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Nicotine-mandelate complex crystal, preparation method thereof and tobacco product containing same

A technology of mandelate and tobacco products, applied in the field of nicotine-mandelate complex crystal and preparation thereof, can solve the problems of gastrointestinal or respiratory tract irritation, physical discomfort, too fast and too violent nicotine release, etc. Lowering, smooth and delicate skin

Inactive Publication Date: 2018-07-17
CHINA TOBACCO YUNNAN IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These new tobacco products either use tobacco as the direct raw material or add nicotine directly, which will cause the nicotine to be released too fast and too violently when the product is consumed. Or respiratory irritation, causing physical discomfort

Method used

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  • Nicotine-mandelate complex crystal, preparation method thereof and tobacco product containing same
  • Nicotine-mandelate complex crystal, preparation method thereof and tobacco product containing same
  • Nicotine-mandelate complex crystal, preparation method thereof and tobacco product containing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] 1. Preparation of nicotine-mandelate complex crystals

[0036] Accurately measure nicotine (purity ≥99%) and mandelic acid (purity ≥98%) with a molar ratio of 1:2. Dissolve mandelic acid with appropriate amount of ethanol to prepare a saturated solution, place the saturated solution of mandelic acid in a water bath environment of 30°C, stir well and slowly add nicotine dropwise to control pH=5.5. After the dripping is completed, the reaction liquid is transferred to a light-proof container and sonicated at a frequency of 80KHz for 5h in an environment of 30°C. The reaction product is placed in a room temperature environment protected from light, the solvent is slowly evaporated, and the nicotine-mandelic acid complex crystals can be obtained after 20 days.

[0037] 2. Characterization of single crystal structure of nicotine-mandelate complex

[0038] Choose the appropriate size flake crystals obtained by incubation at room temperature, and use Xcalibur Eos diffractometer to ...

Embodiment 2

[0046] 1. Preparation of crystalline gum-based chewing tobacco containing nicotine-mandelate complex

[0047] a. Take styrene-butadiene rubber 30%, cyclamate 56%, propylene glycol 1%, glycerin 2%, coffee flavor 1%, Yunnan olive extract flavor 4%, sodium carbonate 2%, Carotene 1%, Nicotine-mandelate complex 3%;

[0048] b. Baking the gum base first, mixing the materials evenly, stirring at 60°C for 60 minutes, forming and extruding, rolling, cutting, aging, and packing into finished products.

[0049] 2. Nicotine dissolution test in vitro

[0050] The product prepared in step 1 and the gum-based chewing tobacco containing pure nicotine and the gum-based chewing tobacco containing shredded tobacco were respectively subjected to nicotine in vitro dissolution test experiments.

[0051] The present invention uses an oral cavity simulation chewing instrument to perform in vitro dissolution test of nicotine on the above three gum-based chewing tobacco products.

[0052] Test method: Add the ar...

Embodiment 3

[0059] 1. Preparation of nicotine-mandelate complex crystal pouched smoke

[0060] a. Take 45% of microcrystalline cellulose, 5% of lemon flavor, 5% of propylene glycol, 15% of nicotine-mandelate compound;

[0061] b. After mixing the materials and sieving them, take the powder with a particle size of 20 mesh and mix them evenly. After heating and heat treatment in a pasteurizer, add 15% water, 3% sodium chloride, 2% sodium carbonate, and blend Evenly, refrigerate for 12 hours, spray 4% honey, 4% glucose, 1% aspartame, 1% vitamin E, sealed and refrigerated for 24 hours, sterilized by ultraviolet for 3 hours, and packed into finished products.

[0062] 2. Nicotine dissolution test in vitro

[0063] The product prepared in step 1 and the pouched tobacco containing pure nicotine and the pouch containing tobacco were respectively subjected to nicotine in vitro dissolution test experiments.

[0064] The present invention uses an oral cavity simulation chewing instrument to perform in vitro ...

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Abstract

The invention discloses a nicotine-mandelate complex crystal. A crystal molecular formula of the nicotine-mandelate complex crystal is C26H30N2O6; the nicotine-mandelate complex crystal belongs to anorthorhombic crystal system; a space group is P212121, and unit cell parameters are: a=9.5074(5) angstrom, b=12.7246(9) angstrom, c=20.4101(1) angstrom, and alpha=beta=gamma=90.00 degrees. The invention further discloses a preparation method of the nicotine-mandelate complex crystal, comprising the following steps: a, measuring and fetching nicotine and mandelic acid, dissolving the mandelic acidin a solvent, obtaining a saturated solution, placing the saturated solution of the mandelic acid in a water bath environment, stirring and adding the nicotine dropwise; b, transferring the reaction liquid obtained in step a to a light resistant container, performing ultrasonic treatment, shielding the reaction product from light, placing the reaction product at room temperature, enabling the reaction product to volatilize, and obtaining a nicotine mandelate crystal. The complex crystal has an obviously sustained-release effect in artificially simulated saliva. The invention further disclosestobacco products containing the nicotine-mandelate complex crystal. The tobacco products include gum-based chewing tobacco, a bagged mouth cigarette, an electronic cigarette liquid or a heated non-combustible cigarette.

Description

Technical field [0001] The invention belongs to the field of organic crystals, and specifically relates to a nicotine-mandelate complex crystal and a preparation method thereof. Background technique [0002] Nicotine is the main chemical component of natural alkaloids in tobacco leaves. The molecular structure is composed of two nitrogen heterocycles. The pyrrole ring pKa = 7.87 and the pyridine ring pKa = 3.15. The nitrogen atom in the pyridine ring is weakly basic due to aromatization, which is similar to that of aromatic amines. The nitrogen atom in the pyrrolidine ring is a tertiary amine. Since this ring is not aromatized, its basicity is similar to that of aliphatic tertiary amines, so nicotine is easy to chemically react with acids. Rose, J.E., et al., Pulmonary delivery of nicotine pyruvate: Sensory and pharmacokinetic characteristics. Experimentaland Clinical Psychopharmacology, 2010.18(5):385-394 reported nicotine pyruvate and conducted related pharmacokinetic studies....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04C07C51/41C07C59/50A24B13/00A24B15/16
CPCA24B13/00A24B15/16A24B15/167C07C51/412C07D401/04C07C59/50
Inventor 杨继陈永宽杨柳赵伟段沅杏袁大林赵杨巩效伟韩熠洪鎏李寿波吴俊李廷华缪明明
Owner CHINA TOBACCO YUNNAN IND
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