Reaxys: - an introduction and training presented to CALIS members

1. Reaxys:- an introduction and training presented to CALIS members Ms. Doreen Tan 陈慧敏 Senior Product Sales Manager, Life Science, Asia Pacific Dr. Ping Yin 尹平 Reaxys Trainer 培训讲师

2. 2. What is Reaxys:Content and Navigation Concept Reaxys supports research and fuels discovery by integrating reaction and substance data search with synthesis planning. Easy access to relevant, actionable results means chemists in R&D and academia can move quickly through the steps in their workflow and deliver superior outcomes. 2

3. What is Reaxys? Experimentally validated content built upon more than 100 years tradition with Beilstein and Gmelin Beilstein Excerpted by trained chemists, Quality checked by trained chemists, process managed and overseen by PhD chemists Abstracting sources and extracting data relevant to synthetic chemists Only experimentally validated data is included – no calculated or extrapolated data Customer and Reaxys Board Development partner - driven development Reaxys PCD Gmelin • Data consolidated into a single view Beilstein: Selected organic chemistry patent publications 1889-1980 Gmelin: Selected core chemistry journals since 1771 (organic, metallorganic, inorganic chemistry) PCD: Selected organic chemistry patent publications since 1976

4. Why use Reaxys now? • Using innovative methods Elsevier ensures it’s products meet the market needs and are user friendly. • Innovations in publishing and searching data enable you to be more efficient • Innovative techniques offer new insights, new approaches to asking questions, new ways of thinking • The connection between Magnesium-Deficiency and Migraine was found cross-searching publications in different scientific areas – this is a strong proof that innovation advances science • Our Innovations enable YOU to be innovative in Chemistry

5. Salbutamol Innovation in navigation Related structures and properties ephedrine ephedrine adrenaline isoprenaline etc. Relate it Make it Modify it Chemical Structure Buy it Measure it Intrinsic and extrinsic Properties

6. Benefits of migration to Reaxys • Additional content: Patent Chemistry Database (PCD) --- patent documents from 1976. • Harmonised content of Beilstein, Gmelin and PCD --- extensive repository of chemical properties and reaction data presented with chemistry as the organizing principle. • Innovative workflow tool with simple interface and new powerful analysis and planning tools to that help to plan the synthesis of target compounds efficiently • Web-based, no installation efforts required. Simply access at www.reaxys.com • Continuous updated productwith no service interruption to consortium members. • Elsevier now provides technical & scientific email and phone support with Chinese speaking product specialists

7. Who is Reaxys for? Anyone, from students to professionals, who needs accurate and instant information on chemical synthesis, structural, spectroscopic, biological, chemical & physical property data Medicinal Chemists Cheminfomatics Synthetic Chemists Process Engineers Chemical Engineers Material Scientists

8. 3. Training / Live Demonstration Dr. Ping Yin 尹平 Reaxys Trainer 培训讲师 www.reaxys.com 8

9. 3. Worked example Salbutamol 9

10. Worked Example: Salbutamol Typically a chemist would want to know: • How can Salbutamol be synthesized? Process details? Yields? Patents? • How to buy or synthesize the starting materials? Supplier data? Reactivity? • How does Salbutamol react with other substances to produce new compounds? • Are there spectral or physicaldata to identify the compound? • Which bioactivityand application data does it have? • Which analogous compounds exist, and how do their properties compare to those of Salbutamol? • Which key publications should I read? The following search scenario demonstrates how Reaxys can be used to answer such questions.

11. Worked example: SALBUTAMOL 1 2 1: Select "Reactions" to search for the preparation of a substance 2: Click "Generate Structure from Name" to create a structure query

12. 1 2 1: Enter the chemical name "Salbutamol" to generate the structure from the name 2: Click on "Submit" to create the structure Worked Example: Create Salbutamol Query

13. The chemical structure has been created from the name "Salbutamol". Chemists could also draw this structure by hand. • Define the structure as „Product“ and remove salts, mixtures, etc. from the hitset by checking boxes • Click "Save Query" to save the structure, if you want to re-use the structure drawing in a seperate session via "Load Query" • Click on "Search" to start the search Query is ready… 3): Query is Ready.. 2 1 2 4 3

14. Search is complete… 1 1: Click on "View Results" to see the preparations of this compound

15. There are many preparations (51) spread over many documents (38). Reaxys gives you unique methods of providing an overview. • First select a multi-step view (e.g. 5 steps) and click "Limit to" Prepare to zoom back 1 2

16. You immediately see a route starting from salicyl aldehyde. • To create a synthesis plan for the entire process, click on the "Context" button of the product and select "Plan a Synthesis" Prepare to Zoom In 1 2

17. Zoom IN 2 3 • An overview of the entire synthesis including conditions for each of the steps • Each step gives you the chance to find a better way of making each intermdiate, by clicking "Modify" • Information on where to buy it! 1

18. 1: Select Substance and Properties" to search a substance with all its data. 2: Click "Search" Worked Example: Substance Properties 1 2

19. 3): Zoom IN: Property Overview (e.g. pK)

20. Zoom Back: Substance Overview • 5 Hits: Salbutamol and its stereo-isomers • Physical, spectral, bioactivity, application data • Zoom IN on R-Salbutamolsynthesisby clicking on "6 prep" 1 2 3

21. Zoom IN: Source Document (e.g. Journal) • Asymmetric catalysis details • Click on "Scopus" for "cited-by"info for this article or on "Full Text" for PDF from ScienceDirect • Also patent data.. 2 1 3

22. Zoom IN to Scopus: Other Relevant Papers

23. Zoom IN to Scopus: Review Articles

24. Zoom In: Source Document - Patent • Experimental reaction procedure extracted from the patent • Abstract of this patent document • Click on "Full Text" to link to the EspaceNet-patent server 3 1 2

25. Zoom IN: Property Data for R-Salbutamol • Browse down to see substance 8 • Click on "Spectra" and on "IR Spectroscopy" ... • ... to see the IR peaks (finger-print data) used for identification of the product 1 2 3

26. Coming soon: Zoom IN for Structure/Property Space Bronchodilator action (anti-asthma) Salbutamol Ephedrine Isoprenaline Adrenaline

27. Coming soon: Zoom IN for Structure/Property Space • Type "adrenaline" • Set "Substructure" • Specify "LD50" 1 2 3

28. Coming soon: Zoom IN for Structure/Property Space 1 • Click "Hit Data" for LD50 values 1

29. Coming soon: Zoom IN for Structure/Property Space 3000% of adrenaline toxicity (mice) 2000 % 2000 % 1%

30. In this example you have seen: • How can Salbutamol be synthesized? Process details? Yields? Patents? • How to buy or synthesize the starting materials? Supplier data? Reactions? • Are there spectral or physical data to identify the compound? • Which physical, bioactivity and application data does it have? • Which key publications should I read? • (Where is it placed in Structure/Property/Reaction Space?)

31. 4. Summary 31

32. 4. Summary • Reaxys – designed by chemists for chemists. • Use Reaxys workflow solutions to get the relevant results instantly • Use the functionalities and go beyond data searching: results exporting and management, analysis tools, workflow solution • Synthesis planner:Plan multi-step synthesis, compare alternative synthetic routes. Make quick decision on the most appropriate pathway • Short cuts to structures, broaden and narrowing searches by changing structure constrains and using filtering and analysis tools • Instant accessto reliable experimental data including the properties of substance, spectroscopic data, experimental procedures. 32

33. Direct positive feedback from the global user community

34. Benefits of migration to Reaxys • Additional content: Patent Chemistry Database (PCD) --- patent documents from 1976. • Harmonised content of Beilstein, Gmelin and PCD --- extensive repository of chemical properties and reaction data presented with chemistry as the organizing principle. • Innovative workflow tool with simple interface and new powerful analysis and planning tools to that help to plan the synthesis of target compounds efficiently • Web-based, no installation efforts required. Simply access at www.reaxys.com • Continuous updated productwith no service interruption to consortium members. • Elsevier now provides technical & scientific email and phone support with Chinese speaking product specialists

35. 24 Hour user support 24-hour helpdesk (Ph.D Chemists answer your questions: jpinfo@reaxys.com+81 – 3 – 5561 5034 (reads and writes Chinese) Self-pace Training Center: http://www.info.reaxys.com/training-center

36. We would like to hear what you think …so that we can best align and serve your needs.You are welcome to contact us if there are questions: Doreen Tan 陈慧敏 Senior Product Sales Manager, Life Science D.Tan@elsevier.com Dr. Ping Yin 尹平 Reaxys Trainer 培训讲师 P.Yin@elsevier.com

37. 谢谢！ Thank you for coming to the on-site training session …and for your patient attention 

38. Trademark statement: All products mentioned are trademarks owned by Elsevier Forward-looking-statement-disclaimer: This presentation contains forward-looking statements and information – that is, statements related to future, not past, events. These statements may be identified by words such as "expects," "looks forward to," "anticipates," "intends," "plans," "believes," "seeks," "estimates," "will," "project" or words of similar meaning. Such statements are based on our current expectations and certain assumptions, and are, therefore, subject to certain risks and uncertainties 38