MDPV

Drugbox
IUPAC_name = 1-(benzo [d] [1,3] dioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one

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width= 150
CAS_number= 24622-62-6
ATC_prefix=
ATC_suffix=
PubChem= 20111961
DrugBank=
C=16 | H=21 | N=1 | O=3
molecular_weight = 275.35 g/mol
bioavailability=
metabolism =
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excretion =
pregnancy_category =
legal_status = unscheduled
routes_of_administration= oral, insufflation, intravenous

Methylenedioxypyrovalerone, also known as MDPV or MDPK, is a stimulant drug which acts as a norepinephrine and dopamine reuptake inhibitor, reportedly with four times the potency of methylphenidate. [ 1- [(3,4-Methylenedioxy)phenyl] -2-pyrrolidino-1-alkanones asstimulants. (Boehringer Ingelheim G.m.b.H.). Brit. (1969),7 pp. CODEN: BRXXAA GB 1149366 19690423 Patent written inEnglish. Priority: DE 19650523. CAN 72:21608 AN 1970:21608CAPLUS ] This compound is reported to be used as a stimulant and an aphrodisiac. It has no history of medical use but has been sold as a designer drug for recreational use.

Appearance and effects

The substance appears as a pure white to light-brown, significantly hydrophilic crumbly powder with a slight odour, at least as has been available from the few online sellers who offered it. It appears to darken slightly in colour and take on a potato-tuber-like odor if exposed to air for any significant length of time. [ [http://www.bluelight.ru/vb/showthread.php?t=320560&highlight=MDPV+odor 1-(3,4-methylenedioxy-phenyl)-2-pyrrolidin-1-yl-pentan-1-one - Bluelight ] ] Early on, an impurity was identified and said to consist of pyrrolidine, and that could account for its earthy odour when left uncapped. It has also been observed to rapidly degrade and lose potency when in solution.

Subjective effects include CNS stimulation, euphoria, hypersexuality, agitation/anxiety and insomnia, with a duration of three to six hours. High doses have been observed to cause intense, prolonged anxiety attacks in stimulant-intolerant users, and there are anecdotal reports of addiction at higher doses or more frequent dosing intervals. MDPV has been remarked about more than once for its powers as an aphrodisiac, which have been said to rival those of methamphetamine when dosed correctly [ [http://www.bluelight.ru/vb/showpost.php?p=5357793&postcount=497 Bluelight - View Single Post - The MDPV Discussion Thread ] ] . However, it is apparently not as powerful as methamphetamine as far as general effects go, and may be safer (there have been no reports of death or disability as a result of abuse posted on "research chemical" related internet forums, and these tend to surface rapidly when a substance poses immediate dangers).

MDPV is the 3,4-methylenedioxy ring-substituted analogue of the appetite suppressant pyrovalerone, however despite its apparent structural similarity to the untrained eye, the effects of MDPV bear little resemblance to other methylenedioxyphenylalkylamine derivatives such as MDMA and methylone, instead producing purely stimulant effects with no empathogenic qualities. Extended binges on MDPV have also been reported to produce severe come-down syndrome similar to that of methamphetamine and characterised by depression, lethargy, headache, anxiety and in some cases severely bloodshot eyes. Kidney and liver pain has also been reported when MDPV is used for extended periods. [ [http://www.bluelight.ru/vb/showthread.php?t=210790 1-(3,4-methylenedioxy-phenyl)-2-pyrrolidin-1-yl-pentan-1-one - Bluelight ] ] [ [http://www.erowid.org/experiences/exp.php?ID=47047 Erowid Experience Vaults: MDPV - Diet MDE - 47047 ] ] [ [http://www.drugs-forum.co.uk/forum/showthread.php?t=24638 MDPV Experience Report(s) - Drugs Forum ] ]

Legality

MDPV is not specifically listed as an illegal drug in any country, but its structural similarity to illegal drugs makes it likely that it would be considered a controlled substance analogue in several countries such as the USA, Australia and New Zealand. Other analogues derived from alpha-pyrrolidinopropiophenone include the 4-methyl analogue pyrovalerone, as well as analogues with no substitution on the aromatic ring, and analogues with between 3 and 6 carbons on the alkyl chain. [ Meltzer PC, Butler D, Deschamps JR, Madras BK. 1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors. Journal of Medicinal Chemistry. 2006 Feb 23;49(4):1420-32. ] These compounds have been reported as stimulants of abuse mainly in Germany and other European countries since the early 2000s, but they have remained little known and rarely used or encountered by law enforcement. [ Springer D, Fritschi G, Maurer HH. Metabolism of the new designer drug alpha-pyrrolidinopropiophenone (PPP) and the toxicological detection of PPP and 4'-methyl-alpha-pyrrolidinopropiophenone (MPPP) studied in rat urine using gas chromatography-mass spectrometry. Journal of Chromatography B, Analytical Technologies in the Biomedical Life Sciences. 2003 Nov 5;796(2):253-66. ]

MDPV is enjoying a minor resurgence on the research chemical market as of late, and the substance may be illegal in the USA as an analog of a Schedule V controlled substance.

References

CAS Data

CAS number 687603-66-3 (MDPV freebase); 24622-62-6 (MDPV hydrochloride)

External links

* [http://www.ncbi.nlm.nih.gov/sites/entrez?Db=pccompound&DbFrom=pccompound&Cmd=Link&LinkName=pccompound_pccompound&LinkReadableName=Similar%20Compounds&IdsFromResult=14373&ordinalpos=1&itool=EntrezSystem2.PEntrez.Pccompound.Pccompound_ResultsPanel.Pccompound_RVDocSum Pubchem - similar compounds]
* [http://pubs.acs.org/cgi-bin/abstract.cgi/jmcmar/2006/49/i04/abs/jm050797a.html J. Med. Chem Abstract]
* [http://www.erowid.org/experiences/subs/exp_MDPK.shtml Erowid MDPV Vault]
* [http://www.bluelight.ru/vb/showthread.php?t=278421 Bluelight.ru - Main MDPV discussion thread]
* [http://www.bluelight.ru/vb/showthread.php?t=279514 Additional discussion on Bluelight]