 (1): 17–24. doi:10.1093/jat/bkaa180. PMID 33237987.

[4] Otte L, Wilde M, Auwärter V, Grafinger KE (July 2022). "Investigation of the μ- and κ-opioid receptor activation by eight new synthetic opioids using the [³⁵ S]-GTPγS assay: U-47700, isopropyl U-47700, U-49900, U-47931E, N-methyl U-47931E, U-51754, U-48520, and U-48800". Drug Testing and Analysis. 14 (7): 1187–1199. doi:10.1002/dta.3238. PMID 35142070.

[5] Amend N, Thiermann H, Worek F, Wille T (June 2023). "A pharmacologically pre-contracted smooth muscle bowel model for the study of highly-potent opioid receptor agonists and antagonists". Toxicology Letters. 382: 41–46. doi:10.1016/j.toxlet.2023.05.010. PMID 37245850.

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Identifiers

IUPAC name 2-(2,4-dichlorophenyl)-N-[(1S,2S)-2-(dimethylamino)cyclohexyl]-N-methylacetamide
CAS Number	2370977-17-4
PubChem CID	137700072
Chemical and physical data
Formula	C₁₇H₂₄Cl₂N₂O
Molar mass	343.29 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CN(C)[C@H]1CCCC[C@@H]1N(C)C(=O)CC2=C(C=C(C=C2)Cl)Cl
InChI InChI=1S/C17H24Cl2N2O/c1-20(2)15-6-4-5-7-16(15)21(3)17(22)10-12-8-9-13(18)11-14(12)19/h8-9,11,15-16H,4-7,10H2,1-3H3/t15-,16-/m0/s1 Key:FKUWIGXXBMULOI-HOTGVXAUSA-N

U-48800

See also

References