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Home Weight Loss and Supplements Bis-alkanoyl-esters-of-carnitine-having-bactericidal-fungicidal-and-antiprotozoal-activity

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 Bis alkanoyl esters of carnitine having bactericidal, fungicidal and antiprotozoal activity

Details
Inventors: Scafetta, Nazareno; Tinti, Maria Ornella; De Angelis, Francesco; Gramiccioli, Gian Carlo;
Assignee:
Primary Examiner: Levy; Neil S.
Assistant Examiner:
Attorney, Agent or Firm: McDonnell, Boehnen, Hulbert & Berghoff

DL-, D- or L-carnitine esters of formula ##STR1## wherein R, Y and X.sup.- have the meaning shown in the specification which possess potent bactericidal, fungicidal and antiprozoal activity, processes for their preparation and compositions topically applicable for treating infections of the skin, outer ear and mucosa, are disclosed.

DETAILED DESCRIPTION We claim: 1.
A DL-, D- or L-carnitine ester of formula (I) ##STR10## wherein: R is a straight or branched, saturated or unsaturated alkanoyl group having 2-16 carbon atoms; Y is a straight or branched alkylene chain having 3-6 carbon atoms, or ortho, meta or para-xylilene; and X.
sup.
- is the anion of a pharmacologically acceptable acid.
2.
The ester of claim 1, wherein R is an alkanoyl group having 9-13 carbon atoms.
3.
The ester of claim 1, wherein Y is selected from trimethylene, tetramethylene, pentamethylene and hexamethylene.
4.
The ester of claim 1, wherein X.
sup.
- is selected from chloride, bromide, methanesulfonate, phosphate, acid fumarate, fumarate, acid tartrate and tartrate.
5.
An ester of claim 1, selected from the group consisting of bis(undecanoyl-L-carnitine chloride)p-xylilene diester, bis(tridecanoyl-L-carnitine chloride)trimethyl diester, bis(undecanoyl-L-carnitine chloride)o-xylilene diester, bis(undecanoyl-L-carnitine chloride)m-xylilene diester, bis(undecanoyl-D-carnitine chloride)p-xylilene diester; bis(decanoyl-L-carnitine chloride; bis(decanoyl-D-carnitine chloride); bis(dodecanoyl-L-carnitine chloride); and bis(dodecanoyl-D-carnitine chloride).
6.
A pharmaceutical composition comprising a compound of formula (I): ##STR11## wherein: R is a straight or branched, saturated or unsaturated alkanoyl group having 2-16 carbon atoms; Y is a straight of branched alkylene chain having 3-6 carbon atoms, or ortho, meta or para-xylilene; and X is a anion of a pharmacologically acceptable acid; and a pharmacologically acceptable excipient thereof.
7.
A composition of claim 6, comprising a compound of Formula (I) from 0.
5 to 2% by weight and a pharmacologically acceptable excipient thereof.
8.
A method for treating a cutaneous or mixed cutaneous infection comprising application of a pharmaceutical composition of claim 6 to an infected tissue.
9.
A composition of claim 7 or 8, wherein said composition is selected from the group consisting of a cream, ointment, gel, lotion and a solution



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