Levopropylhexedrine Explained

Levopropylhexedrine (Eventin) is an adrenergic alkylamine that was used as an anorectic in Germany^{[1] [2]} and was first patented for medical use by Smith Kline & French in 1947.^[3] It has also been used in the anticonvulsant preparation barbexaclone in combination with phenobarbital to offset sedation.^{[4] [5] [6]} Levopropylhexedrine is the levorotatory S-enantiomer of propylhexedrine. The dextrorotatory counterpart is known as dextropropylhexedrine.

Synthesis

The enantiopure synthesis of levopropylhexedrine may be accomplished in a two step reaction. The first step is the Wenker synthesis of the relevant aziridine. The second step is the simple catalytic hydrogenation of the propylhexedrine-aziridine.^[7]

See also

• Barbexaclone
• Propylhexedrine

Notes and References

1. Book: Swiss Pharmaceutical Society . Index Nominum 2000: International Drug Directory (Book with CD-ROM) . Medpharm Scientific Publishers . Boca Raton . 2000 . 3-88763-075-0 .
2. Hofer R, Locker A . Über therapeutische Erfahrungen mit dem Appetitzügler Eventin . Therapeutic experiences with the appetite depressant eventin . de . Wiener Medizinische Wochenschrift . 108 . 14 . 304–6 . 1958 . 13558159 .
3. US 2454746 Cyclohexylalkylamines
4. Oliveira C, Fernandes I, De Lima JM, Musse R . Ensaio clínico com barbexaclone nas epilepsias . Clinical trial with barbexaclone in epilepsies . pt . Arquivos de Neuro-Psiquiatria . 35 . 1 . 68–72 . 1977 . 14606 . 10.1590/s0004-282x1977000100008. free .
5. Iven H, Feldbusch E . Pharmacokinetics of phenobarbital and propylhexedrine after administration of barbexaclone in the mouse . Naunyn-Schmiedeberg's Archives of Pharmacology . 324 . 2 . 153–9 . 1983 . 6139756 . 10.1007/bf00497022. 25628466 .
6. Book: Seyffart, G. . Drug dosage in renal insufficiency . Kluwer Academic Publishers . Boston . 1991 . 0-7923-0964-2 .
7. Haberl . R. . 1958-11-01 . Über eine neue Bildungsweise des 1,2-Dimethyl-3-phenyl-äthylenimins . Monatshefte für Chemie und verwandte Teile anderer Wissenschaften . de . 89 . 6 . 814–816 . 10.1007/BF00902540 . 1434-4475.