3,4-Pr-PipVP

3,4-EtPV
	<img src="//upload.wikimedia.org/wikipedia/commons/thumb/0/02/3%2C4-EtPV_structure.png/200px-3%2C4-EtPV_structure.png" decoding="async" width="200" height="126" class="mw-file-element" data-file-width="1277" data-file-height="803">
Legal status
Legal status	DE: legal;
Identifiers
	IUPAC name 1-(bicyclo[4.2.0]octa-1,3,5-trien-3-yl)-2-(pyrrolidin-1-yl)pentan-1-one;
Chemical and physical data
Formula	C17H23NO
Molar mass	257.377 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(C(CCC)N1CCCC1)c1ccc2CCc2c1;
	InChI InChI=InChI=1S/C17H23NO/c1-2-5-16(18-10-3-4-11-18)17(19)15-9-7-13-6-8-14(13)12-15/h7,9,12,16H,2-6,8,10-11H2,1H3; Key:GJPHTMBPBAUZGR-UHFFFAOYSA-N;

3,4-Pr-PipVP
Legal status
Legal status	DE: Anlage II (Authorized trade only, not prescriptible); UK: Class B;
Identifiers
	IUPAC name 1-(2,3-dihydro-1H-inden-5-yl)-2-piperidin-1-ylpentan-1-one;
PubChem CID	168310517;
Chemical and physical data
Formula	C19H27NO
Molar mass	285.431 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCC(C(=O)C1=CC2=C(CCC2)C=C1)N3CCCCC3;
	InChI InChI=1S/C19H27NO/c1-2-7-18(20-12-4-3-5-13-20)19(21)17-11-10-15-8-6-9-16(15)14-17/h10-11,14,18H,2-9,12-13H2,1H3; Key:XCBQKBNQNYAXPN-UHFFFAOYSA-N;

3,4-Pr-PipVP is a substituted cathinone derivative with stimulant effects which has been sold as a designer drug.^[1]

3,4-EtPV

3,4-Pr-PipVP was marketed online since 2021 as 3,4-EtPV, which is not covered by the controlled drug analogue laws in some jurisdictions such as Germany and Holland. However, while genuine 3,4-EtPV can be made and is now available from analytical suppliers as a reference standard, the benzocyclobutene ring system is relatively unstable and the synthesis is challenging, and all samples of supposed 3,4-EtPV that have been tested have proved to be 3,4-Pr-PipVP.^[2]

References

^ Pulver B, Riedel J, Westphal F, Luhn S, Schönberger T, Schäper J, Auwärter V, Luf A, Pütz M (January 2023). "A new synthetic cathinone: 3,4-EtPV or 3,4-Pr-PipVP? An unsuccessful attempt to circumvent the German legislation on new psychoactive substances". Drug Testing and Analysis. 15 (1): 84–96. doi:10.1002/dta.3371. PMID 36136085.
^ Schwelm HM, Persson M, Pulver B, Huß MV, Gréen H, Auwärter V (March 2024). "Pharmacological profile, phase I metabolism, and excretion time profile of the new synthetic cathinone 3,4-Pr-PipVP". Drug Testing and Analysis. 16 (3): 277–288. doi:10.1002/dta.3538. PMID 37431186.

[Pulver_2023-1] Pulver B, Riedel J, Westphal F, Luhn S, Schönberger T, Schäper J, Auwärter V, Luf A, Pütz M (January 2023). "A new synthetic cathinone: 3,4-EtPV or 3,4-Pr-PipVP? An unsuccessful attempt to circumvent the German legislation on new psychoactive substances". Drug Testing and Analysis. 15 (1): 84–96. doi:10.1002/dta.3371. PMID 36136085.

[Schwelm_2024-2] Schwelm HM, Persson M, Pulver B, Huß MV, Gréen H, Auwärter V (March 2024). "Pharmacological profile, phase I metabolism, and excretion time profile of the new synthetic cathinone 3,4-Pr-PipVP". Drug Testing and Analysis. 16 (3): 277–288. doi:10.1002/dta.3538. PMID 37431186.

[1]

[2]

Legal status

Legal status	DE: legal
Identifiers
IUPAC name 1-(bicyclo[4.2.0]octa-1,3,5-trien-3-yl)-2-(pyrrolidin-1-yl)pentan-1-one
Chemical and physical data
Formula	C₁₇H₂₃NO
Molar mass	257.377 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(C(CCC)N1CCCC1)c1ccc2CCc2c1
InChI InChI=InChI=1S/C17H23NO/c1-2-5-16(18-10-3-4-11-18)17(19)15-9-7-13-6-8-14(13)12-15/h7,9,12,16H,2-6,8,10-11H2,1H3 Key:GJPHTMBPBAUZGR-UHFFFAOYSA-N

3,4-Pr-PipVP

3,4-EtPV

See also

References