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Nicotine replacement therapy products containing synthetic nicotine

A technology for synthesizing nicotine and nicotine, which is applied in the direction of medical preparations containing active ingredients, drug combinations, organic active ingredients, etc., which can solve the problems of harm to consumers and reduce the quality of NRT oral products

Active Publication Date: 2022-01-11
NEXT GENERATION LABS LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Tobacco-derived nicotine, even when purified to a level of purity consistent with the USP monograph, still contains many of these contaminants, so even highly purified tobacco-derived nicotine can be harmful to consumers
Furthermore, these contaminants are responsible for the production of unsatisfactory products to consumers, mainly due to the off-flavor and malodorous properties in products using commercially available tobacco-derived nicotine extracts
These aspects of tobacco-derived nicotine severely degrade the quality of NRT oral products such as aerosols, tabs, snuff, chews or gums

Method used

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  • Nicotine replacement therapy products containing synthetic nicotine
  • Nicotine replacement therapy products containing synthetic nicotine
  • Nicotine replacement therapy products containing synthetic nicotine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0098] The following examples are provided for illustrative purposes only and are not intended to limit the scope of any embodiments of the invention.

Synthetic example 1

[0099] Synthesis example 1-R, the synthesis of S nicotine

[0100] To a stirred solution of 1-vinyl-2-pyrrolidone (2) in dry THF was added 1 equivalent of potassium hydride under nitrogen atmosphere. The reaction mixture was stirred at room temperature for about 20 minutes, then ethyl nicotinate (1 equiv) was added and the resulting mixture was stirred at 65 degrees Celsius for 24 hours. The reaction was cooled, then acidified using 5% HCl, then concentrated hydrochloric acid was added, and the resulting solution was refluxed for 48 hours. The pH was adjusted to 13 using sodium hydroxide, and the aqueous and organic layers of the resulting biphasic solution were separated 3 times using the same volume of dichloromethane. The combined separated extracts were dried over sodium sulfate, filtered, and the solvent was evaporated to give an amorphous material. The amorphous material was dissolved in 3 parts of ethanol, then palladium on carbon (about 10%) was added, and the resu...

Synthetic example 2

[0101] Synthetic example 2-R, the synthesis of S nicotine

[0102] To a stirred solution of 1-vinyl-2-pyrrolidone (2) in dry THF / DMF (3 / 1 ) was added 1.2 equivalents of sodium hydride under nitrogen atmosphere. The reaction mixture was stirred at room temperature for about 20 minutes, then ethyl nicotinate (1 equiv) was added and the resulting mixture was stirred at 65 degrees Celsius for 24 hours. The reaction was cooled, then acidified using 5% HCl, then concentrated hydrochloric acid was added, and the resulting mixture was refluxed for 48 hours. The pH was adjusted to 6 with sodium hydroxide, then excess dichloromethane was added and the layers were separated. The aqueous layer was extracted twice with excess dichloromethane, and the extracts were combined, washed with water, and dried over sodium sulfate. The solution was then filtered and the solvent was removed using vacuum to give a brown solid. This solid was dissolved in ethanol (about 5 to about 10 parts), then...

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Abstract

A composition suitable for use in a nicotine replacement therapy product comprising synthetic nicotine substantially free of one or more contaminants and / or impurities normally associated with tobacco-derived nicotine. For example, the synthetic nicotine is substantially free of nicotine-1'-N-oxide, nicotine diene, nicotine nordiene, 2',3-bipyridine, cotinine, anabacin and / or Or one or more of anatapin. The composition further comprises one or more pharmaceutically acceptable excipients, additives and / or carriers. Nicotine replacement therapy products may comprise any number of such products, including transdermal nicotine delivery patches, nicotine gum, synthetic chewing tobacco, synthetic snus, and synthetic tobacco rods (eg, dissolvable synthetic tobacco). Additionally, methods of treating nicotine addiction include administering a nicotine replacement composition, eg, via a nicotine replacement therapy product, to a user.

Description

[0001] Cross References to Related Applications [0002] This application claims priority and benefit to US Provisional Application No. 62 / 273,296, filed December 30, 2015, the entire contents of which are incorporated herein by reference. Background technique [0003] Nicotine replacement therapy (NRT) products are devices and compositions that generally include a given dose of nicotine in a delivered form. This product is designed to help users quit smoking addiction. Many nicotine replacement therapy products include nicotine concentrations designed to reduce the demand for tobacco products. Smoking cessation programs use these therapies to replace the physical need for nicotine in tobacco products, while using other means to reduce the psychological need to use tobacco products. The uses of NRT products vary from smoking cessation devices and compositions to recreational compositions that enhance the user's recreational experience, or minimize the public dislike or illeg...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A24B13/00A24B15/18A24B15/24A24B15/28A24F40/10
CPCA61K9/0058A61K9/006A61K9/7023C07D401/04A61P25/34A61K31/465A24F40/10A24B15/165A24F42/10A24F40/20A61M11/00
Inventor M·阿诺德
Owner NEXT GENERATION LABS LLC
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