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US 9,067,927 B2Granted
(R)-Nifuratel, its use for the treatment of infections and synthesis of (R) and (S)-Nifuratel
AssigneePolichem SA
InventorsStefania Gagliardi, Alessandra Consonni, Federico Mailland, Anna Bulgheroni
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Abstract
(R)-Nifuratel is disclosed together with its use as bactericide and bacteriostatic agent as well as the pharmaceutical compositions containing the same; (R)-nifuratel has been surprisingly found to possess a better antimicrobial profile than either nifuratel racemate or (S)-nifuratel. A new procedure for the synthesis of both (R)-Nifuratel and (S)-Nifuratel is also disclosed.
Claims48
A process for the manufacture of (S)-Nifuratel which comprises the following steps:
- (a) reacting (S)-2-(benzyloxymethyl)oxirane with hydrazine to obtain compound 1;
- (b) converting compound 1 into compound 2;
- (c) de-benzylating compound 2 to obtain compound 3;
- (d) converting compound 3 into compound 4;
- (e) converting compound 4 into (S)-Nifuratel.
2 more elements
Dependencies are inferred from the claim text.