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Alkaloid composition for e-cigarette

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Alkaloid composition for e-cigarette


An alkaloid composition for an e-cigarette contains a solvent and at least about 25 wt. % anatabine based on the total alkaloid weight of the composition. The alkaloid composition may be contained in a refilling cartridge for an e-cigarette, or in a container as part of a kit for refilling an e-cigarette. The alkaloid compositions disclosed herein feature a balanced form of alkaloids to provide an attractive alternative to smoking tobacco, in which nicotine makes up about 90 wt. % of the total alkaloid content. The alkaloid compositions are characterized by a significant quantity of anatabine, which has lower toxicity than other alkaloids such as nicotine. The alkaloid compositions enable individuals to experience the pleasure-enhancing attributes of conventional cigarette smoking, while avoiding exposure to combusted materials and other potentially hazardous components present in tobacco.
Related Terms: Alkaloid Nicotine

Inventor: Jonnie R. Williams
USPTO Applicaton #: #20120325228 - Class: 131328 (USPTO) - 12/27/12 - Class 131 
Tobacco > Making Or Using Tobacco Users' Appliance

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The Patent Description & Claims data below is from USPTO Patent Application 20120325228, Alkaloid composition for e-cigarette.

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CROSS-REFERENCE TO RELATED APPLICATION

This application claims benefit under 35 U.S.C. §119(e) to U.S. Application No. 61/500,237, filed Jun. 23, 2011, the disclosure of which is hereby incorporated by reference in its entirety.

BACKGROUND

Combustion of organic materials such as tobacco is known to produce tar and other potentially harmful materials. Electronic cigarettes (or “e-cigarettes”) have been developed as an alternative to traditional cigarettes as a means for volatizing active components, such as nicotine, for inhalation without combustion, while at the same time providing the user with an oral experience similar to that of traditional cigarette smoking U.S. Pat. No. 7,832,410 B2 to Hon describes an e-cigarette having a liquid supply bottle in communication with an atomizer for volatizing a nicotine-containing solution. U.S. Pat. No. 7,726,320 B2 to Robinson et al. discloses a smoking article having an electrically powered aerosol-generating device which heats tobacco contained within the device to generate an aerosol which is described as being similar to tobacco smoke.

Current e-cigarettes generally use a liquid containing nicotine, a toxic and addictive substance, as the sole active component. It also has been proposed to use so-called whole tobacco alkaloid e-liquid, containing nicotine in proportions similar to those existing in tobacco (e.g., ≧90 wt. % of alkaloid content). The art has recognized a need for non-nicotine or reduced-nicotine alternatives to tobacco and tobacco replacement products. See D. K. Hatsukami et al., “Nicotine reduction revisited: science and future directions,” Tobacco Control 19: e1-e10 (2010). It would be especially desirable to develop non-nicotine or reduced-nicotine alternatives that more effectively achieve the pleasure-enhancing attributes of traditional cigarette smoking, which in turn may assist smokers in quitting traditional cigarette smoking.

SUMMARY

Embodiments of the present invention are directed to e-cigarettes, alkaloid compositions for e-cigarettes, and refilling cartridges for e-cigarettes containing certain alkaloid compositions. In one aspect, a refilling cartridge for an e-cigarette contains a liquid alkaloid composition comprising a solvent and at least about 25 wt. % anatabine based on the total alkaloid weight of the composition.

In another aspect, a kit for refilling an e-cigarette comprises (i) a liquid alkaloid composition comprising a solvent and at least about 25 wt. % anatabine based on the total alkaloid weight of the composition, and (ii) instructions for filling the liquid alkaloid composition into a liquid receptacle of an e-cigarette.

In another aspect, a method of refilling an e-cigarette includes the steps of (i) providing a liquid alkaloid composition comprising a solvent and at least about 25 wt. % anatabine based on the total alkaloid weight of the composition, and (ii) filling the liquid alkaloid composition into a liquid receptacle of an e-cigarette.

In yet another aspect, an e-cigarette comprises a cartridge containing a liquid alkaloid composition comprising a solvent and at least about 25 wt. % anatabine based on the total alkaloid weight of the composition. The e-cigarette may be of a single-use or disposable type, or may be refillable with liquid alkaloid compositions to facilitate reuse.

Other aspects relate to non-tobacco products that contain an alkaloid composition comprising about 25 wt. % to about 95 wt. % anatabine, and about 5 wt. % to about 75 wt. % of a second alkaloid, based on the total alkaloid weight of the composition. The second alkaloid may be nicotine, nornicotine, anabasine, or a combination of two or more of them. The non-tobacco product may be in the form of a solid bit of compressed powder, chewing gum, gelcap, capsule, pill, lozenge, or the like.

The alkaloid compositions disclosed herein feature different ranges of alkaloids to provide an attractive alternative to smoking conventional e-cigarettes, in which nicotine makes up about 90 to 100 wt. % of the total alkaloid content. The disclosed alkaloid compositions are characterized by a significant quantity of anatabine, which has lower toxicity and risk of abuse as compared to other alkaloids such as nicotine. The alkaloid compositions enable individuals to experience the pleasure-enhancing attributes of conventional cigarette smoking, while avoiding exposure to combusted materials and other potentially hazardous components present in tobacco. As a result, individuals may be more likely to quit conventional cigarette smoking

BRIEF DESCRIPTION OF THE DRAWINGS

A more complete understanding of the present invention and certain advantages thereof may be acquired by referring to the following detailed description in consideration with the accompanying drawings, in which:

FIG. 1 is a schematic illustration of one example of an e-cigarette configuration.

DETAILED DESCRIPTION

Tobacco is among the most chemically complex substances known, with tobacco and tobacco smoke containing more than 8,000 compounds. In addition to nicotine, tobacco contains the minor alkaloids nornicotine, anabasine, and anatabine. While nicotine is regarded as the principal addictive component in tobacco, a variety of other factors also are believed to contribute to tobacco addiction. For example, tobacco smoke has been reported to have a monoamine oxidase (MAO) inhibitory effect. MAO is an enzyme involved in the breakdown of dopamine, a pleasure-enhancing neurotransmitter. See J. S. Fowler et al., “Inhibition of Monoamine Oxidase B in the Brain of Smokers,” Nature (Lond), 379(6567):733 736 (1996); J. Stephenson, “Clues Found to Tobacco Addiction,” Journal of the American Medical Association, 275(16): 1217-1218 (1996). See also Williams et al. U.S. Pat. No. 6,350,479.

Aspects of the present invention are directed to alkaloid compositions for e-cigarettes which are designed to provide different ranges of alkaloids to more effectively achieve the pleasure-enhancing effects that smokers obtain through smoking traditional cigarettes, while avoiding or reducing exposure to nicotine. In one embodiment, the alkaloid composition comprises at least about 25 wt. % anatabine based on the total alkaloid weight. In some examples, anatabine is the sole alkaloid present in the composition, e.g., anatabine comprises 100 wt. % of the total alkaloid weight. In other examples, up to about 75 wt. % of one or more other alkaloids, such as nicotine, nornicotine, and/or anabasine, may be present in addition to anatabine. For example, anatabine and nicotine may be combined in a weight ratio (anatabine-to-nicotine) of about 50:1 to about 1:3, or from about 25:1 to about 1:2, from about 10:1 to about 3:2, or from about 5:1 to about 1:1.

Unless otherwise clear from context, all percentages referred to herein are expressed as percent by weight based on the total weight of the composition.

Anatabine may be prepared synthetically, such as via a benzophenoneimine pathway as described in co-pending application Ser. No. 12/729,346, filed Mar. 23, 2010, the disclosure of which is incorporated herein by reference in its entirety. Anatabine may be present in the form of a racemic mixture or as isolated enantiomer, e.g., R-(+)-anatabine or S-(−)-anatabine, and/or as one or more pharmaceutically acceptable (or food grade) salts of anatabine. Unless otherwise clear from context, “anatabine” as used herein refers to racemic mixtures of anatabine, enantiomers of anatabine, salt and non-salt forms of anatabine, as well as salt and non-salt forms of anatabine enantiomers. Non-limiting examples of possible salts are described in P. H. Stahl et al., Handbook of Pharmaceutical Salts: Properties, Selection and Use, Weinheim/Zürich:Wiley-VCHNHCA, 2002, including salts of 1-hydroxy-2-naphthoic acid, 2,2-dichloroacetic acid, 2-hydroxyethanesulfonic acid, 2-oxoglutaric acid, 4-acetamidobenzoic acid, 4-aminosalicylic acid, acetic acid, adipic acid, ascorbic acid (L), aspartic acid (L), benzenesulfonic acid, benzoic acid, camphoric acid (+), camphor-10-sulfonic acid (+), capric acid (decanoic acid), caproic acid (hexanoic acid), caprylic acid (octanoic acid), carbonic acid, cinnamic acid, citric acid, cyclamic acid, dodecylsulfuric acid, ethane-1,2-disulfonic acid, ethanesulfonic acid, formic acid, fumaric acid, galactaric acid, gentisic acid, glucoheptonic acid (D), gluconic acid (D), glucuronic acid (D), glutamic acid, glutaric acid, glycerophosphoric acid, glycolic acid, hippuric acid, hydrobromic acid, hydrochloric acid, isobutyric acid, lactic acid (DL), lactobionic acid, lauric acid, maleic acid, malic acid (−L), malonic acid, mandelic acid (DL), methanesulfonic acid, naphthalene-1,5-disulfonic acid, naphthalene-2-sulfonic acid, nicotinic acid, nitric acid, oleic acid, oxalic acid, palmitic acid, pamoic acid, phosphoric acid, proprionic acid, pyroglutamic acid (−L), salicylic acid, sebacic acid, stearic acid, succinic acid, sulfuric acid, tartaric acid (+L), thiocyanic acid, toluenesulfonic acid (p), and undecylenic acid.



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stats Patent Info
Application #
US 20120325228 A1
Publish Date
12/27/2012
Document #
13493132
File Date
06/11/2012
USPTO Class
131328
Other USPTO Classes
131352, 131329
International Class
/
Drawings
2


Alkaloid
Nicotine


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