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Other names | WIN31665; WIN-31,665; Win 31665 |
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Chemical and physical data | |
Formula | C25H31N3O4 |
Molar mass | 437.540 g·mol−1 |
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Alpertine (INN , USAN ; developmental code name WIN-31665) is a drug of the pertine group described as an antipsychotic, neuroleptic, and tranqulizer which was never marketed. [1] [2] [3]
Structurally, it is a substituted tryptamine and a piperazinylethylindole. [4] The drug is closely structurally related to other "pertines" including milipertine, oxypertine, and solypertine, which are also tryptamines and piperazinylethylindoles. [4]
The related drug oxypertine shows high affinity for the serotonin 5-HT2 and dopamine D2 receptors (Ki = 8.6 nM and 30 nM, respectively) and is also known to act as a catecholamine depleting agent. [5] [6] Oxypertine, milipertine, and solypertine all antagonize the behavioral effects of tryptamine, a serotonin receptor agonist, and apomorphine, a dopamine receptor agonist, in animals. [5] [7] Conversely however, alpertine was not effective, at least at doses of up to 10 mg/kg. [5] [7] ortho-Methoxyphenylpiperazine (oMeOPP) has been said to be a metabolite of the related drugs milipertine and oxypertine. [8] [9]
Alpertine was first described in the scientific literature by 1971. [1]
Pertines (class 7; Table 5.12) The pertines oxypertine, solypertine, milipertine, and alpertine are piperazinylethylindoles.
Furthermore, oMeOPP is a metabolite of some prescribed drugs: enciprazione, milipertine, urapidil, dropropizine and oxypertine.[1,47]