TL;DR: The metabolic fate of 1-phenyl-2-(N-methyl-N-benzylamino)propane (benzphetamine) and 1- phenyl- 2-(N)-methyl- N-furfurylamino (furfenorex) in healthy volunteers has been investigated and metabolites with traces of the unchanged drug were detected in human urine after oral administration of benzphetamine.
Abstract: 1. The metabolic fate of 1-phenyl-2-(N-methyl-N-benzylamino)propane (benzphetamine) and 1-phenyl-2-(N-methyl-N-furfurylamino)propane (furfenorex) in healthy volunteers has been investigated.2. Nine metabolites with traces of the unchanged drug were detected in human urine after oral administration of benzphetamine, and five metabolites were found following administration of furfenorex. The major metabolites were 1-(p-hydroxyphenyl)-2-(N-benzylamino)propane for benzphetamine and 1-phenyl-2-(N-methyl-N-γ-valerolactonylamino)propane for furfenorex. In both cases, methamphetamine, amphetamine and their hydroxylated metabolites were also excreted as minor metabolites.3. Identified metabolites excreted in three days after administration of benzphetamine accounted for 30–44% of the dose and those excreted after administration of furfenorex, 31–46%.
TL;DR: The anorectics Didrex and Frugalan are metabolized to methamphetamine (3) (1-Phenyl-2-methylamino-propane) in man as demonstrated by GC-MS-analysis.
Abstract: Die Appetitzugler Didrex (1) [1-Phenyl-2-(N, N′-methyl-benzyl-amino)propan — Benzphetamin] und Frugalan (2) [1-Phenyl-2-(N, N′-methyl-furfuryl-amino)propan = Furfenorex] werden — wie GC-MS-Analysen ergaben — beim Menschen zu Methamphetamin (3) (1-Phenyl-2-methylamino-propan) metabolisiert. Kaufliche Muster beider Praparate enthielten neben anderen Verunreinigungen Spuren von Methamphetamin (3).
TL;DR: The metabolism of 1-phenyl-2-(N-methyl-N-furfurylamino)propane (furfenorex) was studied in the rat in vivo and in vitro, and suggested that N-demethylation and N-defurfurylation of furfenoreX were mainly mediated by cytochrome P-450 but not cyto Chrome P-448.
Abstract: 1. The metabolism of 1-phenyl-2-(N-methyl-N-furfurylamino)propane (furfenorex) was studied in the rat in vivo and in vitro.2. Nine metabolites with only traces of the unchanged drug were obtained from urine after oral administration of furfenorex to rats. The major metabolite was an acidic compound, isolated and identified as 1-phenyl-2-(N-methyl-N-γ-valerolactonylamino)propane. Amphetamine, methamphetamine and their hydroxylated metabolites were excreted as minor metabolites.3. Metabolites excreted in two days after administration of the drug amounted to about 20% of dose.4. The acidic metabolite, a major metabolite in vivo, was not detected after incubation of furfenorex with rat-liver microsomes. The major metabolic routes of furfenorex in vitro were N-demethylation and N-defurfurylation which produced 1-phenyl-2-(N-furfuryl-amino)propane (furfurylamphetamine) and methamphetamine, respectively.5. The formation of furfurylamphetamine and methamphetamine were catalysed by rat-liver microsomes supplemente...