4'-Methoxy-α-pyrrolidinopentiophenone

4'-Methoxy-α-pyrrolidinopentiophenone
Legal status
Legal status	CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Class B; Illegal in China;
Identifiers
	IUPAC name 1-(4-Methoxyphenyl)-2-(pyrrolidin-1-yl)pentan-1-one;
CAS Number	14979-97-6 ; HCl: 5537-19-9 ;
PubChem CID	11299968;
ChemSpider	9474945;
UNII	UM9572UF9L; HCl: VO3305HZ8I ;
ChEMBL	ChEMBL381127;
CompTox Dashboard (EPA)	DTXSID501032718 ;
Chemical and physical data
Formula	C16H23NO2
Molar mass	261.365 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES COC1=CC=C(C(C(CCC)N2CCCC2)=O)C=C1.Cl;
	InChI InChI=1S/C16H23NO2/c1-3-6-15(17-11-4-5-12-17)16(18)13-7-9-14(19-2)10-8-13/h7-10,15H,3-6,11-12H2,1-2H3; Key:HWYVHRCKBXGZLV-UHFFFAOYSA-N;

4'-Methoxy-α-pyrrolidinopentiophenone (also known as O-2417, 4-MeO-α-PVP and MOPVP) is a stimulant drug of the cathinone class that has been sold online as a designer drug.^[1]^[2]^[3]^[4]^[5]

Legal Status

As of October 2015 4-MeO-α-PVP is a controlled substance in China.^[6]

References

^ "4-methoxy-α-Pyrrolidinopentiophenone". Cayman Chemical. Archived from the original on 8 December 2015. Retrieved 5 August 2015.
^ Meltzer PC, Butler D, Deschamps JR, Madras BK (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry. 49 (4): 1420–32. doi:10.1021/jm050797a. PMC 2602954. PMID 16480278.
^ US 2008234498, Butler D, Madras BK, Meltzer PC, "Pyrovalerone Analogues and Therapeutic Uses Thereof", issued 25 September 2008
^ Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (January 2014). "Identification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP, and phenethylamine derivative 4-methylbuphedrine from illegal products". Forensic Toxicology. 32 (1): 9–18. doi:10.1007/s11419-013-0194-5. S2CID 37259772.
^ Ellefsen KN, Wohlfarth A, Swortwood MJ, Diao X, Concheiro M, Huestis MA (August 2015). "4-Methoxy-α-PVP: in silico prediction, metabolic stability, and metabolite identification by human hepatocyte incubation and high-resolution mass spectrometry". Forensic Toxicology. 34: 61–75. doi:10.1007/s11419-015-0287-4. PMC 4705136. PMID 26793277.
^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.

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[1] "4-methoxy-α-Pyrrolidinopentiophenone". Cayman Chemical. Archived from the original on 8 December 2015. Retrieved 5 August 2015.

[pmid16480278-2] Meltzer PC, Butler D, Deschamps JR, Madras BK (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry. 49 (4): 1420–32. doi:10.1021/jm050797a. PMC 2602954. PMID 16480278.

[3] US 2008234498, Butler D, Madras BK, Meltzer PC, "Pyrovalerone Analogues and Therapeutic Uses Thereof", issued 25 September 2008

[4] Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (January 2014). "Identification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP, and phenethylamine derivative 4-methylbuphedrine from illegal products". Forensic Toxicology. 32 (1): 9–18. doi:10.1007/s11419-013-0194-5. S2CID 37259772.

[5] Ellefsen KN, Wohlfarth A, Swortwood MJ, Diao X, Concheiro M, Huestis MA (August 2015). "4-Methoxy-α-PVP: in silico prediction, metabolic stability, and metabolite identification by human hepatocyte incubation and high-resolution mass spectrometry". Forensic Toxicology. 34: 61–75. doi:10.1007/s11419-015-0287-4. PMC 4705136. PMID 26793277.

[6] "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.

[1]

[2]

[3]

[4]

[5]

[6]

Legal status

Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class B Illegal in China
Identifiers
IUPAC name 1-(4-Methoxyphenyl)-2-(pyrrolidin-1-yl)pentan-1-one
CAS Number	14979-97-6^Y HCl: 5537-19-9^Y
PubChem CID	11299968
ChemSpider	9474945
UNII	UM9572UF9L HCl: VO3305HZ8I^Y
ChEMBL	ChEMBL381127
CompTox Dashboard (EPA)	DTXSID501032718
Chemical and physical data
Formula	C₁₆H₂₃NO₂
Molar mass	261.365 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COC1=CC=C(C(C(CCC)N2CCCC2)=O)C=C1.Cl
InChI InChI=1S/C16H23NO2/c1-3-6-15(17-11-4-5-12-17)16(18)13-7-9-14(19-2)10-8-13/h7-10,15H,3-6,11-12H2,1-2H3 Key:HWYVHRCKBXGZLV-UHFFFAOYSA-N

4'-Methoxy-α-pyrrolidinopentiophenone

Legal Status

See also

References