Library

pKa

* Papers with Sirius co-authors


* Butcher, G. Comer, J. Avdeef, A., pKa-critical Interpretations of Solubility–pH Profiles: PG-300995 and NSC-639829 Case Studies. ADMET & DMPK, 2015, 3(2), 131-140

* D. Schönherr a, U. Wollatz a, D. Haznar-Garbacz a, U. Hanke a, K.J. Box b, R. Taylor b, R. Ruiz b, S. Beato c, D. Becker d, W. Weitschies a., Characterisation of selected active agents regarding pKa values, solubility concentrations and pH profiles by SiriusT3. Eur J Pharm Sci 2015

Over, B.; McCarren, P.; Artursson, P.; Foley, M.; Giordanetto, F.; Gronberg, G.; Hilgendorf, C.; Lee, M. D. t.; Matsson, P.; Muncipinto, G.; Pellisson, M.; Perry, M. W.; Svensson, R.; Duvall, J. R.; Kihlberg, J., Impact of stereospecific intramolecular hydrogen bonding on cell permeability and physicochemical properties. J Med Chem 2014, 57 (6), 2746-54.

Perspicace, E. Giorgio, A.  Carotti, A.  Marchais-Oberwinkler, S. Hartmann, R.W. Novel N-methylsulfonamide and Retro-N-methylsulfonamide Derivatives as 17b-Hydroxysteroid Dehydrogenase Type 2 (17b-HSD2) Inhibitors with Good ADME-Related Physicochemical Parameters. Eur J Med Chem, 2013, 69, 201-215

Takács-Novák, K., Deák, K Béni, S., Völgyi, G. Physico-chemical Profiling of the ACE-inhibitor Lisinopril: Acidbase Properties. ADMET & DMPK 1(2) (2013) 6-16.

Fetherston S.M, Geer L, Veazey R.S, Goldman L, Murphy D.J, Ketas T.J, Klasse P.J, Blois S, La Colla P, Moore J.P, Malcolm R.K., Partial Protection Against Multiple RT-SHIV162P3 Vaginal Challenge of Rhesus Macaques by a Silicone Elastomer Vaginal Ring Releasing the NNRTI MC1220. J Antimicrob Chemother. 2013, 68(2), 394-403.

* Ràfols, C. Bosch, E. Ruiz R, Box, K. J, Reis, M. Ventura, C. Santos, S. Araújo,M.E. F, Martins. Acidity and Hydrophobicity of Several New Potential Antitubercular Drugs: Isoniazid and Benzimidazole Derivatives.  J. Chem. Eng. Data, 2012, 57 (2), 330–338

Schmidt, E.; Dooley, N.; Ford, S. J.; Elliott, M.; Halbert, G. W., Physicochemical investigation of the influence of saccharide-based parenteral formulation excipients on l-p-boronphenylalanine solubilisation for boron neutron capture therapy. J. Pharm. Sci. 2012, 101 (1), 223-23

Ballatore, C.; Soper, J. H.; Piscitelli, F.; James, M.; Huang, L.; Atasoylu, O.; Huryn, D. M.; Trojanowski, J. Q.; Lee, V. M.; Brunden, K. R.; Smith, A. B., Cyclopentane-1,3-dione: A Novel Isostere for the Carboxylic Acid Functional Group. Application to the Design of Potent Thromboxane (A2) Receptor Antagonists. J Med Chem 2011, 54 (19), 6969-83.

Lammerts van Bueren, A.; Popat, S. D.; Lin, C. H.; Davies, G. J., Structural and thermodynamic analyses of alpha-L-fucosidase inhibitors. Chembiochem 2010, 11 (14), 1971-4.

* Box, K J. Donkor, R E. Jupp, P A. Leader, I P. Trew, D F. Turner, C H. The chemistry of multi-protic drugs Part 1: A potentiometric, multi-wavelength UV and NMR pH titrimetric study of the micro-speciation of SKI-606. J. Pharm. Biomed. Anal. 2008, 47(2), 303-311.

* Box, K J. Völgyi, G. Ruiz, R. Comer, J E. Takács-Novák, K. Bosch, E. Ràfols, C. Rosés, M. Physicochemical Properties of a New Multicomponent Cosolvent System for the pKa Determination of Poorly Soluble Pharmaceutical Compounds. Helv. Chim. Acta, 2007, 90(8), 1538-1553.

* Völgyi, G. Ruiz, R. Box, K. Comer, J. Bosch, E. Takács-Novák, K. Potentiometric and spectrophotometric pKa determination of water-insoluble compounds: Validation study in a new cosolvent system. Anal. Chim. Acta 2007, 583(2), 418-428

* Sköld, C. Winiwarter, S. Johan Wernevik, J. Bergström, F. Engström, L. Allen, R. Box, K. Comer, J. Mole, J. Hallberg, A. Lennernäs, H. Lundstedt, T. Ungell, A-L. Karlén, A. Presentation of a Structurally Diverse and Commercially Available Drug Data Set for Correlation and Benchmarking Studies. J. Med. Chem. 2006, 49(23), 6660-6671

* Comer, J. Ionization Constants and Ionization profiles. In Comprehensive Medicinal Chemistry II, editors Triggle, D J. Taylor, J B. Elsevier, Oxford, 2006. Volume 5, pp. 357-397.

Mandic, Z. Gabelica, V. Ionization, Lipophilicity and solubility properties of repaglinide. J Pharm. Biomed. Anal. 2006, 41, 866-871.

Sipila, J. Nurmi, H. Kaukonen, A M. Hirvonen, J. Taskinen, J. Yli-Kauhaluoma, J. A modification of the Hammett equation for predicting ionization constants of p-vinyl phenols. Eur. J. Pharm. Sci 2005, 25, 417-425.

*Comer, J.E.A. High throughput measurement of logD and pKa. In Drug Bioavailability. Estimation of Solubility, Permeability and Bioavailability, eds. Artursson, P. Lennernas, H van de Waterbeemd, H. Methods and Principles in Medicinal Chemistry 18. 2003, pp 21-45 Wiley-VCH (Weinheim)

*Comer, T. Box, K. High Throughput measurement of drug pKa values for ADME screening. J. Assoc. Lab. Autom. 2003, 8(1), 55-59

*Box, K. Bevan, C. Comer, J. Hill, A. Allen, R. Reynolds, D. High Throughput Measurement of pKa values in a mixed-buffer linear pH gradient system. Anal. Chem. 2003 (75(4)) pp 883-892

* Ruiz, R. Ràfols, C. Rosés, M. Bosch, E. A potentially simpler approach to measure aqueous pKa of insoluble basic drugs containing amino groups. J. Pharm. Sci. 2003 (92(7)) pp 1473-1481

Warhurst, D C. Steele, J C. Adagu, I S. Craig, J C. Cullander, C. Hydroxychloroquine is much less active than chloroquine against chloroquine-resistant Plasmodium falciparum, in agreement with its physicochemical properties. J. Antimicrob. Chemother. 2003, 52(2), 188-193.

Oelschläger H.; Wange J.; Letsch J.; Seeling A., New findings on the synthesis of the centrally acting muscle relaxant chlormezanone and its resolution of a gram scale using a Chiralcel OD column. Pharmazie 2003, 58(2):95-8

Nielsen, C.U. Supuran, C T. Scozzafava, A. Frokjaer, S. Steffansen, B. Brodin, B. Transport characteristics of L-carnosine and the anticancer derivative 4-toluensulfonylureido-carnosine.  2002 (19(9)) pp 1337-1344 Pharm. Res.

* Hendriksen, B.; Sanchez-Felix, M.; Tam, K. Y., A new multiwavelength spectrophotometric method for the determination of the molar absorption coefficients of ionisable drugs. Spectrosc. Lett. 2002, 35 (1), 9-19.

Kerns, E. H., High throughput physicochemical profiling for drug discovery. J. Pharm. Sci. 2001, 90 (11), 1838-1858.

* Tam, K. Y.; Quéré, L., Multiwavelength Spectrophotometric Resolution of the Micro-Equilibria of Cetirizine. Analytical Sciences 2001, 17, 1203-1208.

* Tam, K. Y.; Takács-Novák, K., Multiwavelength Spectrophotometric Determination of Acid Dissociation Constants: A Validation Study. Anal. Chim. Acta 2001, 434, 157-167.

* Tam, K. Y., Multiwavelength Spectrophotometric Resolution of the Micro-equilibria of a Triprotic Amphoteric Drug: Methacycline. Mikrochim. Acta 2001, 136, 91-97.

* Box, K. J.; Comer, J. E. A.; Hosking, P.; Tam, K. Y.; Trowbridge, L.; Hill, A., Rapid Physicochemical Profiling as an Aid to Drug Candidate Selection. In High Throughput Screening: The Next Generation, Dixon, G. K.; Major, J. S.; Rice, M. J., Eds. BIOS Scientific Publishers Ltd.: Oxford, 2000; pp 67-74.

Gobry, V.; Bouchard, G.; Carrupt, P. A.; Testa, B.; Girault, H. H., Physicochemical characterization of sildenafil: Ionization, lipophilicity behavior, and ionic-partition diagram studied by two-phase titration and electrochemistry. Helv. Chim. Acta 2000, 83 (7), 1465-1474.

* Takács-Novák, K.; Tam, K. Y., Multiwavelength spectrophotometric determination of acid dissociation constants - Part V: microconstants and tautomeric ratios of diprotic amphoteric drugs. J. Pharm. Biomed. Anal. 2000, 21 (6), 1171-1182.

* Tam, K. Y., Multiwavelength spectrophotometric determination of acid dissociation constants. Deconvolution of binary mixtures of ionizable compounds. Analytical Letters 2000, 33 (1), 145-161.

* Takács-Novák, K.; Tam, K. Y., Multiwavelength Spectrophotometric pKa Determination. Resolution of Multi-Protic Ionization Systems. Spectra Analyse 2000, 213 (MARS-AVRIL), 33-35.

*Caron, G.; Steyaert, G.; Pagliara, A.; Reymond, F.; Crivori, P.; Gaillard, P.; Carrupt, P. A.; Avdeef, A.; Comer, J.; Box, K. J.; Girault, H. H.; Testa, B., Structure-lipophilicity relationships of neutral and protonated beta-blockers Part I Intra- and intermolecular effects in isotropic solvent systems. Helv. Chim. Acta 1999, 82 (8), 1211-1222.

Franke, U. Munk, A. Wiese, M. Ionization constants and distribution coefficients of phenothiazines and calcium channel antagonists determined by a pH-metric method and correlation with calculated partition coefficients. J. Pharm. Sci. 1999, 88(1), 89-95

Megson, I. L.; Morton, S.; Greig, I. R.; Mazzei, F. A.; Butler, A. R.; Caron, A.; Fruttero, R.; Webb, D. J., N-substituted analogues of S-nitroso-N-acetypenicillamine: chemical stability and prolonged nitric oxide mediated vasodilation in isolated rat femoral arteries. Br. J. Pharmacol. 1999, 126, 639-648.

* Takács-Novák, K.; Tam, K. Y., Multiwavelength Spectrophotometric Determination of Acid Dissociation Constants Part II. First Derivative vs. Target Factor Analysis. Pharm. Res. 1999, 16, 374-381.

* Mitchell, R. C.; Salter, C. J.; Tam, K. Y., Multiwavelength spectrophotometric determination of acid dissociation constants: Part III. Resolution of multi-protic ionization systems. J. Pharm. Biomed. Anal. 1999, 20 (1-2), 289-295.

* Tam, K. Y.; Hadley, M.; Patterson, W., Multiwavelength Spectrophotometric Determination of Acid Dissociation Constants Part IV. Water-Insoluble Pyridine Derivatives. Talanta 1999, 49 (3), 539-545.

* Avdeef, A.; Box, K. J.; Comer, J. E.; Gilges, M.; Hadley, M.; Hibbert, C.; Patterson, W.; Tam, K. Y., PH-metric log P 11. pKa determination of water-insoluble drugs in organic solvent-water mixtures. J Pharm Biomed Anal 1999, 20 (4), 631-641.

* Allen, R. I.; Box, K. J.; Comer, J. E.; Peake, C.; Tam, K. Y., Multiwavelength spectrophotometric determination of acid dissociation constants of ionizable drugs. J Pharm Biomed Anal 1998, 17 (4-5), 699-712.

Winiwarter, S.; Bonham, N. M.; Ax, F.; Hallberg, A.; Lennernas, H.; Karlen, A., Correlation of human jejunal permeability (in vivo) of drugs with experimentally and theoretically derived parameters. A multivariate data analysis approach. J. Med. Chem. 1998, 41 (25), 4939-4949.

* Takács-Novák, K.; Box, K. J.; Avdeef, A., Potentiometric pK(a) determination of water-insoluble compounds: Validation study in methanol/water mixtures. Int. J. Pharm. 1997, 151 (2), 235-248.

McFarland, J. W.; Berger, C. M.; Froshauer, S. A.; Hayashi, S. F.; Hecker, S. J.; Jaynes, B. H.; Jefson, M. R.; Kamicker, B. J.; Lipinski, C. A.; Lundy, K. M.; Reese, C. P.; Vu, C. B., Quantitative structure-activity relationships among macrolide antibacterial agents: In vitro and in vivo potency against Pasteurella multocida. J. Med. Chem. 1997, 40 (9), 1340-1346.

Castro, J. L.; Broughton, H. B.; Russell, M. G. N.; Rathbone, D.; Watt, A. P.; Ball, R. G.; Chapman, K. L.; Patel, S.; Smith, A. J.; Marshall, G. R.; Matassa, V. G., 5-(piperidin-2-yl)- and 5-(homopiperidin-2-yl)-1,4-benzodiazepines: High-affinity, basic ligands for the cholecystokinin-B receptor. J. Med. Chem. 1997, 40 (16), 2491-2501.

Chamberlain, K.; Evans, A. A.; Bromilow, R. H., 1-octanol/water partition coefficient (K-ow) and pK(a) for ionisable pesticides measured by a pH-metric method. Pestic. Sci. 1996, 47 (3), 265-271.

Caron, G.; Pagliara, A.; Gaillard, P.; Carrupt, P. A.; Testa, B., Ionization and partitioning profiles of zwitterions: The case of the anti-inflammatory drug azapropazone. Helv Chim Acta 1996, 79 (6), 1683-1695.

* Comer, J. E. A.; Avdeef, A.; Box, K. J., Limits for successful neasurement of pKa and logP by pH-metric titration. Am. Lab. 1995, 4, 36C-36I.

* Comer, J.; Chamberlain, K.; Evans, A., Validation of pH-metric technique for measurement of pKa and logPow of ionizable herbicides. SAR QSAR Environ. Res. 1995, 3, 307-313.

* Comer, J., The acid test. Ionization and lipophilicity of drugs; influence on biological activity. Chem. Br. 1994, (12), 983-986.

* K. Takács-Novák, A. Avdeef, K.J. Box, B. Podyani and G. Szasz; J. Pharm. Biomed. Anal. 1994, 12, 1369-1377; pH-Metric logP.5. Determination of Protonation Macro- and Micro-Constants and Octanol/Water Partition Coefficient of the Anti-Inflammatory Drug Niflumic.

* Avdeef, A.; Comer, J. E. A.; Thomson, S. J., pH-Metric logP. 3. Glass Electrode Calibration in Methanol-Water, Applied to pKa Determination of Water-Insoluble Substances. Anal. Chem. 1993, 65, 42-49.

*A. Avdeef and J.E.A. Comer in: C.G. Wermuth (Ed.), QSAR and Molecular Modelling, ESCOM Science Publishers BV: Leiden, 1993, pp. 386, 387; Measurement of pKa and logP of Water-Insoluble Substances by Potentiometric Titration.

* A. Avdeef, J. Pharmaceut. Sci. 1993, 82, 183-190; pH-Metric logP.2. Refinement of Partition Coefficients and Ionization Constants of Multiprotic Substances.

* A.Avdeef in: C. Silipo and A. Vittoria (Eds.), QSAR: Rational Approaches to the Design of Bioactive Compounds, Elsevier: Amsterdam, 1991, pp. 119-122; Fast Simultaneous Determination of logP and pKa by Potentiometry: para- Alkoxyphenol Series (Methoxy to Pentoxy)