Methylenedioxypyrrolidinohexiophenone
[CAS# 776994-64-0]

Identification

• Name: Methylenedioxypyrrolidinohexiophenone
• Synonyms: 1-(1,3-benzodioxol-5-yl)-2-pyrrolidin-1-ylhexan-1-one
• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.37
• CAS Registry Number: 776994-64-0
• SMILES: CCCCC(C(=O)C1=CC2=C(C=C1)OCO2)N3CCCC3

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.555, Calc.^*
• Boiling Point: 427.7±45.0 °C (760 mmHg), Calc.^*
• Flash Point: 212.5±28.7 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Discovery and Applications

Methylenedioxypyrrolidinehexanone, commonly known as MDPHP, is a synthetic cathinone that is a derivative of pyrovalerone. This compound has attracted attention for its stimulant effects and abuse potential, prompting regulatory agencies to review it. MDPHP was first synthesized and reported in the scientific literature as part of research into novel psychoactive substances. Structurally, it has a pyrrolidinyl moiety attached to a benzene ring substituted with a methylenedioxy group, similar to other cathinone derivatives. Its chemical formula is C17H23NO3.

MDPHP is primarily used as a stimulant, affecting the central nervous system by increasing the release of neurotransmitters such as dopamine, norepinephrine, and serotonin and inhibiting their reuptake. This mechanism can lead to increased alertness, euphoria, and energy levels, similar to other stimulant drugs.

While MDPHP was not developed for medical use, its stimulant properties have led to its use in recreational drugs. It is often found on the illegal drug market, sold under various street names, and used recreationally for its stimulant effects. However, due to its psychoactive properties and potential adverse effects, its use is associated with significant health risks, including cardiovascular complications, psychiatric disorders, and addiction.

Like other synthetic cathinones, MDPHP is legally controlled and regulated in many countries because of its potential for abuse. It is generally classified as a controlled substance, and its production, distribution, and possession are restricted or prohibited under various drug laws. Authorities closely monitor its supply and use to prevent its abuse and associated public health risks.

The use of MDPHP carries significant risks, including cardiovascular problems such as hypertension, tachycardia, and potential arrhythmias. Psychiatric effects may include anxiety, paranoia, hallucinations, and agitation. Long-term use or use in high doses can lead to tolerance, dependence, and withdrawal symptoms.

References

2022. A review of synthetic cathinones emerging in recent years (2019-2022). Forensic Toxicology, 41(1).
DOI: 10.1007/s11419-022-00639-5

2023. Severe 25E-NBOH intoxication associated with MDPHP intake: a case report, metabolism study, and literature review. International Journal of Legal Medicine, 138(3).
DOI: 10.1007/s00414-023-03151-6