Method of producing flunarizine

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-ene-1-yl]piperazine (flunarizine). Core of invention is that flunarizine is obtained form a Fe-catalyzed combination of 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-chloroprop-2-ene-1-yl]piperazine obtained by allylation of 1-[bis(4-fluorophenyl)methyl]piperazine with industrially available (E)-1,3-dichloropropene with phenylmagnesium-halogenide in an aprotic solvent in an inert gas atmosphere in presence of an iron salt.

EFFECT: high output of flunarizine (up to 89 %), reduced cost of the process and lower toxicity of the catalyst.

5 cl, 5 ex

 



 

Same patents:

FIELD: chemistry.

SUBSTANCE: invention relates to phenyl alkyl piperazines of formula (I) , in which: R1 represents independently on each other hydrogen atom, halogen atom, (C1-C5)alkyl group, (C1-C5)halogenalkyl group, (C1-C2)perfluoroalkyl group, (C1-C5)alkoxyl group or (C1-C2)perfluoroalkoxyl group; R2 stands for (C1-C5)alkyl group or (C1-C5)alkoxyl group, R3 represents (C1-C5)alkyl group; A represents =CH- and =N-; in form of base or additive salt with acid. Invention also relates to pharmaceutical composition for modulation of activity of TNF-alpha, which contains claimed compounds, and to method of their obtaining.

EFFECT: obtained are novel compounds which can be applied in medicine as medications for treating or preventing pain and/or diseases, associated with inflammatory of immune disorders.

24 cl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a tosylate salt of trans-N-isobutyl-3-fluoro-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]cyclobutane carboxamide of formula (1):

, which exhibits histamine-3 (H3) receptor antagonist activity.

EFFECT: possibility of use in a method of treating several diseases.

12 cl, 1 tbl, 6 dwg, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to an agent, which is in form of fluorinated 1,4-naphthoquinone derivatives of general formula (I) which have cytotoxic effect on human cancer cells in a culture. In general formula (I) 1) R1=NHC(CH3)3, R2, R3=F; 2) R1=NHCH2CH2SCH3, R2, R3=F; 3) R1=N(CH2CH2)2, R2, R3=F; 4) R1=N(CH2CH2)2, R2, R3=F; 5) R1=NHCH2CH2CH2CH3, R2, R3=F; 6) R1=NHC6H5R2, R3=F; 7) R1=H(CH3)CH2CH2OH, R2, R3=F; 8) R1, R3=NHCH2CH2CH2CH3, R2=F; 9) R1=N(CH2CH2OH)2, R2, R3=F; 10) R1=NHC6H5, R2=CH3, R3=F; 11) R1=OCH3, R2, R3=F; 12) R1=NH(CH2)2SS(CH2)2NH(2-pentafluoro-1,4-naphthoqunonyl), R2, R3=F; 13) R1=NHC2H5, R2, R3=F; 14) R1=N+C5H5, R2=O; R3=F; 15) R1=NHCH2CH2OH, R2,R3=F; 16)R1, R2=OCH3, R3=F.

EFFECT: proposed compounds can be used in medicine as a base for designing drug formulations of preparations used in malignant growth therapy.

2 dwg, 4 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: compound refers to new biologically active N-2-(2'-methylphenoxy)-ethylmorpholine hydrochloride (I) of formula . The compound is produced from reacted 1-bromine-2-(2'-methylphenoxy)ethane and morpholine. The produced compound represents a white crystalline matter, soluble in hot water, ethanol, chloroform, dimethyl sulphoxide, dimethyl formamide.

EFFECT: there is produced a new long-lasting hypotensive compound.

1 tbl

The invention relates to the field of synthesis of medicinal substances, specifically, to obtain the dihydrochloride of 1-(2,3,4-trimethoxybenzyl)piperazine (I), which is the substance of a drug Trimetazidine

FIELD: chemistry.

SUBSTANCE: compound refers to new biologically active N-2-(2'-methylphenoxy)-ethylmorpholine hydrochloride (I) of formula . The compound is produced from reacted 1-bromine-2-(2'-methylphenoxy)ethane and morpholine. The produced compound represents a white crystalline matter, soluble in hot water, ethanol, chloroform, dimethyl sulphoxide, dimethyl formamide.

EFFECT: there is produced a new long-lasting hypotensive compound.

1 tbl

FIELD: chemistry.

SUBSTANCE: invention relates to an agent, which is in form of fluorinated 1,4-naphthoquinone derivatives of general formula (I) which have cytotoxic effect on human cancer cells in a culture. In general formula (I) 1) R1=NHC(CH3)3, R2, R3=F; 2) R1=NHCH2CH2SCH3, R2, R3=F; 3) R1=N(CH2CH2)2, R2, R3=F; 4) R1=N(CH2CH2)2, R2, R3=F; 5) R1=NHCH2CH2CH2CH3, R2, R3=F; 6) R1=NHC6H5R2, R3=F; 7) R1=H(CH3)CH2CH2OH, R2, R3=F; 8) R1, R3=NHCH2CH2CH2CH3, R2=F; 9) R1=N(CH2CH2OH)2, R2, R3=F; 10) R1=NHC6H5, R2=CH3, R3=F; 11) R1=OCH3, R2, R3=F; 12) R1=NH(CH2)2SS(CH2)2NH(2-pentafluoro-1,4-naphthoqunonyl), R2, R3=F; 13) R1=NHC2H5, R2, R3=F; 14) R1=N+C5H5, R2=O; R3=F; 15) R1=NHCH2CH2OH, R2,R3=F; 16)R1, R2=OCH3, R3=F.

EFFECT: proposed compounds can be used in medicine as a base for designing drug formulations of preparations used in malignant growth therapy.

2 dwg, 4 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a tosylate salt of trans-N-isobutyl-3-fluoro-3-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]cyclobutane carboxamide of formula (1):

, which exhibits histamine-3 (H3) receptor antagonist activity.

EFFECT: possibility of use in a method of treating several diseases.

12 cl, 1 tbl, 6 dwg, 1 ex

FIELD: chemistry.

SUBSTANCE: invention relates to phenyl alkyl piperazines of formula (I) , in which: R1 represents independently on each other hydrogen atom, halogen atom, (C1-C5)alkyl group, (C1-C5)halogenalkyl group, (C1-C2)perfluoroalkyl group, (C1-C5)alkoxyl group or (C1-C2)perfluoroalkoxyl group; R2 stands for (C1-C5)alkyl group or (C1-C5)alkoxyl group, R3 represents (C1-C5)alkyl group; A represents =CH- and =N-; in form of base or additive salt with acid. Invention also relates to pharmaceutical composition for modulation of activity of TNF-alpha, which contains claimed compounds, and to method of their obtaining.

EFFECT: obtained are novel compounds which can be applied in medicine as medications for treating or preventing pain and/or diseases, associated with inflammatory of immune disorders.

24 cl, 3 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-ene-1-yl]piperazine (flunarizine). Core of invention is that flunarizine is obtained form a Fe-catalyzed combination of 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-chloroprop-2-ene-1-yl]piperazine obtained by allylation of 1-[bis(4-fluorophenyl)methyl]piperazine with industrially available (E)-1,3-dichloropropene with phenylmagnesium-halogenide in an aprotic solvent in an inert gas atmosphere in presence of an iron salt.

EFFECT: high output of flunarizine (up to 89 %), reduced cost of the process and lower toxicity of the catalyst.

5 cl, 5 ex

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