A tabulated listing of pKa values is presented for 87 medicinal compounds commercially marketed since 1978. Medicinal compounds are listed alphabetically under their respective generic name. The pKa values reported are listed as either acid or base depending upon the ionization characteristics of the functional group corresponding to the respective pKa value.
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RileyTN, Report on new drugs1978. US Pharmacist1979; 4 (2): 49–57, 60–1, 63–4.
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RileyTNFischerRG, Review of new drugs. US Pharmacist1984; 9 (3): 39–43, 45–50, H-16.
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RileyTNFischerRG, New drugs of1984. US Pharmacist1984; 9 (9): 49–52, 54–5, 58–60, 62–3.
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RileyTNFischerRG, New drugs1985. US Pharmacist1985; 10 (9): 38–53.
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HussarDA, New drugs of the year. Am Pharm1982; NS22 (3): 29–47.
16.
HussarDA, New drugs of1982. Am Pharm1983; NS23 (3): 19–36.
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HussarDA, New drugs1983. Am Pharm1984; NS24 (3): 23–40.
18.
HussarDA, New drugs1984. Am Pharm1985; NS25 (3): 50–68.
19.
RileyTNFischerRG, Review of new drugs. US Pharmacist1986; 11 (3): 57–8, 60–2, 64–7, 73–4, 76.
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22.
Acyclovir. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 324.
23.
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24.
Amdinocillin. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 132.
25.
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26.
BonatiMGaspariFD'arannoV, Physicochemical and analytical characteristics of amiodarone. J Pharm Sci1984; 73: 829–31.
27.
Amoxapine. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 988.
28.
Azatadine maleate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 5.
29.
Azathioprine. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 10. New York: Academic Press, 1981: 39.
30.
Azlocillin sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 252.
31.
Bacampicillin hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 236.
32.
Baclofen. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 14. Orlando: Academic Press, 1985: 535.
33.
Bentiromide. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1133.
34.
Bitolterol mesylate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 539.
35.
Bromocriptine. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 8. New York: Academic Press, 1979: 63.
36.
Bumetanide. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1266.
37.
GarrettEChandranV, Pharmacokinetics of morphine and its surrogates VI: Bioanalysis, solvolysis kinetics, solubility, pKa values, and protein binding of buprenorphine. J Pharm Sci1985; 74: 515–24.
38.
PfefferMSmythRPittmanKNardellaP, Pharmacokinetics of subcutaneous and intramuscular butorphanol in dogs. J Pharm Sci1980; 69: 801–3.
39.
Captopril. In: FloreyK, Analytical profiles of drug substances. Vol. 11. New York: Academic Press, 1982: 106.
40.
Cefaclor. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 9. New York: Academic Press, 1980: 114.
41.
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42.
Cefamandole nafate. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 9. New York: Academic Press, 1980: 128.
43.
WongWWMaderichABPolliGPRavinLJ, Stability of cefonicid sodium in infusion fluids. Am J Hosp Pharm1985; 42: 1980–3.
44.
Cefoperazone sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 94.
Cefoxitin. In: FloreyK, ed. analytical profiles of drug substances. Vol. 11. New York: Academic Press, 1982: 183.
47.
Ceftizoxime sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 110.
48.
StoeckelKMcNamaraPJBrandtRPlozza-NottebrockHZieglerWh.Effects of concentration-dependent plasma protein binding on ceftriaxone kinetics. Clin Pharmacol Ther1981; 29: 650–7.
49.
Cefuroxime sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 121.
50.
Chenodiol. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1434.
51.
QuayJFChildersRFJohnsonDWNashJFStuckyJFIICinoxacin in female mongrel dogs: Effect of urine pH on urinary drug excretion and correlation of in vitro characteristics of oral dosage forms with bioavailability. J Pharm Sci1979; 68: 227–32.
52.
TanakaHTamuraZ, Determination of the partition coefficient and acid dissociation constants of iodochlorhydroxyquin by an improved partition method. J Pharm Sci1984; 73: 1647–9.
53.
TsujiANakashimaEKagamiIYamanaT, Intestinal absorption mechanism of amphoteric β-lactam antibiotics I: Comparative absorption and evidence for saturable transport of amino-β-lactam antibiotics by in situ rat small intestine. J Pharm Sci1981; 70: 768–72.
54.
Cyclobenzaprine hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 620.
55.
EksborgS, Extraction of daunorubicin and doxorubicin and their hydroxyl metabolites: Self-association in aqueous solution. J Pharm Sci1978; 67: 782–5.
56.
Diflunisal. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 14. Orlando: Academic Press, 1985: 497.
57.
CzeislerJEl-RashidyR.Pharmacologically active conformation of disopyramide: Evidence from apparent pKa measurements. J Pharm Sci1985; 74: 750–4.
58.
Dobutamine. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 8. New York: Academic Press, 1979: 141.
Glipizide. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1579.
63.
SarpotdarPGaskillJGianniniR, Effect of polyethylene glycol on the penetration of drugs through human cadaver skin in vitro. J Pharm Sci1986; 75: 26–8.
64.
Indapamide. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1260.
65.
Iopanoic acid. In: FloreyK, ed. Analytical profiles of drug substances, vol. 14. Orlando: Academic Press, 1985: 194.
66.
Ketoconazole. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 74.
67.
WangPHLienEJ, Effects of different buffer species on partition coefficients of drugs used in quantitative structure-activity relationships. J Pharm Sci1980; 69: 662–8.
68.
Loperamide hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1416.
69.
Maprotiline hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 992.
70.
Meclofenamate sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 872.
71.
Metoclopramide hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1457.
72.
ChoMKurtzRLewisC, Metronidazole phosphate—a water-soluble prodrug for parenteral solutions of metronidazole. J Pharm Sci1982; 71: 410–4.
73.
Metyrosine. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1924.
74.
Mezlocillin sodium. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 259.
75.
Miconazole. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 77.
76.
Minoxidil. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 793.
77.
HashimotoNTasakiTTanakaH, Degradation and epimerization kinetics of moxalactam in aqueous solution. J Pharm Sci1984; 73: 369–73.
78.
Nalbuphine hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 925.
79.
KolbV, Long-range substituent effects in morphine-type agonists and antagonists: A possible explanation for some opiate anomalies. J Pharm Sci1979; 68: 1250–4.
80.
Natamycin. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 10. New York: Academic Press, 1981: 535.
81.
Pemoline. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1041.
82.
Pentamidine isethionate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 382.
83.
Pentoxifylline. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 664.
CoakleyDCorsiEAJohnsonJB, Piperacillin sodium: Compatibility and stability studies with diluents, intravenous solutions and admixtures. Am J Intraven Ther Clin Nutr1984; 11: 22–5, 28–9.
86.
Piroxicam. In: GoldbergME, ed. Pharmacological and biochemical properties of drug substances. Vol. 3. Washington, DC: American Pharmaceutical Association, Academy of Pharmaceutical Sciences, 1981: 324.
87.
Ranitidine hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 1463.
88.
Ritodrine hydrochloride. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 581.
89.
Salsalate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 852.
90.
Streptozocin. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 467.
91.
Sufentanil citrate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 919.
92.
Sulindac. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 13. New York: Academic Press, 1984: 584.
93.
Tamoxifen citrate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 471.
94.
Tobramycin. In: RileyTN., A pocket guide to organic medicinal structures. Camden, Maine: BJ & FW Taylor, 1979: 78.
95.
ElvinATKeenaughanJBByrnesEW, Tocainide conjugation in humans: Novel biotransformation pathway for a primary amine. J Pharm Sci1980; 69: 47–9.
96.
Trazodone. In: GoldbergME, ed. Pharmacological and biochemical properties of drug substances. Vol. 3. Washington, DC: American Pharmaceutical Association Academy of Pharmaceutical Sciences, 1981: 95.
97.
KonishiMHiraiKMoriY, Kinetics and mechanism of the equilibrium reaction of triazolam in aqueous solution. J Pharm Sci1982; 71: 1328–34.
98.
Trimipramine maleate. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 994.
99.
Sodium valproate and valproic acid. In: FloreyK, ed. Analytical profiles of drug substances. Vol. 8. New York: Academic Press, 1979: 544.
100.
Vecuronium bromide. In: Drug information 86. Bethesda, MD: American Society of Hospital Pharmacists, 1986: 609.
101.
HasegawaJFuitaTHayashiYIwamotoKWatanabeJ, pKa determination of verapamil by liquid-liquid partition. J Pharm Sci1984; 73: 442–5.
