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
CN108285441AInactive Publication Date: 2018-07-17CHINA TOBACCO YUNNAN IND
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
CHINA TOBACCO YUNNAN IND
Publication Date
2018-07-17
Estimated Expiration
Not applicable · inactive patent

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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.
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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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