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 fabrication

Info

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Withdrawn
Application number
EP14715188.0A
Other languages
German (de)
English (en)
Inventor
Client Services Llc Altria
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Altria Client Services LLC
Original Assignee
Altria Client Services LLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Altria Client Services LLC filed Critical Altria Client Services LLC
Publication of EP2967121A1 publication Critical patent/EP2967121A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/38Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/10Chemical features of tobacco products or tobacco substitutes
    • A24B15/16Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
    • AHUMAN NECESSITIES
    • A24TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
    • A24BMANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
    • A24B15/00Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
    • A24B15/18Treatment of tobacco products or tobacco substitutes
    • A24B15/28Treatment of tobacco products or tobacco substitutes by chemical substances
    • A24B15/30Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
    • A24B15/36Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
    • A24B15/38Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
    • A24B15/385Treatment 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.

Landscapes

  • 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.
EP14715188.0A 2013-03-15 2014-03-12 Produits contenant de la nicotine et de l'anatabine et leurs procédés de fabrication Withdrawn EP2967121A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
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
EP2967121A1 true EP2967121A1 (fr) 2016-01-20

Family

ID=50434301

Family Applications (1)

Application Number Title Priority Date Filing Date
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

Country Status (4)

Country Link
US (1) US20140261479A1 (fr)
EP (1) EP2967121A1 (fr)
CA (1) CA2905942A1 (fr)
WO (1) WO2014150881A1 (fr)

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Also Published As

Publication number Publication date
CA2905942A1 (fr) 2014-09-25
WO2014150881A1 (fr) 2014-09-25
US20140261479A1 (en) 2014-09-18

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