IP Library › Granted Patent US 11,291,231
Granted Patent B2
US 11,291,231 · App. 15/647,934 · Granted Apr 5, 2022

Taste modifying product

Inventors: Eric Frerot (Geneva, CH); Kasia Aeberhardt (Geneva, CH)
Assignee: Firmenich SA
A23L27/204A23L27/2052A23L27/88C07C235/34C07D317/60
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Quick Facts
Patent No.
US 11,291,231
App. No.
15/647,934
Granted
Apr 5, 2022
Kind
B2
Abstract

The present invention relates to the use of a compound according to formula (I) in the form of any one of its stereoisomers or a mixture thereof, and wherein n is an integer from 0 to 2; the dotted line represents a carbon-carbon single or double bond; and each of R 1 to R 4 , when taken independently from each other, represents a hydrogen atom or represents a R 5 or OR 5 group, R 5 representing a C 1 to C 5 , or even a C 1 to C 3 , alkyl group; and optionally one of the groups R 1 to R 4 represents —OH; and/or when R 1 and R 2 are taken together, and/or R 3 and R 4 are taken together, represent a OCH 2 O group, provided said groups taken together are adjacent substituents of the phenyl group; as an ingredient to confer, enhance, improve or modify the kokumi or umami taste of a flavored article.

Claims (42)

1. A composition comprising:

i) a compound of formula (II)

wherein:

R 3 is a hydrogen atom or a C 1 to C 5 alkyl group,

R 4 is a C 1 to C 5 alkyl group or an OR 6 group, and

R 6 is a C 1 to C 5 alkyl group;

wherein the compound of formula (II) is present in the composition at a concentration ranging from 0.5 to 300 ppm; and

ii) a flavor carrier; and

iii) an umami-imparting ingredient selected from the group consisting of monosodium glutamate (MSG), a ribotide, inosine monophosphate, guanosine monophosphate, and combinations thereof.

2. A flavored article comprising:

i) a compound of formula (II)

wherein:

R 3 is a hydrogen atom or a C 1 to C 5 alkyl group,

R 4 is a C 1 to C 5 alkyl group or an OR 6 group, and

R 6 is a C 1 to C 5 alkyl group;

wherein the compound of formula (II) is present in the flavored article at a concentration ranging from 0.5 to 300 ppm; and

ii) a foodstuff base; and

iii) an umami-imparting ingredient selected from the group consisting of monosodium glutamate (MSG), a ribotide, inosine monophosphate, guanosine monophosphate, and combinations thereof.

3. The flavored article according to claim 2 , wherein the foodstuff base is a seasoning, a condiment, a meat-based product, a soup, a carbohydrate-based product, a dairy product, a fat product, a savory product, an imitation product, a pet food, or an animal food.

4. The flavored article according to claim 2 , wherein the flavored article is a stock; a savory cube; a powder mix; a flavored oil; a sauce; a salad dressing; a mayonnaise; a poultry product; a beef product; a pork based product; a seafood product; a surimi product; a fish product; a clear soup; a cream soup; a chicken soup; a beef soup; a tomato soup; an asparagus soup; instant noodles; rice; pasta; potatoes flakes; fried noodles; pizza; tortillas; wraps; a spread; a cheese; a regular margarine; a low fat margarine; a butter/margarine blend; a butter; a peanut butter; a shortening; a processed cheese; a flavored cheese; a snack; a biscuit; an egg product; a potato chip; a tortilla chip; a microwave popcorn; nuts; a bretzel; a rice cake; a rice cracker; a cheese made from oils; fats; thickeners; a vegetarian meat replacer; or a vegetarian burger.

5. The composition of claim 1 , wherein: R 3 is a hydrogen atom or a C 1-3 alkyl group; R 4 is a C 1-3 alkyl group or an OR 6 group; and R 6 is a C 1 to C 3 alkyl group.

6. The composition of claim 5 , wherein the compound of formula (II) is:

(E)-3-(3,4-dimethoxyphenyl)-N-(4-methoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-methoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-ethoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-propoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-isopropoxy-phenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-ethylphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3,4-dimethylphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-isopropylphenethyl)acrylamide; or

(E)-3-(3,4-dimethoxyphenyl)-N-(3-methylphenethyl)acrylamide.

7. The flavored article of claim 2 , wherein: R 3 is a hydrogen atom or a C 1-3 alkyl group; R 4 is a C 1-3 alkyl group or an OR 6 group; and R 6 is a C 1 to C 3 alkyl group.

8. The flavored article of claim 7 , wherein the compound of formula (II) is:

(E)-3-(3,4-dimethoxyphenyl)-N-(4-methoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-methoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-ethoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3-propoxyphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-isopropoxy-phenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-ethylphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(3,4-dimethylphenethyl)acrylamide;

(E)-3-(3,4-dimethoxyphenyl)-N-(4-isopropylphenethyl)acrylamide; or

(E)-3-(3,4-dimethoxyphenyl)-N-(3-methylphenethyl)acrylamide.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 17, 2018
From: FREROT, ERIC; AEBERHARDT, KASIA
To: FIRMENICH SA
Reel/Frame 046371/0981 →
Priority Claims (2)
EP 11172035 · Jun 30, 2011 · regional
EP 12151273 · Jan 16, 2012 · regional
Continuity (2)
Continuation 14125721
Related Publication 20170332683A1 · Nov 23, 2017