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| ECHA InfoCard | 100.047.128 |
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| Formula | C20H21ClN2O4 |
| Molar mass | 388.85 g·mol−1 |
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Fipexide (Attentil,Vigilor) is apsychoactive drug of thepiperazinechemical class which was developed inItaly in 1983.[1] It was used as anootropic drug in Italy andFrance, mainly for the treatment of senile dementia,[2] but is no longer in common use due to the occurrence of rare adverse drug reactions includingfever[3] andhepatitis. Fipexide is similar in action to other nootropic drugs such aspiracetam[citation needed] and has a few similarities in chemical structure tocentrophenoxine. Chemically, it is an amide union ofparachlorophenoxyacetate andmethylenedioxybenzylpiperazine (MDBZP), and has been shown to metabolize to the latter, which plays a significant role in its effects[citation needed].
PTC alkylation ofpiperazine (1) with 2 equivalents of piperonyl chloride [25054-53-9] (2) in the presence ofcetrimonium bromide gives 1,4-bis-piperonylpiperazine [55436-41-4] (3). Base catalyzed treatment with4-Chlorophenoxyacetic acid (4) displaces one of the piperonyl groups to give fipexide (5).
