U.S. patent application number 13/558718 was filed with the patent office on 2013-02-28 for anatabine-enriched tobacco products.
The applicant listed for this patent is Jonnie R. Williams. Invention is credited to Jonnie R. Williams.
Application Number | 20130048001 13/558718 |
Document ID | / |
Family ID | 47741834 |
Filed Date | 2013-02-28 |
United States Patent
Application |
20130048001 |
Kind Code |
A1 |
Williams; Jonnie R. |
February 28, 2013 |
Anatabine-Enriched Tobacco Products
Abstract
A tobacco product contains tobacco material enriched with
anatabine or a salt or derivative thereof. In some aspects, the
tobacco material has very low levels of tobacco specific
nitrosamines (TSNA), such as having a collective content of
N'-nitrosonornicotine (NNN),
4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK),
N'-nitrosoanatabine (NAT) and N'-nitrosoanabasine (NAB) which is
about 0.3 .mu.g/g or less. The tobacco product may be a smoking
product, such as cigarettes, cigars, or pipe tobacco; or a
smokeless product, such as chewing tobacco, snuff, snus,
tobacco-containing gum or lozenges, or a dissolvable powdered
tobacco-based smokeless product.
Inventors: |
Williams; Jonnie R.;
(Bradenton, FL) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
Williams; Jonnie R. |
Bradenton |
FL |
US |
|
|
Family ID: |
47741834 |
Appl. No.: |
13/558718 |
Filed: |
July 26, 2012 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
61528377 |
Aug 29, 2011 |
|
|
|
Current U.S.
Class: |
131/352 |
Current CPC
Class: |
A24B 15/245 20130101;
A24B 15/38 20130101 |
Class at
Publication: |
131/352 |
International
Class: |
A24B 13/00 20060101
A24B013/00 |
Claims
1. A tobacco product comprising tobacco material enriched with a
compound of Formula I or a salt thereof: ##STR00005## wherein: R
represents hydrogen or C.sub.1-C.sub.5 alkyl; R' represents
hydrogen or C.sub.1-C.sub.7 alkyl; X represents halogen or
C.sub.1-C.sub.7 alkyl; the dotted line within the piperidine ring
represents a carbon/carbon or carbon/nitrogen double bond within
that ring, or two conjugated double bonds within that ring; wherein
one of the two conjugated double bonds is a carbon/nitrogen double
bond, or both of the conjugated double bonds are carbon/carbon
double bonds; wherein when a carbon/nitrogen double bond is
present, R is absent; and either (i) "a" is an integer ranging from
1-4 and "b" is an integer ranging from 0-8; or (ii) "a" is an
integer ranging from 0-4 and "b" is an integer ranging from 1-8;
and wherein when a carbon/nitrogen double bond is not present, R is
present; "a" is an integer ranging from 0-4; and "b" is an integer
ranging from 0-8.
2. The tobacco product of claim 1, wherein the tobacco material has
a collective content of N'-nitrosonornicotine (NNN),
4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK),
N'-nitrosoanatabine (NAT) and N'-nitrosoanabasine (NAB) which is
0.3 .mu.g/g or less.
3. The tobacco product of claim 1 wherein the collective content is
0.2 .mu.g/g or less.
4. The tobacco product of claim 4 wherein the collective content is
0.1 .mu.g/g or less.
5. A tobacco product of claim 1 wherein the content of
4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) is 0.05
.mu.g/g or less.
6. The tobacco product of claim 5 wherein the content of
4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK) is 0.01
.mu.g/g or less.
7. The tobacco product of claim 1 wherein the tobacco material
consists essentially of Virginia flue cured tobacco.
8. The tobacco product of claim 1 wherein the compound of Formula I
is anatabine or a salt thereof.
9. The tobacco product of claim 8 wherein anatabine or a salt
thereof is present in an amount of about 0.1 wt. % to about 10 wt.
% above the anatabine content in the tobacco material, based on the
total weight of the tobacco material.
10. The tobacco product of claim 9, wherein anatabine or a salt
thereof is present in an amount of about 0.5 wt. % to about 5 wt. %
above the anatabine content in the tobacco material, based on the
total weight of the tobacco material.
11. The tobacco product of claim 1 which is a smoking product
selected from the group consisting of cigarettes, cigars, and pipe
tobacco.
12. The tobacco product of claim 11 which is a cigarette.
13. The tobacco product of claim 1 which is a smokeless product
selected from the group consisting of chewing tobacco, snuff, snus,
tobacco-containing gum or lozenges, and dissolvable powdered
tobacco-based smokeless products.
14. The tobacco product of claim 13 which is a dissolvable powdered
tobacco-based smokeless product.
15. The tobacco product of claim 1 wherein the tobacco materially
is partially denicotinized.
16. The tobacco product of claim 1 wherein the tobacco materially
is wholly denicotinized.
17. The tobacco product of claim 1 wherein the tobacco material is
further enriched with a compound selected from the group consisting
of nornicotine, anabasine, and combinations thereof.
Description
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] This application claims priority under 35 U.S.C.
.sctn.119(e) to U.S. Application No. 61/528,377, filed Aug. 29,
2011, the disclosure of which is hereby incorporated by reference
in its entirety.
BACKGROUND
[0002] In addition to the major alkaloid nicotine, tobacco also
contains the minor alkaloids nornicotine, anabasine, and anatabine.
The minor tobacco alkaloids, particularly anatabine, have been
shown to exhibit beneficial effects such as monoamine oxidase
inhibitory activity, as described in Williams U.S. Pat. No.
6,350,479.
SUMMARY
[0003] In one aspect, a tobacco product comprises a tobacco
material enriched with anatabine or a salt or derivative thereof.
The tobacco product may have an anatabine content, for example,
which is about 0.1 wt. % to about 10 wt. % above the anatabine
content in the tobacco material.
[0004] In some aspects, the tobacco material has very low levels of
tobacco specific nitrosamines (TSNA). For example, the tobacco
material may have a collective content of N'-nitrosonornicotine
(NNN), 4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK),
N'-nitrosoanatabine (NAT) and N'-nitrosoanabasine (NAB) which is
about 0.3 .mu.g/g or less.
[0005] In some embodiments, the tobacco material may be partially
or wholly denicotinized. Anatabine or a salt or derivative thereof
may be added to the tobacco material, for example, to partially or
wholly replace any nicotine that is removed from the tobacco
material.
[0006] The tobacco product may be a smoking product, such as
cigarettes, cigars, pipe tobacco, or the like; or a smokeless
product, such as chewing tobacco, snuff, snus, tobacco-containing
gum or lozenges, dissolvable powdered tobacco-based smokeless
products, or the like.
DETAILED DESCRIPTION
[0007] The tobacco products described herein generally contain
tobacco material enriched with anatabine or a salt or derivative
thereof. Unless otherwise clear from context, all percentages
herein are expressed as percent by weight based on the total dry
weight of the tobacco material.
Tobacco Material
[0008] Tobacco material may be provided from cured tobacco stems,
lamina, or both. Any variety may be used, including flue or bright
varieties, burley, oriental varieties, and the like, either
individually or in combination with one or more other varieties.
Often, flue or bright varieties of tobacco are used, e.g., Virginia
flue. Tobacco stems generally have higher amounts of fibrous
components than are present in lamina. Stems typically have less
bitterness than lamina. Lamina generally is easier to mill and has
higher concentrations of soluble components.
[0009] First, tobacco is grown and harvested. The tobacco is then
cured and removed from the curing barn. If only the stem or lamina
is used, the stem or lamina may be separated from the rest of the
leaf either before or after curing.
[0010] In some embodiments, tobacco material is cured using a
process designed to obtain very low levels of tobacco-specific
nitrosamines (TSNA). For example, a microwave process may be used
to substantially prevent the formation of nitrosamines during
curing. U.S. Pat. No. 5,803,081 and WO 98/05226 describe the use of
microwaves to substantially prevent the formation of nitrosamines
U.S. Pat. No. 6,311,695 describes the use of high frequency
electromagnetic energy (electron beam, gamma, etc.) applied to
uncured tobacco to substantially prevent the formation of
nitrosamines. Alternatively, tobacco can be cured in a controlled
environment that avoids an anaerobic condition, as described in
U.S. Pat. No. 6,202,649, to substantially prevent the formation of
nitrosamines. Williams U.S. Pat. No. 8,151,804 describes a process
of subjecting uncured tobacco to a controlled environment while at
least a majority of the tobacco is still in a green state. U.S.
Pat. No. 5,803,081, U.S. Pat. No. 6,202,649, U.S. Pat. No.
6,311,695, and U.S. Pat. No. 8,151,804 are each hereby incorporated
by reference in their entireties.
[0011] In some embodiments, the tobacco material has a collective
content of N'-nitrosonornicotine (NNN),
4-(N-nitrosomethylamino)-1-(3-pyridyl)-1-butanone (NNK),
N'-nitrosoanatabine (NAT) and N'-nitrosoanabasine (NAB) which is
0.3 .mu.g/g or less, often 0.2 .mu.g/g or less, and in some cases
0.1 .mu.g/g or less, less than about 0.09 .mu.g/g, less than about
0.07 .mu.g/g, or less than about 0.05 .mu.g/g, 0.03 .mu.g/g, 0.015
.mu.g/g, 0.01 .mu.g/g, or even lower.
[0012] In some embodiments, the tobacco material has an NNK content
of about 0.05 .mu.g/g or less, often about 0.01 .mu.g/g or less, in
some cases about 0.002 .mu.g/g or less. The tobacco material may
have an NNN content of about 0.1 .mu.g/g or less, about 0.05
.mu.g/g or less, about 0.03 .mu.g/g or less, about 0.015 .mu.g/g or
less, about 0.01 .mu.g/g or less, or even lower.
[0013] After curing, before or after milling or extracting, the
tobacco material may be subjected to a sterilization technique. The
sterilization technique typically irradiates the tobacco to destroy
any microbes remaining on the tobacco in order to prevent or
substantially prevent the further formation of nitrosamines Any
suitable radiation may be used such as, but not limited to,
microwaves, gamma rays or electron beams. U.S. Pat. No. 6,311,695,
discussed above, describes the use of electron beams.
[0014] In some embodiments, the tobacco material may be partially
or wholly denicotinized. For example, about 5 wt. % or more (e.g.,
about 10, 20, 30, 40, 50, 60, 70, 80, 90, or 100 wt. %) of nicotine
present in the tobacco material may be removed. Methods for
denicotinizing tobacco materials are known to persons skilled in
the art, as described, e.g., in U.S. Pat. No. 5,119,835, the
disclosure of which is hereby incorporated by reference. In some
embodiments, for example, tobacco material may be enriched with
anatabine (or a salt or derivative thereof) to partially or wholly
replace any nicotine that is removed from the tobacco material.
Anatabine and Anatabine Derivatives
[0015] In some aspects, tobacco material is enriched with a
compound of Formula I, or a pharmaceutically acceptable salt
thereof:
##STR00001##
wherein: [0016] R represents hydrogen or C.sub.1-C.sub.5 alkyl;
[0017] R' represents hydrogen or C.sub.1-C.sub.7 alkyl; and [0018]
X represents halogen or C.sub.1-C.sub.7 alkyl.
[0019] In some embodiments, [0020] R represents hydrogen or
C.sub.1-C.sub.3 alkyl; [0021] R' represents hydrogen or
C.sub.1-C.sub.4 alkyl; and [0022] X represents halogen or
C.sub.1-C.sub.3 alkyl.
[0023] The dotted line within the piperidine ring represents a
carbon/carbon or carbon/nitrogen double bond within that ring, or
two conjugated double bonds within that ring. One of the two
conjugated double bonds can be a carbon/nitrogen double bond, or
both of the conjugated double bonds can be carbon/carbon double
bonds. When a carbon/nitrogen double bond is present, R is absent;
and either (i) "a" is an integer ranging from 1-4, usually 1-2, and
"b" is an integer ranging from 0-8, usually 0-4; or (ii) "a" is an
integer ranging from 0-4, usually 0-2, and "b" is an integer
ranging from 1-8, usually 1-4. When a carbon/nitrogen double bond
is not present, R is present; "a" is an integer ranging from 0-4,
usually 1-2; and "b" is an integer ranging from 0-8, usually 0-4 or
1-2. The term "alkyl," as used herein, encompasses both straight
chain and branched alkyl. The term "halogen" encompasses fluorine
(F), chlorine (Cl), bromine (Br), and iodine (I).
[0024] Table I below illustrates non-limiting examples of anatabine
derivatives falling within Formula I:
TABLE-US-00001 TABLE I R R' (position) X (position) a b H CH.sub.3
(3) 0 1 CH.sub.3 -- CH.sub.3 (5) 1 0 H -- CH.sub.3CH.sub.2 (4) 1 0
CH.sub.3CH.sub.2 CH.sub.3 (4) -- 0 1 H CH.sub.3 (2) -- 0 2
CH.sub.3CH.sub.2 (5) H CH.sub.3 (3) CH.sub.3 (5) 1 1 CH.sub.3 --
CH.sub.3 (2) 2 0 CH.sub.3 (5)
[0025] Compounds of Formula I may be present in the form of a
racemic mixture or, in some cases, as an isolated enantiomer, such
as illustrated below in Formula IA.
##STR00002##
[0026] An example of a compound of Formula I is anatabine.
Compounds of Formula I are sometimes referred to herein as
"anatabine or derivatives thereof." The chemical structure of
anatabine (1,2,3,6-tetrahydro-[2,3'] bipyridinyl) is illustrated
below, in which * designates an asymmetric carbon.
##STR00003##
[0027] Anatabine exists in tobacco and certain foods, including
green tomatoes, green potatoes, ripe red peppers, tomatillos, and
sundried tomatoes, as a racemic mixture of R-(+)-anatabine and
S-(-)-anatabine, whose structures are illustrated below.
##STR00004##
[0028] An example of a compound of Formula IA is S-(-)-anatabine.
In some embodiments anatabine is provided in the form of a
pharmaceutically acceptable (or food grade) salt of anatabine.
Anatabine may be adsorbed on a cation exchange resin such as
polymethacrilic acid (Amberlite IRP64 or Purolite C115HMR), as
described in U.S. Pat. No. 3,901,248, the disclosure of which is
hereby incorporated by reference in its entirety. Such cation
exchange resins have been used commercially, for example, in
nicotine replacement therapy, e.g., nicotine polacrilex.
[0029] Unless otherwise clear from context, the term "anatabine" as
used herein refers collectively to anatabine, either as a racemic
mixture or an enantiomer, and pharmaceutically acceptable salts of
either of them. In general, salts may provide improved chemical
purity, stability, solubility, and/or bioavailability relative to
anatabine in its native form. Non-limiting examples of possible
anatabine salts are described in P. H. Stahl et al., Handbook of
Pharmaceutical Salts: Properties, Selection and Use,
Weinheim/Zurich:Wiley-VCH/VHCA, 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.
[0030] Anatabine (and other compounds of Formula I) may be prepared
synthetically, such as via a benzophenoneimine pathway, as
described in Puthiaparampil et al. U.S. Pat. No. 8,207,346, the
disclosure of which is incorporated herein by reference in its
entirety.
[0031] As an alternative to preparing anatabine synthetically,
anatabine can be obtained by extraction from tobacco or other
plants, such as members of the Solanaceae family, such as datura,
mandrake, belladonna, capsicum, potato, nicotiana, eggplant, and
petunia. For example, a tobacco extract may be prepared from cured
tobacco stems, lamina, or both. In the extraction process, cured
tobacco material is extracted with a solvent, typically water,
ethanol, steam, or carbon dioxide. The resulting solution contains
the soluble components of the tobacco, including anatabine.
Anatabine may be purified from the other components of the tobacco
using suitable techniques such as liquid chromatography. Other
details of extracting anatabine from tobacco are described in
Williams et al. U.S. Pat. No. 8,241,680, the disclosure of which is
hereby incorporated by reference in its entirety.
[0032] As part of the purification process, tobacco material may be
substantially denicotinized to remove a majority of other alkaloids
such as nicotine, nornicotine, and anabasine. Denicotinizing is
usually carried out prior to extraction of anatabine. Methods that
may be used for denicotinizing tobacco materials are described, for
example, in U.S. Pat. No. 5,119,835, the disclosure of which is
hereby incorporated by reference. In general, tobacco alkaloids may
be extracted from tobacco material with carbon dioxide under
supercritical conditions. The tobacco alkaloids may then be
separated from the carbon dioxide by dissolving an organic acid or
a salt thereof, such as potassium monocitrate, in the carbon
dioxide.
[0033] In some aspects, an isolated form of anatabine is used. An
"isolated form of anatabine," as used herein, refers to anatabine
that either has been prepared synthetically or has been
substantially separated from plant materials in which it occurs
naturally. The isolated form of anatabine should have a very high
purity (including enantiomeric purity in the case where an
enantiomer is used). In the case of synthetic anatabine, for
example, purity refers to the ratio of the weight of anatabine to
the weight of the end reaction product. In the case of isolating
anatabine from plant material, for example, purity refers to the
ratio of the weight of anatabine to the total weight of the
anatabine-containing extract. Usually, the level of purity is at
least about 95%, more usually at least about 96%, about 97%, about
98%, or higher. For example, the level of purity may be about
98.5%, 99.0%, 99.1%, 99.2%, 99.3%, 99.4%, 99.5%, 99.6%, 99.7%,
99.8%, 99.9%, or higher.
[0034] The amount of anatabine, or salt or derivative thereof,
added to the tobacco material may vary over a wide range, but often
ranges from about 0.1 wt. % to about 10 wt. % above the anatabine
content in the tobacco material, based on the total weight of the
tobacco material. For example, anatabine or a salt or derivative
thereof may be added to the tobacco material in an amount of about
0.2 wt. % to about 9 wt. % above the anatabine content in the
tobacco material, or from about 0.3 wt. % to about 8 wt. %, from
about 0.5 wt. % to about 6 wt. %, from about 0.7 wt. % to about 5
wt. %, from about 0.8 wt. % to about 4 wt. %, or from about 1 wt. %
to about 3 wt. % above the anatabine content in the tobacco
material, based on the total weight of the tobacco material.
[0035] By way of example and without limitation, the amount of
anatabine, or salt or derivative thereof, added to the tobacco
material per single unit of tobacco product may range from about
0.01 mg to about 2 g, from about 0.1 mg to about 1 g, from about
0.5 mg to about 1 g, from about 1 mg to 500 mg, from about 2 mg to
about 400 mg, from about 3 mg to about 300 mg, from about 4 mg to
about 250 mg, from about 5 mg to about 200 mg, from about 6 mg to
about 150 mg, from about 7 mg to about 100 mg, from about 8 mg to
about 75 mg, from about 9 mg to about 50 mg, or from about 10 mg to
about 40 mg.
[0036] In addition to being enriched with anatabine or a salt or
derivative thereof as described herein, the tobacco material may
also be enriched with other components, including other minor
tobacco alkaloids such as nornicotine and anabasine. Such other
components may be added, for example, in the amounts listed above
for anatabine and its salts and derivatives.
[0037] Any suitable technique may be used for adding anatabine or a
salt or derivative thereof (and optionally other alkaloids) to the
tobacco material, depending on such factors as the state of the
tobacco material and the type of tobacco product ultimately
prepared. For example, during a process of preparing cigarettes,
anatabine may be provided in a solvent, such as ethanol, and
sprayed onto or otherwise mixed with tobacco material in whole leaf
or shredded leaf form. When the tobacco material is in the form of
a powder, such as when preparing dissolvable smokeless tobacco
products, anatabine may be dry blended with other ingredients prior
to compressing the powder into a solid bit. Alternatively,
anatabine may be added to a liquid tobacco extract which is
subsequently dried into a powder used to prepare a smokeless
tobacco product.
Additives
[0038] The tobacco product may also contain other ingredients such
as sweeteners, flavorants, coloring agents, fillers, and the like.
Non-limiting examples of flavorants include eucalyptus, propolis,
spearmint, menthol, wintergreen, and the like. Examples of citrus
flavors are described in U.S. Pat. No. 4,832,059 (Lorillard); and
examples of carbocyclic alkyl ethers are described in U.S. Pat. No.
5,414,142 (Lorillard), the disclosures of each of which are
incorporated by reference in their entireties.
[0039] Typically, the amounts of individual additives ranges from 0
wt. % to about 15 wt. %, often from about 0.5 wt. % to about 10 wt.
%, and usually from about 1 wt. % to about 5 wt. %, based on the
total weight of the tobacco material.
Tobacco Products
[0040] The enriched tobacco material may be formed into a tobacco
product using techniques well known to those skilled in the art.
Non-limiting examples of smoking products include cigarettes,
cigars, pipe tobacco, and the like. Non-limiting examples of
smokeless products include chewing tobacco, snuff, snus,
tobacco-containing gum or lozenges, dissolvable powdered
tobacco-based smokeless products, and the like.
[0041] Methods for preparing cigarettes, cigars, pipe tobacco,
chewing tobacco, and the like are well known to persons skilled in
the art, and the details of such processes form no part of the
present invention.
[0042] In one embodiment, a smokeless tobacco product comprises a
solid bit prepared by compressing powdered tobacco. The powdered
tobacco may be produced from cured tobacco stems, lamina, or both.
Cured tobacco material may be pulverized, e.g., milled, to form a
powdered tobacco. Alternatively, an extract of the tobacco material
may be dried to form a powder. The solid bit may contain, for
example, from about 10 wt. % to about 80 wt. % of powdered tobacco,
often from about 25 wt. % to about 75 wt. %.
[0043] In the extraction process, cured tobacco material is
typically extracted with a solvent, typically water or steam. The
resulting solution contains the water-soluble components of the
tobacco, including nicotine. The solution is then dried and ground,
as needed, to form a powdered tobacco. Prior to forming the bit,
the powdered tobacco may be processed to form larger particles,
such as by granulation or by rolling and grinding. Such processes
provide particles, which are more readily formed into bits, and
form bits, which do not disintegrate during handling and in the
package. Moreover, larger particles are easier to handle than the
smaller particles and are less prone to form "dust" associated with
small powder particles.
[0044] The bit may be processed and packaged by any suitable means.
The bit is placed in the mouth and allowed to dissolve, releasing
the nicotine and other tobacco components. Any material that does
not dissolve is easily swallowed along with the dissolved
components. That is, for example, a bit formed from whole leaf
pulverized tobacco, will disintegrate and dissolve in the mouth,
such that any insoluble components are in the form of very small
particles that are easily swallowed with the saliva.
[0045] Other details of preparing dissolvable smokeless tobacco
products are described in Williams U.S. Pat. No. 6,834,654, the
disclosure of which is hereby incorporated by reference in its
entirety.
EXAMPLE 1
[0046] This example illustrates preparing a dissolvable smokeless
tobacco product containing powdered tobacco enriched with anatabine
citrate.
[0047] Virginia flue tobacco is pulverized into a powder and
spray-dried together with flavors and other components in a
fluidized bed granulator, as described in Example 1 of U.S. Pat.
No. 6,834,654. Synthetic anatabine citrate is added to the
fluidized bed granulator together with the other ingredients. The
resulting powder is compressed into 600 mg solid bits each
containing about 0.4 mg of anatabine from anatabine citrate in
addition to approximately 0.3 mg anatabine from the Virginia flue
tobacco.
EXAMPLE 2
[0048] This example illustrates preparing cigarettes containing
tobacco material enriched with anatabine citrate. A solution of
synthetic anatabine citrate is sprayed onto shredded Virginia flue
tobacco together with menthol and other flavors. Cigarettes are
formed from the tobacco material using conventional techniques.
Anatabine citrate is added in an amount equivalent to 0.6 mg of
anatabine per cigarette, in excess of the quantity of anatabine
present from the Virginia flue tobacco (approximately 0.3 mg per
cigarette).
[0049] While the invention has been described with respect to
specific examples including presently preferred modes of carrying
out the invention, those skilled in the art will appreciate that
there are numerous variations and permutations of the above
described systems and techniques that fall within the spirit and
scope of the invention as set forth in the appended claims.
* * * * *