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Claims for Patent: 5,578,621

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Claims for Patent: 5,578,621

Title: Benzamide derivatives
Abstract:The present invention relates to a new compound of formula I ##STR1## with one of the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 representing OH, whereas the remaining symbols represent H; to a pharmaceutical composition containing the said compound, and to the use of said compound as anti-parasital, anti-bacterial, anti-fungal agent. The Prior Art Nitrothiazole compound PH 5776 (2-(acetolyloxy)-N-(5-nitro 2-thiazolyl) benzamide) is a compound of formula II ##STR2## in which R.sub.1 =O--COCH3 R.sub.2 =R.sub.3 =R.sub.4 =R.sub.5 =H The preparation and uses of this compound are disclosed in U.S. Pat. No. 3,950,351, as well as in publication made by Applicant. In U.S. Pat. No. 3,950,351, the compound of formula II is prepared by reacting ##STR3## This reaction is not suitable for the preparation of pure compound of formula I ##STR4## in which one of the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent OH, whereas the remaining symbols represent H. Moreover, contrary to what could be expected from the prior art, i.e. that the presence of an acyloxy group was necessary for rendering the compound active and efficient against bacteria, parasites, . . . , it has now been found that the compound of formula I ##STR5## with one of the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 representing OH, whereas the remaining symbols represent H; had an excellent efficiency against parasites, bacteria, fungus although it does not contain an acyloxy group. The compound of formula I had a substantially immediate action against parasite, fungus, bacteria.
Inventor(s): Rossignol; Jean-Francois (Clearwater, FL)
Assignee:
Application Number:08/301,407
Patent Claims: 1. A pharmaceutical composition which comprises, as active agent, a mixture of the compound of formula (I): ##STR16## and a compound of formula (II): ##STR17##

2. The pharmaceutical composition of claim 1, wherein the compound of the formula (I) is present in an amount of 1 to 20% by weight of the mixture.

3. The pharmaceutical composition of claim 1, wherein the compound of the formula (I) is present in an amount of 1 to 10% by weight of the mixture.

4. A method for treating parasite infections comprising administering to a host in need of treatment an effective amount of a mixture of a compound of formula (I):

and a compound of formula (II): ##STR18##

5. A method of treating bacterial infections comprising administering to a host in need of treatment an effective amount of a mixture of a compound of formula (I): ##STR19## and a compound of formula (II): ##STR20##

6. A method for treating fungal infections comprising administering to a host in need of treatment an effective amount of a mixture of a compound of formula (I): ##STR21## and a compound of formula (II): ##STR22##

7. A method for increasing the efficacy of 2-(acetolyloxy)-N-(5-nitro 2-thiazolyl) benzamide comprising administering said 2-(acetolyloxy)-N-(5-nitro 2-thiazolyl) with an effective amount of a compound of formula (I): ##STR23##
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