EP2967121A1 - Produits contenant de la nicotine et de l'anatabine et leurs procédés de fabrication - Google Patents
Produits contenant de la nicotine et de l'anatabine et leurs procédés de fabricationInfo
- Publication number
- EP2967121A1 EP2967121A1 EP14715188.0A EP14715188A EP2967121A1 EP 2967121 A1 EP2967121 A1 EP 2967121A1 EP 14715188 A EP14715188 A EP 14715188A EP 2967121 A1 EP2967121 A1 EP 2967121A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- nicotine
- anatabine
- product
- tobacco
- containing product
- 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.)
- Withdrawn
Links
- 229960002715 nicotine Drugs 0.000 title claims abstract description 95
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 title claims abstract description 94
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 title claims abstract description 93
- SOPPBXUYQGUQHE-JTQLQIEISA-N Anatabine Chemical compound C1C=CCN[C@@H]1C1=CC=CN=C1 SOPPBXUYQGUQHE-JTQLQIEISA-N 0.000 title claims abstract description 73
- SOPPBXUYQGUQHE-UHFFFAOYSA-N Anatabine Natural products C1C=CCNC1C1=CC=CN=C1 SOPPBXUYQGUQHE-UHFFFAOYSA-N 0.000 title claims abstract description 73
- 238000000034 method Methods 0.000 title claims abstract description 36
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 41
- 241000208125 Nicotiana Species 0.000 claims description 35
- 229920000642 polymer Polymers 0.000 claims description 12
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- 235000019634 flavors Nutrition 0.000 claims description 9
- 239000004014 plasticizer Substances 0.000 claims description 8
- 239000000945 filler Substances 0.000 claims description 4
- 239000000654 additive Substances 0.000 claims description 3
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- 239000000835 fiber Substances 0.000 claims description 3
- 235000003599 food sweetener Nutrition 0.000 claims description 3
- 230000000391 smoking effect Effects 0.000 claims description 3
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- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- 244000273928 Zingiber officinale Species 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/38—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/38—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
- A24B15/385—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom in a five-membered ring
Definitions
- This disclosure generally relates to nicotine-containing products.
- Tobacco is a complex mixture of compounds with many different sensorial attributes. Many compounds in tobacco and tobacco smoke play a role in the sensorial aspects of tobacco products.
- the present disclosure describes nicotine-containing products that also contain anatabine and methods of making such products.
- a nicotine-containing product comprising anatabine.
- the ratio of anatabine to nicotine is greater than 5:95. In some embodiments, the ratio of anatabine to nicotine is greater than 10:90. In some embodiments, the ratio of anatabine to nicotine is greater than 15:85.
- the nicotine is synthetic nicotine. In some embodiments, the nicotine is tobacco-derived nicotine. In some embodiments, the anatabine is synthetic anatabine. In some embodiments, the anatabine is tobacco-derived anatabine.
- Representative nicotine-containing products include, without limitation, a smokeable product and a smokeless product.
- Representative smokeable products include, without limitation, a combustible product and a non-combustible product.
- combustible products include a cigarette and a cigar.
- Representative non-combustible products include, without limitation, an e-cigarette, an electronic smoking article, an aerosolized vapor products, and a heated tobacco product.
- Representative smokeless products include snus, a pouch, a tab, a film, a stick, a woven product, a meltblown product, or a sintered piece.
- such a product further includes an additive, a sweetener, a flavorant, a polymer, a fiber, filler, a plasticizer, or combinations thereof.
- a method of making a nicotine-containing product typically includes providing a nicotine-containing product and introducing anatabine into a nicotine-containing product in an amount such that the anatabine to nicotine ratio is greater than 5:95. In some embodiments, the ratio of anatabine to nicotine is greater than 10:90. In some embodiments, the ratio of anatabine to nicotine is greater than 15:85.
- the nicotine is synthetic nicotine. In some embodiments, the nicotine is tobacco-derived nicotine. In some embodiments, the anatabine is synthetic anatabine. In some embodiments, the anatabine is tobacco-derived anatabine.
- Figure 1 shows the pathway by which nicotine and anatabine are produced.
- Anatabine [2R,(+)]-l,2,3,6-Tetrahydro-2,3'-bipyridine
- Anatabine has been shown to have affinity for nicotine acetylcholine receptors (Maciuk et al., 2008, J. Pharm. Biomed. Anal., 48:238-46) and has been shown to inhibit monoamine oxidase (US Patent No. 6,569,470) and the enzyme responsible for nicotine metabolism (Denton et al., 2004, Biochem. Pharmacol., 67:751-6).
- anatabine may accentuate the nicotine response by binding to the nicotine receptor; anatabine may prolong the increased levels of neurotransmitters in the brain by inhibiting monoamine oxidase; and/or anatabine may extend the time between product use by inhibiting the enzyme responsible for nicotine metabolism.
- the level of anatabine in dark tobacco is typically less than about 5% of the level of nicotine, but can be as high as 7% in burley tobacco.
- Ratios of anatabine to nicotine can be greater than that found in cured tobacco leaf; for example, the ratio of anatabine to nicotine can be greater than about 5:95 (e.g., greater than about 6:94, 7:93, 8:92, 9:91, 10:90, 15:85, 20:80, 25:75, 30:70, 35:65, 40:60, 45:55, or 50:50 anatabine-to-nicotine).
- Nicotine-containing products that include anatabine can take any number of forms, and can include, for example, smokeable products (e.g., combustible smokeable products, non-combustible vapor-generating products (e.g., electronic e-cigarettes), smokeless products, and liquid aerosol formulations for use in, e.g., an electronic smoking article.
- Smokeless products also can take many forms including, without limitation, dissolvable or disintegratable products (e.g., tabs, films, sticks), loose and pre-formed moist snuff (e.g., woven products, pouches, snus), and mouth-stable polymer products (e.g., meltblown products and sintered pieces).
- the nicotine in a nicotine-containing product that also includes anatabine can be tobacco-derived nicotine, synthetic nicotine, or a combination thereof.
- the anatabine in such a product can be tobacco-derived anatabine, synthetic anatabine, or a combination thereof.
- Tobacco-derived nicotine and/or tobacco-derived anatabine generally include one or more tobacco organoleptic components in addition to the nicotine and/or anatabine.
- Tobacco-derived nicotine and/or tobacco-derived anatabine can be extracted from raw tobacco (e.g., green leaf) or processed tobacco.
- Processed tobacco can include cured tobacco (e.g., dark air-cured, dark fire-cured, flue cured), fermented tobacco, conditioned tobacco and/or pasteurized tobacco (see, for example, U.S. Patent Nos. 4,528,993; 4,660,577; 4,848,373; and 5,372,149, and U.S. Publication Nos. 2004/0118422 and 2005/0178398).
- cured tobacco e.g., dark air-cured, dark fire-cured, flue cured
- fermented tobacco conditioned tobacco and/or pasteurized tobacco
- conditioned tobacco and/or pasteurized tobacco see, for example, U.S. Patent Nos. 4,528,993; 4,660,577; 4,848,373; and 5,372,149, and U.S. Publication Nos. 2004/0118422 and 2005/0178398).
- Tobacco-derived nicotine and/or tobacco-derived anatabine can be obtained by mixing tobacco (i.e., raw or processed) with water or another solvent (e.g., ethanol) and removing the insoluble tobacco material. Nicotine and/or anatabine can be concentrated or purified from a tobacco extract using routine methods. Representative methods of obtaining nicotine and other alkaloids from tobacco are described, for example, in U.S. Patent Nos. 2,162,738; 3,139,436; 3,396,735; 4,153,063; 4,448,208; 5,487,792; and 5,684,155. In addition, nicotine, anatabine, or a salt thereof, can be produced synthetically. See, for example, U.S. Patent Nos. 4,442,292; 4,452,984; 6,995,265; 7,112,678; and 8,207,346.
- a nicotine-containing product that includes anatabine can be substantially free of tobacco plant tissue.
- tobacco plant tissue refers to processed or non-processed cellulosic parts (e.g., leaves, stems) of a member of the genus Nicotiana, but does not include extracts of tobacco (e.g., tobacco-derived nicotine or tobacco-derived anatabine).
- a nicotine-containing product that includes anatabine also can include one or more organoleptic components extracted from raw or processed tobacco, yet be substantially free of tobacco plant tissue.
- a nicotine-containing product that includes anatabeine as described herein also can include one or more additives, sweeteners, and/or flavorants, as well as one or more polymers, fibers, fillers, plasticizers, and/or other processing aids to provide a favorable flavor profile and tactile experience.
- additives sweeteners, and/or flavorants
- polymers such as polyethylene glycol dimethacrylate, polypropylene glycol dimethacrylate, polysulfate, polysulfate, polysulfate, polyethylene glycol dime, polyethylene glycol dimethoxysulfate, terethoxys, terpolymer, polymers, fibers, fillers, plasticizers, and/or other processing aids to provide a favorable flavor profile and tactile experience.
- polymers fibers, fillers, plasticizers, and/or other processing aids
- flavorants can be used in a nicotine-containing product that contains anatabine.
- the flavorants can be natural or artificial.
- suitable flavorants include wintergreen, cherry and berry type flavorants, various liqueurs and liquors (such as Dramboui, bourbon, scotch, and whiskey) spearmint, peppermint, lavender, cinnamon, cardamon, apium graveolents, clove, cascarilla, nutmeg, sandalwood, bergamot, geranium, honey essence, rose oil, vanilla, lemon oil, orange oil, Japanese mint, cassia, caraway, cognac, jasmin, chamomile, menthol, ylangylang, sage, fennel, ginger, anise, coriander, coffee, and liquorish.
- flavorants can be encapsulated.
- a nicotine-containing product that includes anatabine as described herein can include a polymer.
- a polymer can be any of a number of different biocompatible and biostable polymers.
- the polymer is a thermoplastic polymer or a thermoplastic elastomer.
- Representative polymers include, without limitation, polyurethanes, silicon polymers, polyesters, polyacrylates, polyethylenes, polypropylenes, polyetheramides, polystyrenes (e.g., acrylonitrile butadiene styrene, high impact polystyrenes (HIPS)) polyvinyl alcohols, polyvinyl acetates, polyvinyl chlorides, polybutyl acetates, butyl rubbers (e.g., polyisobutylenes), SEBS, SBS, and mixtures and copolymers thereof.
- the polymer is a food-grade or medical-grade polymer (e.g., medical-grade polyurethane).
- a nicotine-containing product containing anatabine also can include fillers such as starch, dicalcium phosphate, lactose, sorbitol, mannitol, and microcrystalline cellulose, calcium carbonate, dicalcium phosphate, calcium sulfate, clays, silica, glass particles, sodium lauryl sulfate (SLS), glyceryl palmitostearate, sodium benzoate, sodium stearyl fumarate, talc, and stearates (e.g., Mg or K), and waxes (e.g., glycerol monostearate, propylene glycol monostearate, and acetylated monoglycerides), stabilizers (e.g., ascorbic acid and monosterol citrate, BHT, or BHA), disintegrating agents (e.g., starch, sodium starch glycolate, cross caramellose, cross linked PVP), pH stabilizers, or preservatives.
- fillers such as starch
- a nicotine-containing product that includes anatabine also can include one or more plasticizers.
- Plasticizers can soften the product and thus increase its flexibility. Suitable plasticizers include propylene glycol, glycerin, vegetable oil, and medium chain triglycerides. In some embodiments, the plasticizer can include phthalates. Esters of polycarboxylic acids with linear or branched aliphatic alcohols of moderate chain length can also be used as plasticizers.
- Methods of making the nicotine-containing products described herein are known in the art. Methods of making such products often utilize automated or semi-automated processes, which can include cutting, pressing, shaping, tableting, rolling, dipping, coating, heating, melting, drying, sintering, melt blowing, needling, pouching, and combinations thereof.
- automated or semi-automated processes can include cutting, pressing, shaping, tableting, rolling, dipping, coating, heating, melting, drying, sintering, melt blowing, needling, pouching, and combinations thereof.
- the particular product and the method by which it is made will determine when and in what form (e.g., tobacco-derived or synthetic) the anatabine is introduced.
- the anatabine can be introduced prior to any processing; in other products and/or processes, the anatabine can be introduced during processing; while yet in other products and/or processes, the anatabine can be introduced after processing is complete but prior to packaging. Depending upon the source of the nicotine and at what point the nicotine is introduced, the anatabine can be introduced together with the nicotine or separately.
- the nicotine-containing products described herein that include anatabine can be packaged in any type of conventional or non-conventional manner.
- a plurality of nicotine-containing products that include anatabine can be packaged in a container having a lid.
- a plurality of nicotine-containing products that include anatabine can be stacked and packaged in a paper, plastic, and/or aluminum foil tube.
- the packaging can have a child-resistant lid.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Manufacture Of Tobacco Products (AREA)
Abstract
La présente invention concerne des produits contenant de la nicotine qui contiennent également de l'anatabine. L'invention concerne également des procédés de fabrication de tels produits.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US201361786344P | 2013-03-15 | 2013-03-15 | |
PCT/US2014/024451 WO2014150881A1 (fr) | 2013-03-15 | 2014-03-12 | Produits contenant de la nicotine et de l'anatabine et leurs procédés de fabrication |
Publications (1)
Publication Number | Publication Date |
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EP2967121A1 true EP2967121A1 (fr) | 2016-01-20 |
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EP14715188.0A Withdrawn EP2967121A1 (fr) | 2013-03-15 | 2014-03-12 | Produits contenant de la nicotine et de l'anatabine et leurs procédés de fabrication |
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US (1) | US20140261479A1 (fr) |
EP (1) | EP2967121A1 (fr) |
CA (1) | CA2905942A1 (fr) |
WO (1) | WO2014150881A1 (fr) |
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US20160345631A1 (en) | 2005-07-19 | 2016-12-01 | James Monsees | Portable devices for generating an inhalable vapor |
US10279934B2 (en) | 2013-03-15 | 2019-05-07 | Juul Labs, Inc. | Fillable vaporizer cartridge and method of filling |
US10039321B2 (en) | 2013-11-12 | 2018-08-07 | Vmr Products Llc | Vaporizer |
US10058129B2 (en) | 2013-12-23 | 2018-08-28 | Juul Labs, Inc. | Vaporization device systems and methods |
GB2560651B8 (en) | 2013-12-23 | 2018-12-19 | Juul Labs Uk Holdco Ltd | Vaporization device systems and methods |
USD825102S1 (en) | 2016-07-28 | 2018-08-07 | Juul Labs, Inc. | Vaporizer device with cartridge |
US20160366947A1 (en) | 2013-12-23 | 2016-12-22 | James Monsees | Vaporizer apparatus |
US10076139B2 (en) | 2013-12-23 | 2018-09-18 | Juul Labs, Inc. | Vaporizer apparatus |
US10159282B2 (en) | 2013-12-23 | 2018-12-25 | Juul Labs, Inc. | Cartridge for use with a vaporizer device |
USD842536S1 (en) | 2016-07-28 | 2019-03-05 | Juul Labs, Inc. | Vaporizer cartridge |
RU2709926C2 (ru) | 2014-12-05 | 2019-12-23 | Джуул Лэбз, Инк. | Контроль калиброванной дозы |
MX2018009703A (es) | 2016-02-11 | 2019-07-08 | Juul Labs Inc | Cartuchos de fijacion segura para dispositivos vaporizadores. |
UA125687C2 (uk) | 2016-02-11 | 2022-05-18 | Джуул Лебз, Інк. | Заповнювальний картридж випарного пристрою та способи його заповнення |
US10405582B2 (en) | 2016-03-10 | 2019-09-10 | Pax Labs, Inc. | Vaporization device with lip sensing |
USD849996S1 (en) | 2016-06-16 | 2019-05-28 | Pax Labs, Inc. | Vaporizer cartridge |
USD836541S1 (en) | 2016-06-23 | 2018-12-25 | Pax Labs, Inc. | Charging device |
USD848057S1 (en) | 2016-06-23 | 2019-05-07 | Pax Labs, Inc. | Lid for a vaporizer |
USD851830S1 (en) | 2016-06-23 | 2019-06-18 | Pax Labs, Inc. | Combined vaporizer tamp and pick tool |
US10709165B2 (en) * | 2016-09-27 | 2020-07-14 | Bond Street Manufacturing Llc | Vaporizable tobacco wax compositions |
EP3614869A1 (fr) | 2017-04-24 | 2020-03-04 | Swedish Match North Europe AB | Produit humide et aromatisé à base de nicotine sous forme de sachet pour administration orale comprenant un triglycéride |
NO343402B1 (en) * | 2017-04-24 | 2019-02-25 | Swedish Match North Europe Ab | A flavoured moist oral pouched nicotine product comprising triglyceride and a method for manufacturing thereof. |
USD887632S1 (en) | 2017-09-14 | 2020-06-16 | Pax Labs, Inc. | Vaporizer cartridge |
CA3085204C (fr) | 2017-12-15 | 2023-01-17 | Swedish Match North Europe Ab | Produit humide et aromatise a base de nicotine sous forme de sachet pour administration orale comprenant un triglyceride |
US10897925B2 (en) | 2018-07-27 | 2021-01-26 | Joseph Pandolfino | Articles and formulations for smoking products and vaporizers |
WO2020097341A1 (fr) | 2018-11-08 | 2020-05-14 | Juul Labs, Inc. | Cartouches pour dispositifs de vaporisateur |
GB202006481D0 (en) * | 2020-05-01 | 2020-06-17 | Exhale Tech Ltd | Composition and use thereof |
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JP2003533793A (ja) * | 2000-05-16 | 2003-11-11 | ブラックバード・ホールディングス,インコーポレイテッド | デリバティブ取引を電子的に実行するシステムとその方法 |
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US20060191546A1 (en) * | 2003-04-01 | 2006-08-31 | Shusei Takano | Nicotine suction pipe and nicotine holder |
US20110023762A1 (en) * | 2009-07-31 | 2011-02-03 | Willy Chen | Structure for Sport Board |
US20120325228A1 (en) * | 2011-06-23 | 2012-12-27 | Williams Jonnie R | Alkaloid composition for e-cigarette |
US20130010842A1 (en) * | 2011-07-05 | 2013-01-10 | Broadcom Corporation | Programmable multiple interwoven spiral antenna assembly |
US20130048001A1 (en) * | 2011-08-29 | 2013-02-28 | Jonnie R. Williams | Anatabine-Enriched Tobacco Products |
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- 2014-03-12 EP EP14715188.0A patent/EP2967121A1/fr not_active Withdrawn
- 2014-03-12 WO PCT/US2014/024451 patent/WO2014150881A1/fr active Application Filing
- 2014-03-12 CA CA2905942A patent/CA2905942A1/fr not_active Abandoned
- 2014-03-12 US US14/205,723 patent/US20140261479A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
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Also Published As
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CA2905942A1 (fr) | 2014-09-25 |
WO2014150881A1 (fr) | 2014-09-25 |
US20140261479A1 (en) | 2014-09-18 |
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