| Names | |
|---|---|
| Preferred IUPAC name 1-(2-Phenylethyl)pyrrolidine | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
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| Properties | |
| C12H17N | |
| Molar mass | 175.275 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
1-(2-Phenylethyl)pyrrolidine (PEP) is achemical compound of thephenethylamine family. It is ananalogue of2-phenylethylamine where theamine has been replaced by apyrrolidinering.
The α-methyl (i.e.,amphetaminederivative is1-(α-methylphenethyl)pyrrolidine (MPEP), the β-keto derivative isphenacylpyrrolidine, and the combined α-methyl and β-keto (i.e.,cathinone) derivative isα-pyrrolidinopropiophenone (α-PPP).[1]Prolintane is the α-propyl derivative of PEP.[1]
PEP is the basechemical structure for a series ofstimulantdrugs, including:[1]
All of these compounds differ from PEP in that thealpha carbon is extended and aketone is attached to thebeta carbon (with the exception ofprolintane), among other modifications.[1]
Acyclized phenethylamine and2-aminoindane derivative isPyr-AI ((2-indanyl)pyrrolidine).[2] It is theanalogue of2-aminoindane (2-AI) in which theamine has been replaced with apyrrolidine group.[2] The drug has been described as having strong and long-lastingamphetamine-like effects in rodents.[2][3]
A 'strong amphetamine-type activity' has been reported for the pyrrolidine derivative of 2-AI (26, Fig. 11.10) [41] and 'a long duration' of activity was observed at the 10mg/kg dose in mice. Details about the procedure were not provided but neuropharmacological screenings were based on observational methods [48]. A piperidine derivative (27, PIP-AI), on the other hand, showed analgesic properties comparable to meperidine [41].