Development Project
Resume:
DAVID ALLEN WHIPPLE
Lawrence, KS 66049
*********@**.***
SUMMARY
Successful synthetic organic/medicinal chemist with extensive research
experience in the pharmaceutical industry. Solved technical and chemical
problems, developed synthetic procedures and synthesized thousands of high
quality products on time. Excellent laboratory, computer and communication
skills. Dedicated professional, great team player, flexible, results-
oriented and self-motivated. Great lab safety record. Set up new labs.
Increased productivity of others. Impacted discovery and development of
medications with potential to improve people's lives.
. Performed initial synthesis of Xeljanz which is approved for rheumatoid
arthritis treatment.
PROFESSIONAL EXPERIENCE
Specialized Chemistry Center, University of Kansas, Lawrence, KS
2009-2013
Senior Research Assistant
Individual contributor under minimal supervision. Designed and synthesized
compounds to gain structure activity relationship information for five
research projects that could increase understanding of drug addiction,
malaria and cancer.
. Coauthored ACS Chemical Neuroscience paper and ?-opioid antagonists probe
report.
Pfizer, Inc., Groton, CT
1994-2009
Scientist, 2000-2009
Provided potential antibacterial drugs and immune system suppressants for
biological evaluation in support of four research projects. Scaled up
synthesis of more interesting compounds for further preclinical testing.
. Synthesized chemical libraries and hundreds of targeted single analogs
resulting in drug candidates for clinical development.
. Synthesized compounds with complex structures (macrolides and
monocarbams).
. Scaled up preparation of potential drug candidate which was unstable to a
wide variety of conditions by developing and implementing methods.
. Solved synthetic problem by developing and implementing convenient
synthesis of heterocyclic intermediates without which important targeted
analogs could not be obtained.
. Impacted the productivity of other synthetic chemists by synthesizing
large amounts of several critical intermediates used by other chemists to
synthesize hundreds of targeted analogs.
. Raised the awareness of value in technologies by organizing and leading a
team of research associates to evaluate the potential of technologies to
increase the efficiency of synthesis.
. Increased the productivity of new research associates by mentoring and
training them.
Associate Scientist, 1994-2000
Supported three research projects by synthesizing hundreds of targeted
analogs including pyrrolopyrimidines, imidazolidinones and cyclic peptides
for biological evaluation.
. Impacted major drug discovery by being first chemist to synthesize
Xeljanz (Tofacitinib) which was recently approved by the FDA for treating
rheumatoid arthritis.
. Made improvements over initial synthesis of Xeljanz and synthesized more
than 100 g for preclinical testing.
Sterling Winthrop, Inc., Rensselaer, NY and Collegeville, PA
1990-1994
Research Scientist
Synthesized peptide mimetics as potential anti-inflammatory drugs for two
research projects. Supported another research project by synthesizing
peptides to discover novel protease substrates.
. Synthesized combinatorial libraries containing thousands of peptides by
using solid phase reactions and robotic equipment.
. Impacted the work of all other chemists on peptide library project team.
Validated development of synthetic procedures and final peptide libraries
by amino acid analysis of synthetic intermediates and products.
. Analyzed peptide library for potential protease substrates by sequencing
enzymatic products to determine enzymatic cleavage sites.
EDUCATION
MS, Master of Science, Medicinal Chemistry, 1990
Medical College of Virginia, Virginia Commonwealth University, Richmond, VA
Thesis: Synthesis and Evaluation of Potential Mechanism-based Inhibitors
of Dihydroxy Acid
Dehydratase. Research Advisor: Dr. Richard B. Westkaemper
BS, Bachelor of Science, Chemistry, 1984, minors in Biology and Mathematics
James Madison University, Harrisonburg, VA
PROFESSIONAL AWARDS and AFFILIATION
Safest Lab in Department Recognition, Pfizer Individual Performance Awards
2008 (2), 2006
Pfizer Team Award 2008, Pfizer Department Teamwork Award 2004-2005
Sterling Winthrop Vision and Accomplishment Award 1992
American Chemical Society Member since 1983
LABORATORY SKILLS
Multi-step synthesis, moisture and air sensitive reagents, 5 mg-200 g
reactions, heterocyles, sugars, peptides, stereoselective reactions,
microwave reactors, Biotage flash chromatography equipment, Isco Combiflash
Companion, Shimadzu preparative HPLC, Genevac evaporator, lyophilizer, NMR,
LCMS, GCMS, IR, analytical HPLC, polarimeter, amino acid analyzer and
protein sequencer
COMPUTER SKILLS
Electronic lab notebook, ChemDraw, Isis, SciFinder, CrossFire Beilstein,
Outlook, Excel, Word and PowerPoint
SCIENTIFIC COMMUNICATION SKILLS
Presented and hosted seminars, wrote internal chemistry paper and reports,
assisted with preparation of patent applications, presented posters,
organized research project chemistry meetings and discussed organic
chemistry with consultants and contracted synthetic chemists
EMPLOYMENT INFORMATION
US citizen
PUBLICATIONS and PATENTS
Frankowski, K. J.; et al. Discovery of Small Molecule Kappa Opioid Receptor
Agonist and Antagonist
Chemotypes through a HTS and Hit Refinement Strategy ACS Chem. Neurosci.
2012, 3, 221-236.
Flanagan, M. E.; et al. Preparation, Gram-Negative Antibacterial
Activity and Hydrolytic Stability of
Novel Siderophore-Conjugated Monocarbam Diols. ACS Med. Chem. Lett.
2011, 2, 385-390.
Hedrick, M. P.; et al. Selective KOP Receptor Antagonists: Probe 1.
Probe Reports from the NIH
Molecular Libraries Program, Bethesda, MD: National Center for
Biotechnology Information, 2010.
Flanagan, M. E.; et al. Discovery of CP-690550: A Potent and Selective
Janus Kinase (JAK) Inhibitor for
the Treatment of Autoimmune Diseases and Organ Transplant Rejection. J.
Med. Chem. 2010, 53, 8468-8484.
Magee, T. V.; et al. Discovery of Azetidinyl Ketolides for the
Treatment of Susceptible and Multidrug
Resistant Community-Acquired Respiratory Tract Infections. J. Med. Chem.
2009, 52, 7446-7457.
Changelian, P. S.; et al. The Specificty of JAK3 Kinase Inhibitors.
Blood 2008, 111, 2155-2157.
Changelian, P. S.; et al. Prevention of Organ Allograft
Rejection by a Specific Janus Kinase 3
Inhibitor. Science 2003, 302, 875-878.
Ripin, D. H. B.; et al. Development of a Scaleable Route for the
Production of cis-N-Benzyl-3-
methylamino-4-methylpiperidine. Org. Process Res. Dev. 2003, 7, 115-
120.
Linde, R. G., II; et al. Cyclic Homopentapeptides. 3. Synthetic
Modifications to the Capreomycins and
Tuberactinomycins: Compounds with Activity Against Methicillin-
Resistant Staphylococcus
Aureus and Vancomycin-Resistant Enterococci. Bioorg. Med. Chem. Lett.
1997, 7, 1149-1152.
Dirlam, J. P.; et al. Cyclic Homopentapeptides. 1. Analogs of
Tuberactinomycins and Capreomycin
with Activity Against Vancomycin-Resistant Enterococci and
Pasteurella. Bioorg. Med. Chem. Lett.
1997, 7, 1139-1144.
Dolle, R. E.; et al. Preparation of Peptidyl Heteroaryloxymethyl
Ketones as Interleukin-1?
Converting Enzyme Inhibitors. U. S. Patent 5585357, 1996.
Singh, J.; et al. Application of Genetic Algorithms to Combinatorial
Synthesis: A Computational
Approach to Lead Identification and Lead Optimization. J. Am. Chem.
Soc. 1996, 118, 1669-1676.
Dolle, R. E.; et al. Aspartyl Diphenylphosphinyl)oxy)methyl
Ketones as Novel Inhibitors of
Interleukin-1? Converting Enzyme. Utility of the Diphenylphosphinic
Acid Leaving Group for the
Inhibition of Cysteine Proteases. J. Med. Chem. 1995, 38, 220-222.
Singh, J.; et al. Validation of Screening Immobilized Peptide
Libraries for Discovery of Protease
Substrates. J. Med. Chem. 1995, 38, 217-219.
Dolle, R. E.; et al. Preparation of ?-Heteroaryloxymethyl Ketone Peptide
Derivatives as Interleukin-1?
Converting Enzyme Inhibitors. Eur. Patent 0644198 A1, 1995.
Singh, J.; et al. Relationship between Structure and Bioavailability
in a Series of Hydroxamate Based
Metalloprotease Inhibitors. Bioorg. Med. Chem. Lett. 1995, 5, 337-342.
REFERENCES
University Distinguished Professor Jeff Aub
Department of Medicinal Chemistry, University of Kansas
2034 Becker Drive, Delbert M. Shankel Structural Biology Center
Lawrence, KS 66047-3761
*****@**.***
Associate Research Professor Frank Schoenen (Former Manager)
Higuchi Biosciences Center, University of Kansas
2034 Becker Drive, Delbert M. Shankel Structural Biology Center
Lawrence, KS 66047-3761
********@**.***
Professor Brian Blagg
Department of Medicinal Chemistry, University of Kansas
2151 Wescoe Hall Drive, Malott Hall, Room 4070
Lawrence, KS 66045-7562
******@**.***
Dr. Mark Flanagan (Former Supervisor)
Groton Laboratories
Pfizer Inc.
MS 8220-2445
Eastern Point
Road
Groton, CT
06340
****.*.********@******.***
KEY WORDS
Lead Generation Non-Clinical Development Senior Associate Scientist
Complex Projects Complex Scientific Data Multidisciplinary
Project Team
Laboratory Projects Complex Experiments Synthetic Organic
Chemistry
Synthesis Design Mechanistic Chemistry Structure Activity Determination
Scientific Data Industrial Experience Synthesis Development
Submission Synthetic Route Design Method Development
Report Medicinal Chemistry Synthetic Methodology
Interpret Synthetic Chemistry Lead Optimization
Purification Organic Chemistry New Chemical Entities
Characterization Chemical Identification Synthesis Discovery
Analogs Parallel Synthesis Process Development
Targets Chemical Libraries Biologically Active
Compounds
Small Molecules Targeted Products Develop methodology
Novel Products Organic Molecules Mechanistic Organic Chemistry
Scale-up Organic Compounds Proton Nuclear Magnetic
Resonance
Purification Process Chemistry Carbon Nuclear Magnetic
Resonance
Biochemistry Laboratory Automation Reverse Phase Chromatography
Drug Discovery Laboratory Instruments Flash Chromatography
Drug Design Laboratory Equipment Analytical Chromatography
Lab Safety Chemical Processes Preparative Chromatography
Mechanism Mass Spectrometer Thin Layer Chromatography
Flexible Lead compounds Column Chromatography
Spectroscopy Recrystallization Normal Phase
Chromatography
New Leads Distillation Reaction Optimization
Hits Gas Chromatography Separation Methods
Infrared Drug Substances Synthetic Organic Chemist
Drug-like Synthetic Problems Method Validation
Application Analytical Techniques Experimental Protocols
Staff Chemist Biological Testing Instrumental Techniques
Bench Chemist Research Chemist Heteroaromatic Compounds
Problem Solver Chemistry Associate Active Pharmaceutical
Intermediates
Expert Synthetic Chemist Physical Organic
Chemistry
Process Problems Medicinal Chemist Biophysical Properties
Implementation Research Assistant Lead Optimization
Characterization Synthetic Reactions Continuous Improvement
Isolate Products Monitor Reactions Interdisciplinary Team
Bench Experience Research Associate Laboratory Experience
Research Scientist Laboratory Techniques Automation Techniques
Research Team Aromatic Compounds Combinatorial Libraries
Input Synthetic Techniques Chemical Library Design
Target Design Target Molecules Cross-referenced Data Files
Efficacy Physical Properties State-of-the-art Techniques
Collaboration Target Compounds Microwave-assisted Synthesis
Adaptable Compound Design Written Communication
Innovative Lead Identification Verbal Communication
Propose Scientific Reports High-throughput Screening
Document Patent Applications Laboratory Experiments
FTIR Literature Searching Scientific Publications
Collaborate Experimental Data Electronic Library Resources
Contribute Problem-solving Safe Laboratory Environment
Independent Research Program Statistical Data Analysis
Team oriented Conduct Reactions Industrial Setting
Expertise Set up Reactions Execute Experiments
Hands-on Plan Synthesis Team Environment
Prepare Self Starter Strong Work Ethic
Integrity Committed Interpersonal Skills
Honest Responsible Knowledgeable
Performs Experienced Understanding
Efficient Confident Laboratory Notebook
Planning Multi-tasking Novel Inhibitors
Modify Performance Pharmaceuticals
Results Technology Nutritional Supplements
Ideas Hypotheses Synthetic Pathway Design
SAR Sub-libraries Project Goals
DMPK Inventions Milligram Scale
API Research Team Multigram Scale
UV Organized Robotic Equipment
LC-MS Analytical Data Pharmaceutical Industry R&D
Oral Reports Isolating Products Carry Out Synthetic
Reactions
Group Meetings Characterize Products Standard Practices of Lab
Safety
Library Searches Submit Compounds Written Progress Reports
Novel Analogs Biological Evaluation Plan Efficient Use of Time
Strong Ethics e-Library Resources Follow Established
Priorities
Research-driven Designing Synthesis Interpret Analytical Data
Biology Executing Synthesis Cross-Referenced Files of Data
Knowledge Proprietary Analogs Diversified Experiences
New Analogs Pharmaceutical Company Improving Human Health
New Molecules Exploratory Chemistry Identify Synthetic Pathways
Lead Op Chemical Tools Formulation Requirements
IP Documents Process Robustness Strategic Process
Development
Pharm R&D Cost Effectiveness New Drug Products
GC-MS Chemical Development Active Pharmaceutical Ingredient
Process Safety Pharmaceutical Division New Synthetic
Methodologies
Product Quality Solid-phase Synthesis Solution-phase Synthesis
Sub-libraries Elemental Analysis Mass Spectroscopy
Discipline Crystallization Efficient Synthesis Routes
TLC Microwave Synthesis Target Molecules
Plan Techniques Structure-activity Relationship
Studies
Conceive Characterizing Structure-activity
Relationships
Isolating Synthetic Methods Design Laboratory Experiments
Develop Record of Ideas Detailed Laboratory Notebooks
Maintain Pharmacokinetics Specified Therapy Targets
Apply Chemistry Literature Effective Synthesis Routes
Utilize Achieve Molecule Design Goals
Water-soluble Highly Motivated Established Drug Discovery
Team
Operation Routine Maintenance Organic Chemistry Techniques
Carbohydrates Reaction Mechanisms Laboratory
Instrumentation
Record Keeping Troubleshooting Discovery Chemistry
Portfolio Lead Identification Novel Chemical Entities
Document Preclinical Candidates Metabolite Synthesis
Pharmacology Presentation Skills Improved Synthetic
Strategies
Biochemistry Literature Searches Fundamental Concepts
NMR Analytical Chemistry Search
Scientific Literature LC
LCMS Automated Column
Motivated Talented Team-oriented
Key contributor Independently Minimal Supervision
Present Reaction mechanisms Pharmacologicallyactive
Multi-step Total synthesis Database searching
Literature Reaction precedents Structural identification
Methods External visability Peer reviewed journals
Publications Presentations External chemistry
conferences
Patents External chemistry Internal chemistry meetings
IR Science community Spectral interpretation
MS Assign structure Spectroscopic
Solve Execute Computer searching
Peptide chemistry Bioconjugation Solid-phase synthesis
Proteins Mass spectrometry Hydrophilic polymers
Molecular modeling Process research Process development
Novel routes Practical routes Therapeutic targets
Enthusiastic Productive Spectral interpretation
Functional Spectral analysis Chemical literature
Ascertain Viable approaches New reaction discovery
Total synthesis Reaction Mechanism Synthetic method development
Goal-oriented Scientific accomplishment Peer-reviewed
publications
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