:3',4'-Methylenedioxy-α-pyrrolidinopropiophenone

{{drugbox

| drug_name = MDPPP

| IUPAC_name = (RS)-1-(3,4-methylenedioxyphenyl)-2-(1-pyrrolidinyl)-1-propanone

| image = MDPPP.svg

| image2 = 3',4'-Methylenedioxy-α-pyrrolidinopropiophenone.png

| chirality = Racemic mixture

| width = 200px

| CAS_number = 783241-66-7

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 83IP4LIH8E

| ATC_prefix =

| ATC_suffix =

| PubChem = 6430845

| ChemSpiderID = 4936183

| StdInChI = 1S/C14H17NO3/c1-10(15-6-2-3-7-15)14(16)11-4-5-12-13(8-11)18-9-17-12/h4-5,8,10H,2-3,6-7,9H2,1H3

| StdInChIKey = NIYQOTCYXGXMPI-UHFFFAOYSA-N

| DrugBank =

| C=14 | H=17 | N=1 | O=3

| smiles = c3c1OCOc1ccc3C(=O)C(C)N2CCCC2

| bioavailability =

| protein_bound =

| metabolism = Hepatic

| elimination_half-life =

| excretion = Primarily urine (renal)

| pregnancy_AU =

| pregnancy_category=

| legal_AU =

| legal_CA =

| legal_UK = Class B

| legal_US =

| legal_DE = Anlage I

| routes_of_administration = By mouth, insufflation, vaporization, IV, rectal, sublingual

}}

3',4'-Methylenedioxy-α-pyrrolidinopropiophenone (MDPPP) is a stimulant designer drug. It was sold in Germany in the late 1990s and early 2000s as an ingredient in imitation ecstasy (MDMA) pills. It shares a similar chemical structure with α-PPP and MDPV, and has been shown to have reinforcing effects in rats.{{cite journal | vauthors = Gannon BM, Galindo KI, Mesmin MP, Sulima A, Rice KC, Collins GT | title = Relative reinforcing effects of second-generation synthetic cathinones: Acquisition of self-administration and fixed ratio dose-response curves in rats | journal = Neuropharmacology | volume = 134 | issue = Pt A | pages = 28–35 | date = May 2018 | pmid = 28811192 | pmc = 5809320 | doi = 10.1016/j.neuropharm.2017.08.018 }}

Metabolism

MDPPP appears to have a similar metabolic fate as MDPV.

Legal Status

{{as of|2015|October|}} MDPPP is a controlled substance in China.{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=Chinese | access-date=1 October 2015 | archive-url=https://web.archive.org/web/20151001222554/http://www.sfda.gov.cn/WS01/CL0056/130753.html | archive-date=1 October 2015 | url-status=dead }}

References

{{Reflist|refs=

{{cite journal | vauthors = Springer D, Fritschi G, Maurer HH | title = Metabolism and toxicological detection of the new designer drug 3',4'-methylenedioxy-alpha-pyrrolidinopropiophenone studied in urine using gas chromatography-mass spectrometry | journal = Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences | volume = 793 | issue = 2 | pages = 377–88 | date = August 2003 | pmid = 12906913 | doi = 10.1016/S1570-0232(03)00350-7 }}

{{cite journal | vauthors = Maurer HH, Kraemer T, Springer D, Staack RF | title = Chemistry, pharmacology, toxicology, and hepatic metabolism of designer drugs of the amphetamine (ecstasy), piperazine, and pyrrolidinophenone types: a synopsis | journal = Therapeutic Drug Monitoring | volume = 26 | issue = 2 | pages = 127–31 | date = April 2004 | pmid = 15228152 | doi = 10.1097/00007691-200404000-00007 | s2cid = 9255084 }}

{{cite journal | vauthors = Staack RF, Maurer HH | title = Metabolism of designer drugs of abuse | journal = Current Drug Metabolism | volume = 6 | issue = 3 | pages = 259–74 | date = June 2005 | pmid = 15975043 | doi = 10.2174/1389200054021825 }}

{{cite journal | vauthors = Springer D, Staack RF, Paul LD, Kraemer T, Maurer HH | title = Identification of cytochrome P450 enzymes involved in the metabolism of 3',4'-methylenedioxy-alpha-pyrrolidinopropiophenone (MDPPP), a designer drug, in human liver microsomes | journal = Xenobiotica; the Fate of Foreign Compounds in Biological Systems | volume = 35 | issue = 3 | pages = 227–37 | date = March 2005 | pmid = 16019948 | doi = 10.1080/00498250400028239 | s2cid = 28207896 }}

}}

Category:Designer drugs

Category:Methylenedioxyphenethylamines

Category:Pyrrolidinophenones

:3',4'-Methylenedioxy-α-pyrrolidinopropiophenone

Metabolism

Legal Status

See also

References