92040-10-3

Basic information

• Product Name: α-Pyrrolidinopropiophenone (hydrochloride)
• Synonyms: α-Pyrrolidinopropiophenone (hydrochloride);α-Pyrrolidinopropiophenone hydrochloride solution;1-phenyl-2-pyrrolidin-1-ylpropan-1-one:hydrochloride;.alpha.-Pyrrolidinopropiophenone (hydrochloride)
• CAS NO: 92040-10-3
• Molecular Formula: C₁₃H₁₇NO*ClH
• Molecular Weight: 239.74112
• EINECS: 200-659-6
• Mol File: 92040-10-3.mol
• Article Data: 2

Chemical Properties

• Flash Point: 9℃
• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: α-Pyrrolidinopropiophenone (hydrochloride)(CAS DataBase Reference)
• NIST Chemistry Reference: α-Pyrrolidinopropiophenone (hydrochloride)(92040-10-3)
• EPA Substance Registry System: α-Pyrrolidinopropiophenone (hydrochloride)(92040-10-3)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 - class 3 - PG 2 - Methanol
• WGK Germany: 1
• Hazardous Substances Data: 92040-10-3(Hazardous Substances Data)

Usage

Description

α-Pyrrolidinopropiophenone (hydrochloride) is an analog of the appetite suppressant diethylcathinone and is related to the designer drug 4’-methyl-α-pyrrolidinopropiophenone (MPPP). In male Wistar rats, it is metabolized to a variety of products, including cathinone, the main psychoactive alkaloid of kath (Catha edulis). α-Pyrrolidinopropiophenone (hydrochloride) is intended to be used for forensic applications.

Upstream product

• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 19134-50-0 (SR)-(+/-)-1-phenyl-2-(1-pyrrolidinyl)-1-propanone 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 173676-57-8 1-phenyl-2-(pyrrolidin-1-yl)propan-1-ol 

Relevant articles and documents

α-PPP and its derivatives are selective partial releasers at the human norepinephrine transporter: A pharmacological characterization of interactions between pyrrolidinopropiophenones and uptake1 and uptake2 monoamine transporters

While classical cathinones, such as methcathinone, have been shown to be monoamine releasing agents at human monoamine transporters, the subgroup of α-pyrrolidinophenones has thus far solely been characterized as monoamine transporter reuptake inhibitors. Herein, we report data from previously undescribed α-pyrrolidinopropiophenone (α-PPP) derivatives and compare them with the pharmacologically well-researched α-PVP (α-pyrrolidinovalerophenone). Radiotracer-based in vitro uptake inhibition assays in HEK293 cells show that the investigated α-PPP derivatives inhibit the human high-affinity transporters of dopamine (hDAT) and norepinephrine (hNET) in the low micromolar range, with α-PVP being ten times more potent. Similar to α-PVP, no relevant pharmacological activity was found at the human serotonin transporter (hSERT). Unexpectedly, radiotracer-based in vitro release assays reveal α-PPP, MDPPP and 3Br-PPP, but not α-PVP, to be partial releasing agents at hNET (EC50 values in the low micromolar range). Furthermore, uptake inhibition assays at low-affinity monoamine transporters, i.e., the human organic cation transporters (hOCT) 1–3 and human plasma membrane monoamine transporter (hPMAT), bring to light that all compounds inhibit hOCT1 and 2 (IC50 values in the low micromolar range) while less potently interacting with hPMAT and hOCT3. In conclusion, this study describes (i) three new hybrid compounds that efficaciously block hDAT while being partial releasers at hNET, and (ii) highlights the interactions of α-PPP-derivatives with low-affinity monoamine transporters, giving impetus to further studies investigating the interaction of drugs of abuse with OCT1-3 and PMAT.