Flavors, flavor modifiers, tastants, taste enhancers, umami or sweet tastants, and/or enhancers and use thereof
The present invention relates to the discovery that certain non-naturally occurring, non-peptide amide compounds and amide derivatives, such as oxalamides, ureas, and acrylamides, are useful flavor or taste modifiers, such as a flavoring or flavoring agents and flavor or taste enhancer, more particularly, savory (the “umami” taste of monosodium glutamate) or sweet taste modifiers, —savory or sweet flavoring agents and savory or sweet flavor enhancers, for food, beverages, and other comestible or orally administered medicinal products or compositions.
1. An oxalamide compound having the formula
wherein
A is a substituted aryl or heteroaryl ring comprising five to ten ring carbon atoms;
B is a five-membered or six-membered heteroaryl;
m is 1, 2 or 3 and n is 0, 1, 2 or 3;
each R 70 and R 80 is independently selected from the group consisting of, hydroxy, fluoro, chloro, NH 2 , NHCH 3 , N(CH 3 ) 2 , COOCH 3 , SCH 3 , SEt, methyl, ethyl, isopropyl, vinyl, trifluoromethyl, methoxy, ethoxy, isopropoxy, and trifluoromethoxy, or two of R 70 together form a methylenedioxy ring; or a comestibly acceptable salt thereof.
2. The oxalamide compound of claim 1 wherein B is a pyridyl ring.
3. The oxalamide compound of claim 1 wherein the pyridyl-R 80 radical has the structure
4. The oxalamide compound of claim 1 wherein A is a phenyl ring.
5. The oxalamide compound of claim 4 wherein B is a pyridyl ring.
6. The oxalamide compound of claim 4 wherein the pyridyl-R 80 radical has the structure
7. The oxalamide compound of claim 1 , which is selected from the group consisting of
N1-(2-methoxy-4-methylbenzyl)-N2-(2-(5-methylpyridin-2-yl)ethyl) oxalamide,
N1-(2-methoxy-4-methylbenzyl)-N2-(2-(pyridin-2-yl)ethyl) oxalamide,
N1-(2,4-dimethoxybenzyl)-N2-(2-(5-methylpyridin-2-yl)ethyl) oxalamide,
N1-(2,4-dimethylbenzyl)-N2-(2-(pyridin-2-yl)ethyl) oxalamide,
N1-(2,4-dimethoxybenzyl)-N2-(2-(pyridin-2-yl)ethyl) oxalamide, and
N1-(2,3-dimethoxybenzyl)-N2-(2-pyridin-2-yl-ethyl)-oxalamide;
or a comestibly acceptable salt thereof.