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Barbara Bopp PhD Manager Drug Metabolism and Pharmacology

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Uprima® ® Uprima Presentation TAP Holdings Inc. Barbara Bopp, Ph.D. Manager, Drug Metabolism and Pharmacology E001451 Primary 1 8/12/2008 Uprima® Pharmacokinetics and Metabolism E001451 Primary 2 8/12/2008 Uprima® Pharmacokinetics & Metabolism Apomorphine Molecule   Not Morphine Not DEA scheduled OH HO • HCl • 1/2 H2O N H CH3 E001451 Primary 3 8/12/2008 Uprima® Pharmacokinetics & Metabolism Sublingual Tablet   Rapid absorption Avoid first pass metabolism Minimize food effect  E001451 Primary 4 8/12/2008 Phase I M98-844 Uprima® Pharmacokinetics & Metabolism Plasma Concentration–Time Curves 2.0 2 mg 4 mg 5 mg 6 mg 1.5 Apomorphine Concentration 1.0 (ng/mL) 0.5 0 0 1 2 3 4 5 6 7 8 Hours after Dose E001451 Primary 5 8/12/2008 M98-844 Uprima® Pharmacokinetics & Metabolism Apomorphine Pharmacokinetics Mean (% CV) Parameter tmax (h) Cmax (ng/mL) AUC (ng•h/mL) t1/2 (h) 2 mg SL 0.74 (40%) 0.70 (54%) 1.23 (39%) 2.0 4 mg SL 0.72 (44%) 1.25 (64%) 2.37 (45%) 2.8 5 mg SL 0.68 (31%) 1.70 (78%) 2.92 (51%) 3.1 6 mg SL 0.66 (49%) 1.91 (64%) 3.60 (48%) 3.1 1 mg SC 0.34 (51%) 3.22 (52%) 3.39 (32%) 2.7 E001451 Primary 6 8/12/2008 Phase I Uprima® Pharmacokinetics & Metabolism Dose Proportionality: Cmax and AUC M98-844 4 Cmax (ng/mL) or AUC (ng•h/mL) 3 2 1 Cmax AUC 0 0 1 2 3 4 5 6 Apomorphine HCI Dose (mg) E001451 Primary 7 8/12/2008 Uprima® Pharmacokinetics & Metabolism Distribution of Cmax Values from Uprima® (6 mg) 90 80 70 60 n 50 40 30 20 10 0 (N = 246) ln Cmax Cmax -2.5 0.08 -2.0 0.135 -1.5 0.233 -1.0 0.368 -0.5 0.606 0.0 1.0 0.5 1.65 1.0 2.72 1.5 4.48 1.77 5.88 Apomorphine Cmax (ng/mL) E001451 Primary 8 8/12/2008 Uprima® Pharmacokinetics & Metabolism Apomorphine Plasma Concentrations in Elderly M98-843 (Uprima® 5 mg) 1.4 1.2 1.0 ng/mL 0.8 0.6 0.4 0.2 0.0 0 2 4 Hours after Dose E001451 Primary 9 8/12/2008 64-82 y 19-40 y 6 8 Uprima® Pharmacokinetics & Metabolism Apomorphine Disposition    Large volume of distribution 85-90% protein bound, primarily to albumin Minimal renal excretion of parent drug  Rapid clearance by hepatic metabolism E001451 Primary 10 8/12/2008 Uprima® Pharmacokinetics & Metabolism Major Metabolic Pathways for Apomorphine O-Glucuronide and N-Glucuronide Glucuronidation OH HO O-Sulfate Sulfation N and N-Demethylation H N-Sulfate CH3 Glucuronidation O- and/or N-Glucuronide Sulfation O-Sulfate Norapomorphine E001451 Primary 11 8/12/2008 Uprima® Pharmacokinetics & Metabolism Apomorphine and Cytochrome P450  Norapomorphine formation accounts for about 20% of the dose and is mediated by cytochrome P450 (CYP)  Metabolized by several CYP isoforms, primarily CYP1A2, CYP3A, CYP2C19 Inhibits CYP1A2, CYP3A, CYP2D6, but only at concentrations >1000-fold higher than Cmax Low potential for CYP metabolic interactions   E001451 Primary 12 8/12/2008 Uprima® Apomorphine Pharmacokinetics: Conclusions   Rapid absorption and clearance Effect of variability in apomorphine pharmacokinetics was appropriately assessed through the safety and efficacy data from Phase III studies  No dosage adjustment is necessary for the elderly Primarily metabolized by conjugation with glucuronic acid or sulfate Low potential for clinically significant CYP interactions   E001451 Primary 13 8/12/2008

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