Nepinalone
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| Formula | C18H25NO |
| Molar mass | 271.404 g·mol−1 |
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Nepinalone is a cough suppressant. Its brand names include Placatus, Tussolvina, and Nepitus.
The effect is evident after 20–30 minutes after administration and persists for at least 4 hours. It acts primarily at the level of the CNS, but also shows a slight activity in inhibiting the bronchospasm. In such use, it is less effective than codeine and more effective than dextromethorphan in inhibiting the tussive stimulus. [1]
Synthesis
The starting material is called 2-Phenylpropanoyl Chloride [22414-26-2]. This is reacted with ethylene in the presence of aluminum trichloride catalyst to give 1-methyl-2-tetralone [66405-14-9] (1). Base catalyzed alkylation of this with 1-(2-chloroethyl)piperidine [1932-03-2] (2) gives Nepinalone (3).
References
- ^ GB1140990 idem Raffaello Fusco & Franco Tenconi, U.S. patent 3,576,811 (1971 to Warner Lambert Co LLC).
- ^ Franco Tenconi, Silvana Furfaro, EP 0507001 (1992 to BIOINDUSTRIA FARMACEUTICI S.p.A.).
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