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Comment
. 2022 May;111(5):1004-1006.
doi: 10.1002/cpt.2555. Epub 2022 Feb 27.

The Central Role of pH in the Clinical Pharmacology of Nicotine: Implications for Abuse Liability, Cigarette Harm Reduction and FDA Regulation

Neal L Benowitz  1
Affiliations
Comment

The Central Role of pH in the Clinical Pharmacology of Nicotine: Implications for Abuse Liability, Cigarette Harm Reduction and FDA Regulation

Neal L Benowitz. Clin Pharmacol Ther. 2022 May.

Erratum in

  • Erratum.
    [No authors listed] [No authors listed] Clin Pharmacol Ther. 2022 Aug;112(2):411. doi: 10.1002/cpt.2693. Epub 2022 Jul 11. Clin Pharmacol Ther. 2022. PMID: 35816675 No abstract available.
No abstract available

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Conflict of interest statement

Conflict of interest: Dr. Benowitz has been a consultant to Pfizer and Achieve Life Sciences, companies that market or are developing smoking cessation medications, and has been a paid expert witness in litigation against tobacco companies.

Figures

Figure 1.
Figure 1.
Nicotine in tobacco products exists in two forms: nicotine freebase (left) and protonated nicotine (right). In water at 25 deg C, the pKa is 8.01 (Figure courtesy of Peyton Jacob III PhD)
Figure 2.
Figure 2.
Nicotine salt formation. Example of freebase nicotine combining with benzoic acid to form a solution of protonated nicotine and deprotonated benzoic acid (nicotine benzoate). Such nicotine salt solutions are found in many electronic cigarette liquids. (From Harvanko, A. M., Havel, C. M., Jacob, P. & Benowitz, N. L. Characterization of Nicotine Salts in 23 Electronic Cigarette Refill Liquids. Nicotine & Tobacco Research 22, 1239–1243 (2020); Copyright © The Author(s) 2019. Published by Oxford University Press on behalf of the Society for Research on Nicotine and Tobacco. All rights reserved.)
See this image and copyright information in PMC

Comment on

References

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    1. Stanfill S. et al. Characterization of Total and Unprotonated (Free) Nicotine Content of Nicotine Pouch Products. Nicotine & Tobacco Research 23, 1590–1596 (2021). - PubMed

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