Drug Information Journal, Vol. 33, pp. 755 761, 1999 0092-8615/99



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Drug Information Journal, Vol. 33, pp. 755 761, 1999 0092-8615/99 Printed in the USA. All rights reserved. Copyright 1999 Drug Information Association Inc. THE ACTIVE PHARMACEUTICAL INGREDIENTS STARTING MATERIAL (APISM) AND OTHER MATERIALS IN API MANUFACTURE: SCIENTIFICALLY-BASED PRINCIPLES FOR THE COMMON TECHNICAL DOSSIER HELGA MÖLLER, PHD Vice President, Central Laboratory of German Pharmacists, Eschborn, Germany CHRIS OLDENHOF, PHD Vice Chairman of the European API Committee of European Chemical Industry Council (CEFIC), and Manager, International Regulatory Affairs, DSM/Gist-brocades, Delft, Netherlands Until now, no clear guidance has been available from any authority on a key aspect of drug applications/marketing authorizations, namely, the determination of a suitable starting point for the description of the synthesis of the active pharmaceutical ingredient (API). This paper describes, for the first time, a fully scientifically-based proposal for such guidance. It is intended as a recommendation to the International Conference on Harmonization (ICH) expert working group developing guidance with respect to the definition of the API Starting Material (APISM) within the Common Technical Document (CTD) initiative. The authors recommend a similar approach to be used in the ICH to define the starting point in the API synthesis, after which full Current Good Manufacturing Practice (cgmp) principles should apply. Key Words: API; Starting material; ICH; Dossier; GMP INTRODUCTION Presented at the DIA Fourth Symposium on Active Pharmaceutical Ingredients, Issues at the Development, Production, Regulatory Interface, November 8 11, 1998, Baltimore, Maryland. Reprint address: Chris Oldenhof, PhD, Manager, International Regulatory Affairs, DSM/Gist-brocades, Business Group Anti-Infectives, PO Box 1, 2600 MA Delft, The Netherlands. IN 1987 THE FIRST GUIDANCE was issued by an authority on how to determine what the APISM should be in drug applications. Historically, the most extensive requirements on API process descriptions ex- isted in the United States but due to the lack of guidance, the approaches used were of a rather ad hoc nature. In Europe, the de- scription of the API process was usually very limited and lacked detail. For compendial APIs a reference to the pharmacopoeia was sufficient. This situation remained unchanged in Europe until the early 1990s. A similar situation exists in Japan to this day. The First Guidance DISCUSSION In the United States, the situation changed with the issuance in February 1987 of a Food 755

756 Helga Möller and Chris Oldenhof In practice, the above guidance seemed to give rise to many different interpretations. This resulted, for example, in different APISMs for identical products and processes being sub- mitted by different applicants. Furthermore, this guidance was regarded as an approach that largely lacked a scientific basis. and Drug Administration (FDA) guideline entitled Guideline for Submitting Supporting Documentation in Drug Applications for the Manufacture of Drug Substances. This contained the following guidance: In the recent ICH M4 initiative on the Com- mon Technical Document and in the ICH Q7A ( GMP for APIs ), discussions have c. It is a compound whose name, chemical struc- been initiated regarding the development of ture, chemical and physical characteristics and a more appropriate guidance for the definiproperties and impurity profile are well defined tion of APISM. A preliminary proposal was in the chemical literature (see glossary). formulated during the expert group meetings d. It is obtained by commonly known procedures in Tokyo in August 1998: (this applies principally to starting materials extracted from plants and animals and to semi- While a definition of starting material applicable to all situations cannot be given, the following criteria for defining a starting material may be helpful: a. It is incorporated into the new drug substance as an important structural element. b. It is commercially available. ICH: Common Technical Document synthetic antibiotics). A material used in the manufacture of an API which is incorporated as a significant fragment into the structure of an intermedi- ate and/or the API, An article of commerce, a material pur- chased from one or more suppliers under contract or commercial agreement, or it may be manufactured in-house, and The APISM is of defined chemical proper- ties and structure. Frequently, the starting material will meet several of these criteria. If it does not meet any, it is probably not the starting material. When an applicant wishes to use a starting material that is not commercially available, the material should meet criterion c. In addition, for material that is not commercially available, it may be necessary to carry out more testing for impurities than would be needed for a commercially available product. The starting material may be the subject of a DMF (e.g. some starting materials for semisynthetic antibiotics). When the starting material is itself a drug substance, the synthesis of this material should be provided either in full or by authorized reference to an NDA or DMF. Gener- ally, the decision about what is the starting material has been reached by agreement between the applicant and the FDA chemist before submission of the NDA (e.g. during an IND end-of-phase 2 meeting or a pre-nda meeting). It is the opinion of the authors of this article that this approach lacks a scientific basis and will lead to divergent interpretations. While this approach may lead to an APISM only one or two steps removed from the API, the APISM may also be up to 20 steps removed from the API. Examples of each case are given in Figures 1 and 2, where the manufac- turing process of acetylsalicylic acid is two FIGURE 1. The manufacturing process of acetylsalicylic acid: two steps.

API and Other Starting Materials: Principles for the Common Technical Dossier 757 FIGURE 2. The manufacturing process of fluocinolone acetonide: 16 steps.

758 Helga Möller and Chris Oldenhof FIGURE 2. Continued.

API and Other Starting Materials: Principles for the Common Technical Dossier 759 FIGURE 3. Demonstrating full analytical control. steps and the manufacturing process of fluo- be a key criterion in the definition of the cinolone acetonide is 16 steps. APISM, 4. Since the proximity of a substance and its impurities in the synthetic route to the API Proposal for a Scientifically-Based, itself is a key factor (see 2), there should Unambiguous Approach be adequate balance between the amount of information submitted on the manufac- The APISM definition was one of the sub- ture of intermediates (either late or early jects discussed by the International Pharma- in the synthesis scheme) and on the manuceutical Federation (FIP) Special Interest facture of any reagents, solvents, catalysts, Group s Working Group Drug Substance processing aids, and so forth, some of during meetings in 1997 and 1998. This re- which are actually used in the final API sulted in a proposal for a fully scientifically- manufacturing step, based and clear and consistent approach. The 5. Similar balance should exist between the authors have further elaborated this prelimi- API and any excipients that will become nary proposal in the form of a decision tree. constituents of the final drug product, For the development of the approach, the 6. Therefore, it is not considered suitable to following starting points were used: submit extensive manufacturing information for early steps in the API synthesis, 1. The key issue in defining the APISM concerns while specifications only are submitted for impurities that may be carried reagents, catalysts, solvents, processing aids, through to the API, and excipients, even those used in the last 2. A key criterion for assessing the potential step of the synthesis. In order to be consistent, that an impurity is carried through to the extensive information on earlier manthat API is the number of process steps that a ufacturing steps should not be required, reaction step is removed from the API, provided that full analytical control is 3. Full analytical control over substances present for the molecule chosen as the used in the manufacture of an API should APISM (Figure 3),

760 Helga Möller and Chris Oldenhof FIGURE 4. The APISM decision tree.

API and Other Starting Materials: Principles for the Common Technical Dossier 761 7. The proper way of making full analytical defining the APISM, which should be the control into a powerful tool will be to starting point for the description of the API adhere to the requirements of the ICH manufacturing process in drug applications guidance on impurities in drug substances or Drug Master Files. The adoption of the also at the level of the APISM. same science-based approach to determine the point in the API synthesis after which Based on the above reasoning, an APISM de- full GMP principles should apply would also cision tree is proposed as depicted in Figure be sound policy and is, therefore, recom- 4. For definitions of terms used therein, please mended as well. It is the opinion of the see the Appendix at the end of this paper. authors that these recommendations for the required quality controls for substances in- Quality Controls for all Substances volved in the manufacture of APIs ensure Involved in API Manufacture that the quality of APIs will be of a consistently high standard. The overall picture for the required quality control for substances involved in the manufacture of APIs, considering the approach APPENDIX: GLOSSARY proposed above for the APISM, would be as Convergent synthesis: A synthesis route in which follows: two separate synthesis paths converge, ultimately leading to the API. API. Specifications and analytical proce- Direct fermentation: Fermentation leading directly dures should meet all the requirements laid to formation of the API. down in ICH guidelines Q2A, Q2B, Q3A, Final intermediate: A substance transformed into the API by the final conversion step (which should not Q3C, and Q6A. be salt formation or esterification). Full analytical control over the APISM: All require- APISM. Specifications should include appro- ments included in the ICH guideline on qualification of priate limits for all impurities as defined in impurities in drug substances (but applied to an intermediate instead of to an API) are being met. ICH guideline Q3A (the principles defined for the API should equally apply to the Natural sources: Plants, animals, humans. Mined ore: Ore recovered from mines, already con- APISM) plus any additional specifications taining the API. that are critical to ensuring the API will meet Raw material: A material used in the production of all its specifications. APIs and which is not the synthesis starting material or an intermediate. These include process aids: solvents, Intermediates: For any isolated intermedi- reagents, catalysts, etc. ates an appropriate set of specifications Synthetic: Manufactured through chemical and/or should be defined which will ensure that enzymatic process steps. Semi-synthetic: Manufactured through chemical and/ the API will meet all its specifications, and or enzymatic process steps and containing one or more Raw materials: Raw materials should be fermentation steps, the latter not being the final process of a quality that will ensure that the API step. will meet all its specifications. The specifications for raw materials should be set ac- Acknowledgments The authors would like to thank the cordingly. These will normally include as members of the FIP Special Interest Group s Working a minimum identity, assay, and impurity Group Drug Substance for their valuable input during limits. Impurity limits for raw materials the development of the overall concept on which this used in the final API synthesis step should publication has been based: Charles Aiman, HMR, US; Chris Beels, GlaxoWellcome, UK; John Berridge, be included in the raw materials section of Pfizer, UK; Judy Boehlert, Boehlert Associates, Inc., the submission. US; Per Helboe, EU; Danish Med. Agency, DK; Margaret Hsiao, Generic Pharmaceutical Industry Association CONCLUSION and Agvar Chemicals Inc., US; Charles Hoiberg, FDA, US; Klaus R. Kaiser, Boehringer Ingelheim KG, Ger- The decision tree approach provides, for the many; Paul-Gerhard, Kibat, HMR, Germany, and Ramu first time, a scientifically-based approach to Ramanarayanan, Roche Pharmaceuticals, US.