IP Library Granted Patent US 12,564,552
Granted Patent B2
US 12,564,552 · App. 17/955,895 · Granted Mar 3, 2026

Oral product with a basic amine and an ion pairing agent

Inventors: Michael Zawadzki (Clemmons, NC); Kai Tang (London, GB); Steven Lee Alderman (Lewisville, NC); Thomas H. Poole (Winston-Salem, NC)
Assignee: NICOVENTURES TRADING LIMITED
A61K9/0053A61K31/194A61K31/4439A61K45/06A61K47/38
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Quick Facts
Patent No.
US 12,564,552
App. No.
17/955,895
Granted
Mar 3, 2026
Kind
B2
Abstract

The disclosure provides a composition configured for oral use, the composition including at least one filler, water, a basic amine, and an organic acid, an alkali metal salt of an organic acid, or a combination thereof, wherein the organic acid has a log P value of from about 1 to about 12. At least a portion of the basic amine is associated with at least a portion of the organic acid or the alkali metal salt thereof. The association is in the form of a basic amine-organic acid salt, an ion pair between the basic amine and a conjugate base of the organic acid, or a combination of both. The organic acid is a monoester of a dicarboxylic acid or is a carotenoid derivative having one or more carboxylic acids.

Claims (32)

1 . A composition configured for oral use, the composition comprising:

at least one filler;

a basic amine which is nicotine;

water; and

a combination of an organic acid having a log P value from about 3 to about 12 and an alkali metal salt of an organic acid having a log P value from about 3 to about 12, wherein at least a portion of the basic amine is associated with at least a portion of the organic acid and the alkali metal salt thereof, the association in the form of an ion pair between the basic amine and a conjugate base of the organic acid, and wherein the organic acid is a menthyl or tocopherol monoester of a dicarboxylic acid;

wherein the composition is enclosed in a pouch to form a pouched product, the composition optionally being in a granular form.

2 . The composition of claim 1 , wherein the dicarboxylic acid is malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, or a combination thereof.

3 . The composition of claim 1 , wherein the organic acid is tocopherol succinate, monomenthyl succinate, monomenthyl fumarate, monomenthyl glutarate, or a combination thereof.

4 . The composition of claim 1 , wherein the composition further comprises a solubility enhancer.

5 . The composition of claim 4 , wherein the solubility enhancer is glycerol or propylene glycol.

6 . The composition of claim 1 , comprising from about 0.05, about 0.1, about 1, about 1.5, about 2, or about 5, to about 10, about 15, or about 20 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, relative to the basic amine, calculated as the amine free base.

7 . The composition of claim 1 , comprising from about 2 to about 10 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, relative to the basic amine, calculated as the amine free base.

8 . The composition of claim 1 , wherein the organic acid further comprises benzoic acid, an alkali metal salt thereof, or a combination thereof.

9 . The composition of claim 1 , wherein the alkali metal is sodium or potassium.

10 . The composition of claim 9 , wherein a ratio of the organic acid to the sodium or potassium salt of the organic acid is from about 0.1 to about 10.

11 . The composition of claim 1 , wherein the pH of the composition is from about 4.0 to about 9.0.

12 . The composition of claim 1 , wherein the pH of the composition is from about 4.5 to about 7.

13 . The composition of claim 1 , wherein the pH of the composition is from about 5.5 to about 7.

14 . The composition of claim 1 , wherein the pH of the composition is from about 4.0 to about 5.5.

15 . The composition of claim 1 , wherein the pH of the composition is from about 7.0 to about 9.0.

16 . The composition of claim 1 , wherein the nicotine is present in an amount of from about 0.001 to about 10% by weight of the composition, calculated as the free base and based on the total weight of the composition.

17 . The composition of claim 1 , wherein the at least one filler comprises a cellulose material.

18 . The composition of claim 17 , wherein the cellulose material comprises microcrystalline cellulose.

19 . The composition of claim 1 , wherein the at least one filler further comprises a cellulose derivative in an amount by weight of from about 1% to about 3%, based on the total weight of the composition.

20 . The composition of claim 19 , wherein the cellulose derivative is hydroxypropylcellulose.

21 . The composition of claim 1 , comprising:

from about 10 to about 50% of the at least one filler; and

from about 5 to about 60% by weight of water, based on the total weight of the composition.

22 . The composition of claim 1 , further comprising one or more active ingredients, one or more flavoring agents, one or more salts, one or more sweeteners, one or more binding agents, one or more humectants, one or more gums, a tobacco material, or combinations thereof.

23 . The composition of claim 1 , further comprising one or more active ingredients selected from the group consisting of nutraceuticals, botanicals, stimulants, amino acids, vitamins, and cannabinoids.

24 . The composition of claim 1 , comprising no more than about 10% by weight of a tobacco material, excluding any nicotine component present, based on the total weight of the composition.

25 . The composition of claim 1 , wherein the composition is free of tobacco material.

Continuity (2)
Provisional Application 63250631 · Sep 30, 2021
Related Publication 20230138306A1 · May 4, 2023
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