Prescription drug products stability and expiration dates*



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Prescription drug products stability and expiration dates* UTMB/NASA-JSC Aerospace Medicine Grand Rounds Houston, TX October 27, 2009 Mansoor A. Khan, R.Ph., Ph.D. Director, FDA/CDER/Division of Product Quality Research Views are my own and does not represent the official policy of the Agency 1

Outline Introduction to FDA and DPQR Drug product shelf life & expiration date Shelf-Life Extension Program (SLEP) Repackaged products 2

Food and Drug Administration ORA CDER CBER CDRH CVM CFSAN NCTR Drugs Biologics Devices Combination products Field Laboratories Office of Biotech Laboratories Veterinary Food Cosmetics Office of Testing and Research Laboratories 3

Research in DPQR Analytical Methods Cell Culture PK/ Bioavailability DS DP Excipients Formulation variables Process variables Mechanistic evaluations Optimization & ANN procedures Characterization Nanoparticles Liposomes SR/MR TDDS Nasal Pulmonary Fast disintegration Solid dispersion Physical Stability Chemical Mixing Milling Granulation Drying Compression Coating Packaging 4

Stability, shelf-life, and expiration date Drug substance and products could degrade by oxidation, hydrolysis, racemization etc. Factors such as temperature, humidity, light, ph, ionic strength, buffer strength could enhance the degradation. It is expected that a well designed formulation and packaging protects the product from degradation A shelf-life generally means a product will retain approved specs in the final packaged container, in stated storage conditions, when tested by validated methods An expiration date must be placed on container label (21 CFR 201.17). 5

Levothyroxine Sodium I O HO I I O ONa H NH 2 x H 2 O I 6

Levothyroxine Stability Indicating Method* 275 T4 Peak area T3 T0 T2 DIT 175 Tyr Theo MIT 75-25 0 5 10 15 20 Time (min) International Journal of Pharmaceutics, 360:77-82, 2008. 7

How is Shelf Life Established? Applicant conducts systematic stability testing (21 CFR 211.166) according to a prescribed protocol Select samples from representative batches Store samples at defined storage conditions* Accelerated (40ºC/75% relative humidity or RH) Long-term (25ºC/60% RH) Intermediate (30ºC/65% RH), if needed *(Other stress conditions, e.g., light, acid, base, oxidant, for one-time testing) Pull samples at predetermined intervals 8

How is Shelf Life Established? Test samples for product attributes susceptible to change during storage and shipping and likely to influence quality, safety, and/or efficacy Physical attributes, e.g., appearance, particle size Chemical attributes, e.g., assay, degradants, ph In vitro drug release rate, e.g., dissolution Biological, e.g., bioassay, and microbiological attributes Analyze data for each attribute as a function of time against proposed acceptance criteria Determine if the proposed shelf life can be supported by available data 9

How is Shelf Life Established? Perform regression analysis (if needed) 110 105 Raw data Regression line Two-sided 95% confidence limits Lower acceptance criterion % Label Claim 100 95 90 85 0 1 2 3 4 5 Time (years) 10

Stability Test Attributes Solid Orals Potency Assay Impurities Dissolution Water Content Appearance Powders Potency Assay ph Water Content Appearance Injectables Potency Assay Impurities Preservatives ph Appearance Color Particulates Creams/Ointments Potency Assay ph Appearance 11

Gabapentin Example of a drug product impurity H 2 N COOH HN C=O Gabapentin Lactam impurity J. Pharm and Biomed. Analysis, 2008, 46, pp. 181-186. * Laboratory efforts: Understand all the variables and their interactions that enhance the impurity level. DOE experiments to obtain a design space of a unit operation. Drying and granulation process monitored by Near IR and chemical imaging. 12

110 Granule Potency at 40 o C/75% RH 105 100 Potency (% claim) 95 90 85 80 PVP-W xpvp-w PVP-A xpvp-a 75 HPC-W Polx-W HPC-A Polx-A 70 0 2 4 6 8 10 12 14 Time (weeks) 13

Related Compound A (% w/w) 2.4 2.0 1.6 1.2 0.8 0.4 RC-A formation in Granules stored at 40 o C/75% RH PVP-W xpvp-w HPC-W Polx-W USP limit for RC-A PVP-A xpvp-a HPC-A Polx-A 0.0 0 2 4 6 8 10 12 14 Time (weeks) 14

3.6 RC-A formation in Tablets stored at 40 o C/75% RH Related Compound A (% w/w) 3.2 2.8 2.4 2.0 1.6 1.2 0.8 PVP-W xpvp-w HPC-W Polx-W USP limit for RC-A PVP-A xpvp-a HPC-A Polx-A 0.4 0.0 0 2 4 6 8 10 12 14 Time (weeks) 15

SLEP: Program Operation Drug Lot Stored in Military/SNS/VA Stockpile Samples SLEP Military/ SNS/VA Contact Samples New Expiration Date FDA Field Lab Testing Samples Test Results FDA SLEP Coordinator Tests/Test methods/location of standards/procedures/research (when needed) Data Evaluation, Analysis, and Estimations of New Expiration Date FDA CDER Chemist Analysis Lyon et. al., J. Pharm. Sci., 2006, 95, 1549-1560. 16

Group 1A: Products with No Failures ( 10 lots tested) Drug Product Dosage Form Tested Mean Amoxicllin Sodium Tablets 21 23 Ciprofloxacin Tablets 242 55 Diphenhydramine HCl Syringe-Needle a 12 76 Doxycycline Hyclate Capsules b 13 50 Doxycycline Hyclate Powder b 31 27 Halothane Liquid 12 67 Mannitol Injection-Solution 10 66 Morphine Sulfate Syringe-Needle c 13 89 Naloxone HCl Injection-Solution 10 77 Oxacillin Sodium Powder 13 56 Potassium Iodide Tablets d 12 69 Sodium Bicarbonate Injection-Solution 37 55 Sodium Chloride Irrigation e 16 72 Sodium Nitrite Injection-Solution 10 89 Sodium Thiosulfate Injection-Solution 14 131 17

Cefoperazone Sodium Powder 4 46 Assay Cephapirin Sodium Powder 13 74 Potency Cimetidine HCl Injection-Solution c 7 42 Assay Dextrose (5%) Injection-Solution 22 65 Assay; Appearance i Flurazepam HCl Capsules 3 35 Appearance Morphine Sulfate Autoinjector d 3 32 Degradant Ophthalmic Irrigating Solution 6 52 Low ph Pancuronium Bromide Injection-Solution 13 79 Assay (1) Ringer s, Lactated and Dextrose Injection-Solution 13 53 Assay k ; Assay, Appearance Sodium Chloride Injection-Solution e 41 50 Assay; ph Sodium Polystyrene Sulfonate Powder 3 55 Water Content Sulfadiazine Silver Cream 37 57 High ph & Assay Tetracycline HCl Capsules 11 50 Dissolution ; Degradant Thiopental Sodium Powder 12 54 Low ph ; Appearance 18

SLEP Participants Current DoD participants US Army US Air Force US Navy US Marines CDC/Strategic National Stockpile (SNS) since 2004 Dept. of Veterans Affairs (VA) since 2005 Only Federal agencies that sign an MOA with DOD may participate in SLEP 19

SLEP Challenges Protocols/Procedures References standards Specialized equipment Lab research when needed Record keeping Knowledge Management 20

Force (Kg) FDA Shelf Life Research Example 5 4 3 2 1 0 Force-Displacement 1975 1999 2004 0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 Distance (mm) Hardness (kp) 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 Cap Crushing Strength Empty Capsule Cap Tablet Hardness Tester (n = 10) F or c e 1975 1999 2004 Manufacture Year 21

Research Lessons Learned Actual shelf life may be much longer than indicated by expiration date on the product original label. Shelf life varies greatly between lots. Continued testing and systematic evaluation is required to ensure product quality. Analyses of the successes and failures can help in applying this information to new product development. 22

Repackaged Product Background The draft guidance, CPG 7132.b11, specifies conditions where it may be possible to assign up to 12 months expiration dating to non-sterile solid and liquid oral dosage form drug products repackaged into unit dose containers for Class A, without conducting new stability studies. According to USP, a unit dose container is designated Class A if not more than 1 of 10 containers exceed 0.5 mg/day in moisture permeation rate, and none exceeds 1 mg/day. a unit dose container is designated Class B if not more than 1 of 10 containers exceed 5 mg/day in moisture permeation rate, and none exceeds 10 mg/day. 23

Two repackaging firms say a draft FDA guidance should be revised to allow one year dating on open dose packages using Class B material. ('http://www.fdaweb.com/start.php?sa=v&aid=d51 00826&cate=&stid=4LnsBWacYRN0k') FDA Webview, Sept 12, 2005 24

Unit Dose Products Selected Ranitidine HCl Syrup, 15 mg/ml Metoprolol tartrate tablets, USP 50 mg Phenytoin sodium suspension, USP 125 mg/5 ml Gabapentin capsules, 300 mg Furosemide tablets, USP, 40 mg 25

Original packaging tablets Time 0 Original packaging tablets Stored at 25 C 60%RH for 4 Weeks Original packaging tablets Stored at 40 C 75%RH for 4 Weeks Repackaged tablets Stored at 25 C 60%RH for 4 Weeks Repackaged tablets Stored at 40 C 75%RH for 4 Weeks 26

Overall Conclusions Drug product degrade by several different type of reactions It is important to monitor several product attributes in addition to the amount of main drug The stability of a product beyond expiration is not evaluated. Some product could be dangerous if used after expiration SLEP program is restricted to certain federal agencies at this time Repackaged metoprolol tartrate tablets Product integrity compromised at accelerated conditions. Repackaged Phenytoin Sodium Suspension Product uniformity, potency, and dissolution compromised at initial time point itself Repackaged Ranitidine HCl Syrup, Furosemide Tablets, and Gabapentin Capsules no stability issues in the conditions of experiment 27