Claims
- 1. A sweetener, comprising an effective sweetening amount of a compound having the formula I ##STR21## wherein Hal is chlorine or bromine; and
- Z is a carboxyl group or the group ##STR22## wherein P is 1 and L is 0 or 1, with the proviso that L is 0 when K is 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom;
- Y is a hydrogen atom or a lower alkyl group of 1-4 carbon atoms, or when either M or N is other than 0, a hydroxy group, a C.sub.1-6 alkoxy group or a C.sub.1-4 acyloxy group, or when N is 1 and M is other than 0, X and Y together represent an additional carbon-carbon bond; or
- P and L are each 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom;
- Y is a hydrogen atom, a lower alkyl group of 1-4 carbon atoms, a hydroxy group, a C.sub.1-6 alkoxy group, a C.sub.1-4 acyloxy group or, when N is 1, X and Y together represents an additional carbon-carbon bond; or a salt thereof with an inorganic base;
- and a non-toxic vehicle.
- 2. In a method of sweetening a composition wherein a natural or synthetic sweetening agent is added to the composition to impart a sweet taste thereto, the improvement comprising using as said sweetening agent a compound having the formula I ##STR23## wherein Hal is chlorine, bromine, or iodine; and
- Z is a carboxyl group or the group ##STR24## wherein P is 1 and L is 0 or 1, with the proviso that L is 0 when K is 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom;
- Y is a hydrogen atom or a lower alkyl group of 1-4 carbon atoms, or when either M or N is other than 0, a hydroxy group, a C.sub.1-6 alkoxy group or a C.sub.1-4 acyloxy group, or when N is 1 and M is other than 0, X and Y together represent an additional carbon-carbon bond; or
- P and L are each 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom;
- Y is a hydrogen atom, a lower alkyl group of 1-4 carbon atoms, a hydroxy group, a C.sub.1-6 alkoxy group, a C.sub.1-4 acyloxy group or, when N is 1, X and Y together represents an additional carbon-carbon bond;
- or a salt thereof with an inorganic base.
- 3. A method of reducing the intake of sugar in the diet of a human or an animal, comprising substituting for at least a portion of the sugar in said diet a sweetener according to claim 1.
- 4. A method of reducing the caloric content of the diet of a human or an animal, comprising substituting for at least a portion of the caloric sweeteners in said diet a sweetener according to claim 1.
- 5. An ingestible composition, comprising as a sweetening agent an effective sweetening amount of a sweetener according to claim 1.
- 6. A sweetener according to claim 1, wherein in Formula I, Z is ##STR25##
- 7. A sweetener according to claim 1, wherein in Formula I, Y is H, OCH.sub.3, OC.sub.2 H.sub.5, O--n--C.sub.5 H.sub.11, CH.sub.3, C.sub.2 H.sub.5, acetoxy or propanoyloxy.
- 8. A sweetener according to claim 1, wherein in Formula I, Hal is a chlorine or bromine atom; and Z is a carboxyl group or the group ##STR26## wherein P and L are each independently 0 or 1, with the proviso that L is 0 when either P or K is 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom; and
- Y is a hydrogen atom or a lower alkyl group of 1-4 carbon atoms, or when either M or N is other than 0, a hydroxy group, a C.sub.1-6 alkoxy group or a C.sub.1-4 acyloxy group, or when N is 1 and M is other than 0, X and Y together form an additional carbon-carbon bond.
- 9. The sweetener of claim 1, wherein said compound is 3-carbamoyl-2,4,6-tribromophenoxyacetic acid.
- 10. The sweetener of claim 1, wherein said compound is 4-(3-carbamoyl-2,4,6-tribromophenoxy)butyric acid.
- 11. The sweetener of claim 1, wherein said compound is 3-carbamoyl-2,4,6-trichlorophenoxyacetic acid.
- 12. The sweetener according to claim 1, wherein said compound is 4-(3-carbamoyl-2,4,6-trichlorophenoxy)butyric acid.
- 13. The sweetener according to claim 1, wherein said compound is 5-(3-carbamoyl-2,4,6-trichlorophenoxy)-3-oxapentanoic acid.
- 14. The sweetener according to claim 1, wherein said compound is 3-(3-carbamoyl-2,4,6-tribromophenyl)-propionic acid.
- 15. The sweetener according to claim 1, wherein said compound is 3-(3-carbamoyl-2,4,6-trichlorophenyl)-propionic acid.
- 16. The sweetener according to claim 1, wherein said compound is 3-carbamoyl-2,4,6-trichlorophenylacetic acid.
- 17. The sweetener according to claim 1, wherein said compound is 3-carbamoyl-2,4,6-tribromophenylacetic acid.
- 18. The sweetener according to claim 1, wherein said compound is 3-(3-carbamoyl-2,4,6-tribromophenyl)-2-methoxypropionic acid.
- 19. A method according to claim 2, wherein in Formula I, Z is ##STR27##
- 20. A method according to claim 2, wherein in Formula I, Y is H, OCH.sub.3, OC.sub.2 H.sub.5, O--n--C.sub.5 H.sub.11, CH.sub.3, C.sub.2 H.sub.5, acetoxy or propanoyloxy.
- 21. A method according to claim 2, wherein in Formula I, Hal is a chlorine or bromine atom; and Z is a carboxyl group or the group ##STR28## wherein P and L are each independently 0 or 1, with the proviso that L is 0 when either P or K is 0;
- K is 0, 2, 3 or 4;
- M is 0, 1, 2 or 3;
- N is 0 or 1;
- X is a hydrogen atom; and
- Y is a hydrogen atom or a lower alkyl group of 1-4 carbon atoms, or when either M or N is other than 0, a hydroxy group, a C.sub.1-6 alkoxy group or a C.sub.1-4 acyloxy group, or when N is 1 and M is other than 0, X and Y together form an additional carbon-carbon bond.
Priority Claims (2)
Number |
Date |
Country |
Kind |
3048918 |
Dec 1980 |
DEX |
|
3145395 |
Nov 1981 |
DEX |
|
Parent Case Info
This is a division of application Ser. No. 333,364 filed Dec. 22, 1981, now U.S. Pat. No. 4,429,152.
US Referenced Citations (3)
Number |
Name |
Date |
Kind |
3452134 |
Tilly et al. |
Jun 1969 |
|
3825591 |
Felder et al. |
Jul 1974 |
|
3914294 |
Bernstein et al. |
Oct 1976 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
1568959 |
Aug 1967 |
DEX |
Divisions (1)
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Number |
Date |
Country |
Parent |
333364 |
Dec 1981 |
|