4-Methyl-α-ethylaminopentiophenone

4-Methyl-α-ethylaminopentiophenone (4-MEAP) is a designer drug of the cathinone class.[1][2] 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.[3]

4-Methyl-α-ethylaminopentiophenone
Clinical data
Other names4-MEAP; 4-MEAPP; N-Ethyl-4'-methylnorpentedrone; 2-(Ethylamino)-1-(4-methylphenyl)-1-pentanone; 4-Methyl-alpha-ethylaminopentiophenone
Legal status
Legal status
  • 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
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC14H21NO
Molar mass219.328 g·mol−1
3D model (JSmol)
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

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

References
  1. 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.
  2. 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.
  3. 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.
  4. "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.
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