Methylenedioxypyrovalerone (MDPV)

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CAS Number
687603-66-3
24622-62-6

Molar Mass: 275.348 g·mol−1

Description

Methylenedioxypyrovalerone (MDPV) is a stimulant of the cathinone class that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI). MDPV remained an obscure stimulant until around 2004 when it was reportedly sold as a designer drug. In the US, products containing MDPV and labeled as bath salts were sold as recreational drugs in gas stations, similar to the marketing for Spice and K2 as incense, until it was banned in 2011

 

Appearance

The hydrochloride salt exists as a very fine crystalline powder; it is hygroscopic and thus tends to form clumps, resembling something like powdered sugar. Its color can range from pure white to a yellowish-tan and has a slight odor that strengthens as it colors. Impurities are likely to consist of either pyrrolidine or alpha-dibrominated alkylphenones—respectively, from either excess pyrrolidine or incomplete amination during synthesis. These impurities likely account for its discoloration and fishy (pyrrolidine) or bromine-like odor, which worsens upon exposure to air, moisture, or bases.

Pharmacology

Methylenedioxypyrovalerone has no record of FDA approved medical use. It has been shown to produce robust reinforcing effects and compulsive self-administration in rats, though this had already been provisionally established by a number of documented cases of misuse and addiction in humans before the animal tests were carried out.

MDPV is the 3,4-methylenedioxy ringsubstituted analog of the compound pyrovalerone, developed in the 1960s, which has been used for the treatment of chronic fatigue and as an anorectic, but caused problems of abuse and dependence.

Other drugs with a similar chemical structure include α-pyrrolidinopropiophenone (α-PPP), 4′-methyl-α-pyrrolidinopropiophenone (M-α-PPP), 3′,4′-methylenedioxy-α-pyrrolidinopropiophenone (MDPPP) and 1-phenyl-2-(1-pyrrolidinyl)-1-pentanone (α-PVP).

Effects

MDPV acts as a stimulant and has been reported to produce effects similar to those of cocaine, methylphenidate, and amphetamines.

The primary psychological effects have a duration of roughly 3 to 4 hours, with aftereffects such as tachycardia, hypertension, and mild stimulation lasting from 6 to 8 hours. High doses have been observed to cause intense, prolonged panic attacks in stimulant-intolerant users, and there are anecdotal reports of psychosis from sleep withdrawal and addiction at higher doses or more frequent dosing intervals. It has also been repeatedly noted to induce irresistible cravings to re-administer.

Reported modalities of intake include oral consumption, insufflation, smoking, rectal and intravenous use. It is supposedly active at 3–5 mg, with typical doses ranging between 5–20 mg.

 

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Methylenedioxypyrovalerone (MDPV) 

Technical Information

Formal Name :   1-(benzo[d][1,3]dioxol-5-yl)-2-(pyrrolidin-1-yl)pentan-1-one, monohydrochloride
Molecular Formula:   C16H21NO3 • HCl
Formula Weight:   311.8
Purity:   ≥98%
Formulation:   A crystalline solid
Solubility:
  • 0.9% NaCl: 20 mg/ml
  • DMF: 3 mg/ml
  • DMSO: 5 mg/ml
  • Ethanol: 14 mg/ml
  • PBS (pH 7.2): 5 mg/ml
λmax:     236, 283, 321 nm
SMILES:     O=C(C(CCC)N1CCCC1)C2=CC(OCO3)=C3C=C2.Cl
InChi Code:    InChI=1S/C16H21NO3.ClH/c1-2-5-13(17-8-3-4-9-17)16(18)12-6-7-14-15(10-12)20-11-19-14;/h6-7,10,13H,2-5,8-9,11H2,1H3;1H
InChi Key:    PYQZNWFQAMFAMT-UHFFFAOYSA-N

Shipping & Storage Information

Storage:   -20°C
Shipping:   Room Temperature in continental US; may vary elsewhere
Stability:   ≥ 5 years

Additional information

Quantity

5 grams, 10 grams, 15 grams, 20 grams, 50 grams

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