AU2002366598B2 - Beverage treated with nicotine - Google Patents
Beverage treated with nicotineInfo
- Publication number
- AU2002366598B2 AU2002366598B2 AU2002366598A AU2002366598A AU2002366598B2 AU 2002366598 B2 AU2002366598 B2 AU 2002366598B2 AU 2002366598 A AU2002366598 A AU 2002366598A AU 2002366598 A AU2002366598 A AU 2002366598A AU 2002366598 B2 AU2002366598 B2 AU 2002366598B2
- Authority
- AU
- Australia
- Prior art keywords
- nicotine
- mixture
- process according
- water
- filtering
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 title claims description 56
- 229960002715 nicotine Drugs 0.000 title claims description 42
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 title claims description 42
- 235000013361 beverage Nutrition 0.000 title claims description 9
- 239000000203 mixture Substances 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 14
- 229960001698 nicotine polacrilex Drugs 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 6
- 239000012528 membrane Substances 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000000779 smoke Substances 0.000 description 6
- 241000208125 Nicotiana Species 0.000 description 5
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000003456 ion exchange resin Substances 0.000 description 4
- 229920003303 ion-exchange polymer Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229930013930 alkaloid Natural products 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002002 slurry Substances 0.000 description 3
- RFEJUZJILGIRHQ-OMDKHLBYSA-N (2r,3r)-2,3-dihydroxybutanedioic acid;3-[(2s)-1-methylpyrrolidin-2-yl]pyridine Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.OC(=O)[C@H](O)[C@@H](O)C(O)=O.CN1CCC[C@H]1C1=CC=CN=C1 RFEJUZJILGIRHQ-OMDKHLBYSA-N 0.000 description 2
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 description 2
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 description 2
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 description 2
- 235000019504 cigarettes Nutrition 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000000391 smoking effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000006228 supernatant Substances 0.000 description 2
- MXYUKLILVYORSK-UHFFFAOYSA-N (+/-)-allo-lobeline Natural products C1CCC(CC(=O)C=2C=CC=CC=2)N(C)C1CC(O)C1=CC=CC=C1 MXYUKLILVYORSK-UHFFFAOYSA-N 0.000 description 1
- MXYUKLILVYORSK-HBMCJLEFSA-N (-)-lobeline Chemical compound C1([C@@H](O)C[C@H]2N([C@H](CCC2)CC(=O)C=2C=CC=CC=2)C)=CC=CC=C1 MXYUKLILVYORSK-HBMCJLEFSA-N 0.000 description 1
- MYKUKUCHPMASKF-VIFPVBQESA-N (S)-nornicotine Chemical compound C1CCN[C@@H]1C1=CC=CN=C1 MYKUKUCHPMASKF-VIFPVBQESA-N 0.000 description 1
- AIBWPBUAKCMKNS-PPHPATTJSA-N 2-hydroxybenzoic acid;3-[(2s)-1-methylpyrrolidin-2-yl]pyridine Chemical compound OC(=O)C1=CC=CC=C1O.CN1CCC[C@H]1C1=CC=CN=C1 AIBWPBUAKCMKNS-PPHPATTJSA-N 0.000 description 1
- SDVKWBNZJFWIMO-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarboxylic acid;3-(1-methylpyrrolidin-2-yl)pyridine Chemical compound CN1CCCC1C1=CC=CN=C1.OC(=O)CC(O)(C(O)=O)CC(O)=O SDVKWBNZJFWIMO-UHFFFAOYSA-N 0.000 description 1
- MQWJVKLIBZWVEL-XRIOVQLTSA-N 3-[(2s)-1-methylpyrrolidin-2-yl]pyridine;dihydrochloride Chemical compound Cl.Cl.CN1CCC[C@H]1C1=CC=CN=C1 MQWJVKLIBZWVEL-XRIOVQLTSA-N 0.000 description 1
- YHBIGBYIUMCLJS-UHFFFAOYSA-N 5-fluoro-1,3-benzothiazol-2-amine Chemical compound FC1=CC=C2SC(N)=NC2=C1 YHBIGBYIUMCLJS-UHFFFAOYSA-N 0.000 description 1
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 208000019901 Anxiety disease Diseases 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241001427367 Gardena Species 0.000 description 1
- MYKUKUCHPMASKF-UHFFFAOYSA-N Nornicotine Natural products C1CCNC1C1=CC=CN=C1 MYKUKUCHPMASKF-UHFFFAOYSA-N 0.000 description 1
- 208000018737 Parkinson disease Diseases 0.000 description 1
- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- -1 alkaloid compounds Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000036506 anxiety Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003729 cation exchange resin Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 229940112822 chewing gum Drugs 0.000 description 1
- 235000015218 chewing gum Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000035622 drinking Effects 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 235000015203 fruit juice Nutrition 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229960002339 lobeline Drugs 0.000 description 1
- 229930013610 lobeline Natural products 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940069688 nicotine bitartrate Drugs 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 201000000980 schizophrenia Diseases 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- BRTHFWPGJMGHIV-UHFFFAOYSA-L zinc;3-(1-methylpyrrolidin-2-yl)pyridine;dichloride;hydrate Chemical compound O.[Cl-].[Cl-].[Zn+2].CN1CCCC1C1=CC=CN=C1 BRTHFWPGJMGHIV-UHFFFAOYSA-L 0.000 description 1
Description
BEVERAGE TREATED WITH NICOTINE
CROSS-REFERENCE TO RELATED APPLICATION(S)
This application claims the benefit of Pro visional U.S. Patent Application No. 60/337,790, filed 12/10/2001 and Provisional U.S. Patent Application No. 60/372,385, filed 04/15/2002.
FIELD OF THE INVENTION
This invention relates to beverages for suppressing the desire to ingest nicotine.
BACKGROUND OF THE INVENTION
With the wide understanding of the health hazards caused by cigarette smoking, many efforts have been made to produce safer products which eliminate or reduce the need to smoke. For example, U.S. Patent 3,901,248 to Lichtneckert, et al., discloses a chew able smoking substitute composition which includes nicotine adsorbed on a cation exchange resin, which is incorporated in a chewing gum base. When chewed, nicotine is released to diminish the urge to smoke.
More recently, U.S. Patent No. 6,211,194 to Westman et al., and U.S. Patent No. 6,268,386 to Thompson disclose beverages which have nicotine dissolved in them, and are intended to provide the consumer with sufficient nicotine to suppress the urge to smoke.
The problem with the prior art products is that the dissolved nicotine imparts a harsh or unpleasant taste.
SUMMARY OF THE INVENTION
This invention provides a beverage which has been treated with nicotine, but does not have any discemable nicotine taste or smell when consumed. In brief, the beverage is prepared by dissolving nicotine in water, and thereafter filtering the mixture to remove the taste and smell of nicotine from the water. In the preferred form, a nicotine-containing substance is mixed with water, and the mixture is heated to a temperature above about 100°F, and preferably to the boiling point. The mixture is stirred while heating and preferably during boiling. Thereafter, the mixture is cooled, and filtered to eliminate the taste and smell of nicotine from the water.
The nicotine-containing substance is selected from a group consisting of tobacco alkaloids, which include nicotine and nicotine-like or related pharmacologically active compounds such as nor-nicotine, lobeline and the like, as well as the free-base substance nicotine and all pharmacologically acceptable salts of nicotine, including acid addition salts. Nicotine salts are useful and include nicotine hydrogen tartrate and nicotine bitartrate, as well as nicotine hydrochlonde, nicotine dihydrochloride, nicotine sulfate, nicotine citrate, nicotine zinc chloride
monohydrate and nicotine salicylate, either alone or in combination. "Nicotine" is used herein to include all the foregoing tobacco alkaloids and nicotine salts.
"Nicotine" also includes the solid complex of one or more tobacco alkaloid compounds bound to an ion exchange resin, or other polymer release system, particularly a cation exchanger. Examples of nicotine ion exchange resins are set forth in U.S. Patent No. 3,901,248 to Lichtneckert et al., referred to above. That patent is incorporated herein in full. Nicotine polacrilex is especially preferred as a source of nicotine. Other sources include cured tobacco leaves and other plants which contains sufficient nicotine to be effective.
When nicotine polacrilex (a powder) is mixed with water, the material does not readily go into solution at room temperature, but instead produces a slurry. Heating and stirring the slurry causes the nicotine polacrilex to go into solution or at least become thoroughly dispersed. When the solution is cooled, much of the ion exchange resin solidifies and forms a precipitate which settles out of the mixture, which is preferably cooled to about room temperature, and thereafter filtered through activated charcoal to remove so much of the nicotine that it can no longer be detected by taste or smell. Preferably, the cooled solution is passed through a mechanical filter before passing through the charcoal filter. The processed water can also be filtered through an ionic filter, such as a semi-permeable membrane used in reverse osmosis processes.
DETAILED DESCRIPTION OF THE INVENTION
Nicotine in any suitable form, such as tobacco leaves, nicotine alkaloids, or the various other sources of nicotine mentioned above, is mixed with water, and heated, preferably to the boiling point, and stirred vigorously for about one to about thirty minutes. The mixture is allowed to cool, permitting any solids present to settle out. The supernatant liquid is then filtered to reduce the amount of nicotine in the liquid to a level so low that it cannot be detected by taste, odor, or color.
In one presently preferred form of the invention, the nicotine is in the form of nicotine polacrilex in which nicotine is bound to an ion-exchange resin, as described in U.S. Patent No. 3 ,901 ,248 referred to above. Nicotine polacrilex in powder form is commercially available from Spectrum Chemical Mfg. Corp. in Gardena, California 90248. Twenty-five grams of nicotine polacrilex (15%, U.S.P.) was mixed in three gallons of water to form a slurry, which was heated to the boiling point (about 210 °F) while stirring for five to ten minutes. The nicotine polacrilex powder appeared to dissolve, or at least liquefy, so that it was uniformly dispersed in the mixture. Thereafter, the mixture was allowed to stand and cool to about room temperature. During the cooling process, a precipitate formed and settled to the bottom of the mixture. Supernatant liquid, which had a brownish color was taken from the mixture and passed through a 0.2 μ
polyethersulfone (PES) membrane filter, and then through a medical grade granular activated carbon filter, producing a water-white filtrate, which was tasteless, odorless and colorless. Analysis of the filtrate for nicotine with high pressure liquid chromatography did not show any measurable amount of nicotine.
The PES membrane filter is available from PTI Advanced Filtration h e. in Oxnard, California 93030. The activated carbon filter is available from ResinTech Inc., in Cherry Hill, New Jersey 08034-1409.
The filtered product can be consumed as drinking water, and has proved useful in suppressing the urge to smoke cigarettes. For example, many smokers have suppressed the urge to smoke by drinking about 500 ml of the treated water when experiencing the urge to smoke.
The product of this invention can also be mixed with vitamins, fruit flavoring, cola mix, and natural fruit juices to provide a variety of beverages with the benefit described above.
The product of this invention may also be used in alleviating the symptoms of attention deficit hyperactive disorder (ADHD), attention deficit disorder (ADD), Toureete's Syndrome, Schizophrenia, Parkinson's Disease, Alzheimer's Disease, anxiety, and depression.
Claims
1. A process for preparing a beverage treated with nicotine, the process including the steps of: a) mixing nicotine with water; and b) filtering the mixture to remove the taste of nicotine from the water.
2. A process for preparing a beverage treated with nicotine, the process including the steps of: a) mixing nicotine with water; b) heating the mixture of nicotine and water to a temperature above about 100°F; c) cooling the mixture; and d) filtering the mixture to eliminate the taste of nicotine from the water.
3. A process according to claim 1 or 2 in which: a) the water and nicotine mixture is heated above about 150 °F; and b) cooled to about room temperature before filtering.
4. A process according to claim 2 or 3 in which the mixture is stirred during the heating step.
5. A process according to claim 1 or 2 in which the mixture is in the form of nicotine polacrilex.
6. A process according to claim 3 in which the nicotine is in the form of nicotine polacrilex.
7. A process according to claim 3 in which the mixture is boiled at about 212 °F for at least about five minutes during the heating step.
8. A process according to claim 6 in which the mixture is boiled for at least about five minutes during the heating step.
9. A process according to claim 1 or 2 in which the filtering step includes filtering the mixture through activated carbon.
10. A process according to claim 1 or 2 in which the filtering step includes filtering the mixture through a permeable membrane, and through activated carbon.
11. A process according to claim 1 or 2 in which the mixture is in the form of nicotine polacrilex.
12. A process according to claim 3 in which the nicotine is in the form of nicotine polacrilex.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33779001P | 2001-12-10 | 2001-12-10 | |
| US60/337,790 | 2001-12-10 | ||
| US37238502P | 2002-04-15 | 2002-04-15 | |
| US60/372,385 | 2002-04-15 | ||
| PCT/US2002/038655 WO2003049552A2 (en) | 2001-12-10 | 2002-12-04 | Beverage treated with nicotine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2002366598A1 AU2002366598A1 (en) | 2003-06-23 |
| AU2002366598B2 true AU2002366598B2 (en) | 2007-09-27 |
Family
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