4-Methyl-α-ethylaminopentiophenone

4-Methyl-α-ethylaminopentiophenone
Clinical data
Other names	4-MEAP; 4-MEAPP; N-Ethyl-4'-methylnorpentedrone; 2-(Ethylamino)-1-(4-methylphenyl)-1-pentanone; 4-Methyl-alpha-ethylaminopentiophenone
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class B; US: Schedule I;
Identifiers
	IUPAC name 2-(Ethylamino)-1-(4-methylphenyl)-1-pentanone;
CAS Number	746540-82-9 ; 18297-05-7 (HCl);
PubChem CID	205601;
ChemSpider	178132;
UNII	R2APU4QOW0;
CompTox Dashboard (EPA)	DTXSID601024542 ;
Chemical and physical data
Formula	C14H21NO
Molar mass	219.328 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC=C(C(C(CCC)NCC)=O)C=C1;
	InChI InChI=1S/C14H21NO/c1-4-6-13(15-5-2)14(16)12-9-7-11(3)8-10-12/h7-10,13,15H,4-6H2,1-3H3; Key:IKIANZXWCBSIGA-UHFFFAOYSA-N;

4-Methyl-α-ethylaminopentiophenone (4-MEAP) is a designer drug of the cathinone class.^[2]^[3] It is a higher homolog of 4-methylpentedrone (4-MPD) with an ethyl group in place of the methyl group. 4-MEAP has been found in samples of drugs sold as 4-MPD.^[4]

In the United States, 4-MEAP is a Schedule I Controlled Substance.^[5]

References

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ Varma A, Patel N, Ford L, Jones R, Vale JA (March 2017). "Misuse of 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone (4-MEAP), a synthetic cathinone". Clinical Toxicology. 55 (3): 231–232. doi:10.1080/15563650.2016.1271132. PMID 28074662. S2CID 40402609.
^ Rojkiewicz M, Kuś P, Kusz J, Książek M (2018). "Spectroscopic and crystallographic characterization of two cathinone derivatives: 1-(4-fluorophenyl)-2-(methylamino)pentan-1-one (4-FPD) hydrochloride and 1-(4-methylphenyl)-2-(ethylamino)pentan-1-one (4-MEAP) hydrochloride". Forensic Toxicology. 36 (1): 141–150. doi:10.1007/s11419-017-0393-6. PMC 5754380. PMID 29367865.
^ Hamby D, Burnett A, Jablonsky M, Twamley B, Kavanagh PV, Gardner EA (May 2015). "Identification of 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone (4-MEAP), a New "Legal High" Sold by an Internet Vendor as 4-Methyl Pentedrone". Journal of Forensic Sciences. 60 (3): 721–6. doi:10.1111/1556-4029.12712. PMID 25923458. S2CID 19336157.
^ "Schedules of Controlled Substances: Temporary Placement of N-Ethylhexedrone, α-PHP, 4-MEAP, MPHP, PV8, and 4-Chloro-α-PVP in Schedule I". Drug Enforcement Administration. Archived from the original on 2021-04-30. Retrieved 2019-07-31.

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[2] Varma A, Patel N, Ford L, Jones R, Vale JA (March 2017). "Misuse of 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone (4-MEAP), a synthetic cathinone". Clinical Toxicology. 55 (3): 231–232. doi:10.1080/15563650.2016.1271132. PMID 28074662. S2CID 40402609.

[3] Rojkiewicz M, Kuś P, Kusz J, Książek M (2018). "Spectroscopic and crystallographic characterization of two cathinone derivatives: 1-(4-fluorophenyl)-2-(methylamino)pentan-1-one (4-FPD) hydrochloride and 1-(4-methylphenyl)-2-(ethylamino)pentan-1-one (4-MEAP) hydrochloride". Forensic Toxicology. 36 (1): 141–150. doi:10.1007/s11419-017-0393-6. PMC 5754380. PMID 29367865.

[4] Hamby D, Burnett A, Jablonsky M, Twamley B, Kavanagh PV, Gardner EA (May 2015). "Identification of 2-(ethylamino)-1-(4-methylphenyl)-1-pentanone (4-MEAP), a New "Legal High" Sold by an Internet Vendor as 4-Methyl Pentedrone". Journal of Forensic Sciences. 60 (3): 721–6. doi:10.1111/1556-4029.12712. PMID 25923458. S2CID 19336157.

[DEA-Apr-2019-5] "Schedules of Controlled Substances: Temporary Placement of N-Ethylhexedrone, α-PHP, 4-MEAP, MPHP, PV8, and 4-Chloro-α-PVP in Schedule I". Drug Enforcement Administration. Archived from the original on 2021-04-30. Retrieved 2019-07-31.

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