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US 4,302,472 AGranted
Substituted N-(.beta.-alkoxy-ethyl)-N-(4-phenoxy-benzyl)-dichloro-acetamides and process for their preparation
AssigneeFarmitalia Carlo Erba S.p.A.
InventorsPaolo Cozzi, Piero Menchetti, Ivo de Carneri, Franca Trane
Life of this patent
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Abstract
Substituted N-(.beta.-Alkoxy-Ethyl)-N-(4-Phenoxy Benzyl)-Dichoroacetamides are provided for the chemotherapeutic treatment of amebiasis.
Claims8
A compound of the formula ##STR37## wherein R is C.sub.1 -C.sub.6 alkyl;
- Y is (a) ##STR38## wherein R' is hydrogen or C.sub.1 -C.sub.6 alkyl, and
- R.sub.1 is
- (1) C.sub.1 -C.sub.12 alkyl
- (a') unsubstituted or
- (b') substituted by one or more substituents selected from the group consisting of (1) halogen, (2) carboxy, (3) carbamoyl, (4) methylthio, (5) --OR', wherein R' is hydrogen or C.sub.1 -C.sub.6 alkyl, (6) ##STR39## wherein R' and R" are independently hydrogen or C.sub.1 -C.sub.6 alkyl and (7) phenyl, which is unsubstituted or substituted by one or more hydroxy groups;
- or
- (2) phenyl,
- (a') unsubstituted or
- (b') substituted by one or more substituents selected from the group consisting of (1') halogen, (2'), C.sub.1 -C.sub.6 alkyl, (3') trihalo-C.sub.1 -C.sub.6 --alkyl, (4') nitro, (5')--OR' wherein R' is
- hydrogen or C.sub.1 -C.sub.6 and (6') ##STR40## wherein R' and R" are independently hydrogen or C.sub.1 -C.sub.6 alkyl or a pharmaceutically or veterinarily acceptable salt thereof.
7 more elements
A compound of the formula ##STR41## wherein R is C.sub.1 -C.sub.3 alkyl;
- Y is ##STR42## wherein R.sub.1 is (a') C.sub.1 -C.sub.6 alkyl unsubstituted or substituted by one or more substituents selected from the group consisting of halogen, methylthio, carboxy, carbamoyl, unsubstituted phenyl, hydroxy, amino and phenyl;
- or a pharmaceutically or veterinarily acceptable salt thereof.
A compound selected from the group-consisting of:
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-acetamido)-benzyl]-dichloroacetami de;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-chloroacetamido)-benzyl]-dichloroa cetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-dichloroacetamido)-benzyl]-dichlor oacetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-trifluoroacetamido)-benzyl]-dichlo roacetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-propionyiamino)-benzyl]-dichloroac etamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-pyvaloylamino)-benzyl]-dichloroace tamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-benzoylamino)-benzyl]-dichloroacet amide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-glycinylamino)-benzyl]-dichloroace tamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-norvalinylamino)-benzyl]-dichloroa cetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-alanylamino)-benzyl]-dichloroaceta mide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-valinylamino)-benzyl]-dichloroacet amide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-leucinylamino)-benzyl]-dichloroace tamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-.beta.-alanylamino)-benzyl]-dichlo roacetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-.gamma.-amino-butyrylamino)-benzyl ]-dichloroacetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-lysinylamino)-benzyl]-dichloroacet amide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-serinylamino)-benzyl]-dichloroacet amide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-methionylamino)-benzyl]-dichloroac etamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-tyrosinylamino)-benzyl]-dichloroac etamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-aspartylamino)-benzyl]-dichloroace tamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-asparagylamino)-benzyl]-dichloroac etamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-glutamylamino)-benzyl]-dichloroace tamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-glutaminylamino)-benzyl]-dichloroa cetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-lactoylamino)-benzyl]-dichloroacet amide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-hydroxy-acetamido)-benzyl]-dichlor oacetamide;
- N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-.alpha.-hydroxy-butyrylamino)-benz yl]-dichloroacetamide;
- or the pharmaceutically or veterinarily acceptable salt thereof.
23 more elements
The compound N-(.beta.-ethoxy-ethyl)-N-[4-phenoxy-(4'-acetamido)-benzyl]-dichloroacetam ide.
Dependencies are inferred from the claim text.