PTC alkylation of piperazine (1) with 2 equivalents of piperonyl chloride [25054-53-9] (2) in the presence of cetrimonium bromide gives 1,4-bis-piperonylpiperazine [55436-41-4] (3). Base catalyzed treatment with 4-Chlorophenoxyacetic acid (4) displaces one of the piperonyl groups to give fipexide (5).
^Missale C, Pasinetti G, Govoni S, Spano PF, Trabucchi M (February 1983). "[Fipexide: a new drug for the regulation of dopaminergic system at the macromolecular level]". Bollettino Chimico Farmaceutico (in Italian). 122 (2): 79–85. PMID 6871040.
^Bompani R, Scali G (1986). "Fipexide, an effective cognition activator in the elderly: a placebo-controlled, double-blind clinical trial". Current Medical Research and Opinion. 10 (2): 99–106. doi:10.1185/03007998609110426. PMID 3519097.
^Guy C, Blay N, Rousset H, Fardeau V, Ollagnier M (1990). "[Fever caused by fipexide. Evaluation of the national pharmacovigilance survey]". Therapie (in French). 45 (5): 429–31. PMID 2260037.
^Gardini, G. P.; Palla, G.; Scapini, G.; Cesaroni, M. R. (2006). "Convenient Synthesis of N-Benzyl-N′-acyl-piperazines". Synthetic Communications. 12 (11): 887–890. ISSN 0039-7911. doi:10.1080/00397918208065967.
^Gian P. Gardini, Giancarlo Scapini, Armando Raimondi, Placido Poidomani, U.S. Patent 4,225,714 (1980 to Farmaceutici Geymonat Sud S.P.A.).
December 15, 2023
fipexide, attentil, vigilor, psychoactive, drug, piperazine, chemical, class, which, developed, italy, 1983, used, nootropic, drug, italy, france, mainly, treatment, senile, dementia, longer, common, occurrence, rare, adverse, drug, reactions, including, fever. Fipexide Attentil Vigilor is a psychoactive drug of the piperazine chemical class which was developed in Italy in 1983 1 It was used as a nootropic drug in Italy and France mainly for the treatment of senile dementia 2 but is no longer in common use due to the occurrence of rare adverse drug reactions including fever 3 and hepatitis Fipexide is similar in action to other nootropic drugs such as piracetam citation needed and has a few similarities in chemical structure to centrophenoxine Chemically it is an amide union of parachlorophenoxyacetate and methylenedioxybenzylpiperazine MDBZP and has been shown to metabolize to the latter which plays a significant role in its effects citation needed FipexideClinical dataATC codeN06BX05 WHO IdentifiersIUPAC name 1 4 1 3 benzodioxol 5 ylmethyl piperazin 1 yl 2 4 chlorophenoxy ethanoneCAS Number34161 24 5 YPubChem CID3351ChemSpider3234 YUNIITG44VME01DKEGGD07345 YChEMBLChEMBL254857 YCompTox Dashboard EPA DTXSID5044657ECHA InfoCard100 047 128Chemical and physical dataFormulaC 20H 21Cl N 2O 4Molar mass388 85 g mol 13D model JSmol Interactive imageSMILES Clc4ccc OCC O N1CCN CC1 Cc2ccc3OCOc3c2 cc4InChI InChI 1S C20H21ClN2O4 c21 16 2 4 17 5 3 16 25 13 20 24 23 9 7 22 8 10 23 12 15 1 6 18 19 11 15 27 14 26 18 h1 6 11H 7 10 12 14H2 YKey BFUJHVVEMMWLHC UHFFFAOYSA N Y verify Synthesis edit nbsp Synthesis 4 Patents 5 6 PTC alkylation of piperazine 1 with 2 equivalents of piperonyl chloride 25054 53 9 2 in the presence of cetrimonium bromide gives 1 4 bis piperonylpiperazine 55436 41 4 3 Base catalyzed treatment with 4 Chlorophenoxyacetic acid 4 displaces one of the piperonyl groups to give fipexide 5 See also editSubstituted piperazine Befuraline PiberalineReferences edit Missale C Pasinetti G Govoni S Spano PF Trabucchi M February 1983 Fipexide a new drug for the regulation of dopaminergic system at the macromolecular level Bollettino Chimico Farmaceutico in Italian 122 2 79 85 PMID 6871040 Bompani R Scali G 1986 Fipexide an effective cognition activator in the elderly a placebo controlled double blind clinical trial Current Medical Research and Opinion 10 2 99 106 doi 10 1185 03007998609110426 PMID 3519097 Guy C Blay N Rousset H Fardeau V Ollagnier M 1990 Fever caused by fipexide Evaluation of the national pharmacovigilance survey Therapie in French 45 5 429 31 PMID 2260037 Gardini G P Palla G Scapini G Cesaroni M R 2006 Convenient Synthesis of N Benzyl N acyl piperazines Synthetic Communications 12 11 887 890 ISSN 0039 7911 doi 10 1080 00397918208065967 Anon FR 7524M 1969 12 15 Gian P Gardini Giancarlo Scapini Armando Raimondi Placido Poidomani U S Patent 4 225 714 1980 to Farmaceutici Geymonat Sud S P A Retrieved from https en wikipedia org w index php title Fipexide amp oldid 1159797189, wikipedia, wiki, book, books, library,
