Nicotine salts, co-crystals, and salt co-crystal complexes

Patent metadata

Field	Value
Publication number	US-11225468-B2
Application number	US-201916692514-A
Country	US
Kind code	B2
Filing date	Nov 22, 2019
Priority date	May 27, 2014
Publication date	Jan 18, 2022
Grant date	Jan 18, 2022

Abstract

The invention provides certain nicotine salt co-crystals and provides novel polymorphic forms of certain nicotine salts. In particular, certain nicotine salt-co-crystals are described, including nicotine and two different coformers. The invention further provides methods of preparation and characterization of nicotine salts, co-crystals, and salt co-crystals. In addition, tobacco products, including smoking articles, smokeless tobacco products, and electronic smoking articles comprising nicotine salts, co-crystals, and/or salt co-crystals are also provided.

First claim

What is claimed:

1. A salt-co-crystal selected from the group consisting of:
a salt-co-crystal of nicotine, orotic acid, and succinic acid; and
a salt-co-crystal of nicotine, fumaric acid, and nicotinamide.

2. An electronic smoking article comprising an inhalable substance medium contained within a cartridge body and a heating member positioned to provide heat to at least a portion of the inhalable substance medium, wherein the inhalable substance medium comprises one or more of
a salt-co-crystal of nicotine, L-malic acid, and succinic acid;
a salt-co-crystal of nicotine, orotic acid, and succinic acid; and
a salt-co-crystal of nicotine, fumaric acid, and nicotinamide.

3. The electronic smoking article of claim 2 , wherein the inhalable substance medium further comprises one or more of glycerin, water, and a flavorant.

4. The electronic smoking article of claim 2 , wherein the amount of salt-co-crystal is that amount sufficient to provide nicotine in an amount of about 0.01 mg to about 0.5 mg per puff on the article.

5. A smokeless tobacco product comprising one or more of the salt-co-crystals of claim 1 .

6. The smokeless tobacco product of claim 5 , selected from the group consisting of loose moist snuff (e.g., snus); loose dry snuff; chewing tobacco; pelletized tobacco pieces; extruded or formed tobacco strips, pieces, rods, cylinders or sticks; finely divided ground powders; finely divided or milled agglomerates of powdered pieces and components; flake-like pieces; molded tobacco pieces; gums; rolls of tape-like films; readily water-dissolvable or water-dispersible films or strips; meltable compositions; lozenges; pastilles; and capsule-like materials possessing an outer shell and an inner region.

7. A pharmaceutical product comprising one or more of the salt-co-crystals of claim 1 .

8. The pharmaceutical product of claim 7 , in a form selected from the group consisting of a pill, tablet, lozenge, capsule, caplet, pouch, gum, inhaler, solution, and cream.

9. A lozenge comprising one or more of the salt-co-crystals of claim 1 and at least about 50% by weight isomalt.

Assignees

• Reynolds Tobacco Co R

Inventors

• Dull Gary M
• Del Rio Gancedo Susana
• Julia Judit Galcera

Classifications

• A24F40/10

  Devices using liquid inhalable precursors · CPC title

• A24D1/20

  Cigarettes specially adapted for simulated smoking devices · CPC title

• C07C59/245

  containing hydroxy or O-metal groups · CPC title

• C07D239/557

  with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. orotic acid · CPC title

• A24B13/00

  Tobacco for pipes, for cigars, e.g. cigar inserts, or for cigarettes; Chewing tobacco; Snuff (reconstituted tobacco products A24B3/14) · CPC title