reaxys in education and research at eth zurich

Dr. Jozica Dolenc, ETH Zurich, Chemistry | Biology | Pharmacy Information Center

Reaxys in Education and Research at ETH Zurich

Agenda

• ETH Zurich and the Chemistry | Biology | Pharmacy Information Center

• Reaxys in Education

• Reaxys in Research

Reaxys in Education and Research at ETH Zurich | Dr. Jozica Dolenc | 10. 12. 2015 2

ETH Zurich at a Glance


Founded in 1855

One of the leading international universities for technology and natural sciences • THE World University Ranking: No. 9 (2015/16)• QS World University Ranking: No. 9 (2015/16)• Academic Ranking of World Universities: No. 20 (2015)

Place of study, research and employment for approximately 29’000 people from over 110 different countries• 18’616 students• 498 professors• 8’143 staff members

Nobel Prize Laureates: 21

ETH Zurich: Organization


Chemistry | Biology | Pharmacy Information Center


Joined facility of the Department of Chemistry and Applied Biosciences and the Department of Biology

Scientific information skill center supporting students and researchers• Information resources: databases & tools• Awareness • Education & training• Information consulting & retrieval• Library services• Place to study

Team of 10 members (information consultants for biology, chemistry andpharmacy, library professionals)• Head: Dr. Oliver Renn

Chemistry | Biology | Pharmacy Information Center


www.infozentrum.ethz.ch

Databases and Tools


Reaxys in Education


Reaxys trainings are integrated into • Five undergraduate lab courses

Organic Compounds: Synthesis and Properties(Inorganic and Organic Chemistry I)

Searching for Organic Compounds (Organic Chemistry for Students of Biology,Pharmaceutical Sci. and Health Sci. & Techn.)

Searching for Organometallic and InorganicCompounds (Inorganic and Organic Chemistry II)

Searching for Information on Polymers (Practical Laboratory Course for Materials Science Students)

Chemical Engineering Case Studies

• A course for chemistry and life sciences PhD studentsScientific Information Retrieval & Management in Life Sciences and Chemistry

Questions Most Often Asked by UndergraduateStudents


• How can I synthesize a given compound

• How can I characterize the compound (melting point, IR spectra,…)

• How toxic is the compound (reagents), how dangerous is the experimental procedure

How Do You Think Undergraduate Students UsuallyStart a Reaxys Search?


Students Choose...


Main reasons:

• Drawing the molecule is time consuming and you have to know its chemical structure

• Chemical names are often complicated and not unique

1. Ask Reaxys, the well known Google-like search bar

2. Create Structure Template from Name

3. Structure editor

Example 1Synthesis of Cobalt (III) acetylacetonate


• Co(acac)2

• Molecular formula: C15H21CoO6

Inorganic and Organic Chemistry II: Searching for Organometallic and Inorganic Compounds

Example 1Ask Reaxys


Example 1Preparations


Example 1Exclude Patents


Example 1Sort by Reactant Availability or Filter by Document Type

Reaxys in Education and Research at ETH Zurich | Dr. Jozica Dolenc | 10. 12. 201517

or

Example 1Characterization, Physical Data


Example 1Physical Data, Spectra

Reaxys in Education and Research at ETH Zurich | Dr. Jozica Dolenc | 10. 12. 201519

Example 1Reaxys Report


Example 2Synthesis of (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride


• PdCl2(dppf)

• Molecular formula: C34H28P2FePdCl2

Natalja Früh & Raffael HuberLaboratory of Inorganic Chemistry, ETH Zurich

Example 2Ask Reaxys


Example 2Molecular Formula


Example 2Preparations


Example 2Exclude Patents


Example 2Synthesis of 1,1'-bis-(diphenylphosphino)ferrocene


Reaxys in Research


Coffee Lectures• 10-minute presentations about databases,

tools and services

• Given in blocks of three weeks, three days a week

• Free coffee or tea is always available

Research Group Menu Card Seminars• Tailored seminars for research groups

• The research groups can create their own Information Menu by choosing an Entrée, Main Course, Dessert, and Special from our Research Group Menu Card

Questions Most Often Asked by Researchers


• How can I best define my substructure?

• Can I search for compounds that have a specific property?

• Can I do a batch query in Reaxys?

How Do You Think Researchers Usually Start a ReaxysSearch?


Researchers Choose ...


Main reasons:

• Researchers know their molecules very well (incl. CAS registry number)

• Substructure search and precise reaction searches are possible using the structure editor

CAS registry number or Structure editor, depending on the question asked

Example 3Searching for Bioactive Derivatives of Epothilone A


Epothilone A is a natural product with known cancer cell inhibitory activity

• Microtubule-binding agent

Goal: Epothilone A structure optimization for development of new chemotherapeutic drugs

• Structural variations around the epoxide ring• Changes in the size and flexibility of the

C9-C11 segment• Variations at C3• Variations in the thiazole ring

Example 3Substructure Search

32Reaxys in Education and Research at ETH Zurich | Dr. Jozica Dolenc | 10. 12. 2015

Example 3Substructure Search

33

Example 3Searching for Bioactive Derivatives of Epothilone A

34

Example 3

35

Epothilone AEpothilone A

Epothilone A aziridine(12S,13S,15S)-cyclopropylepothilone A

Epothilone E

Example 3Pharmcological Effects

36

Example 4Density Data for a Large Set of Compounds

Batch querying

Reaxys in Education and Research at ETH Zurich | Dr. Jozica Dolenc | 10. 12. 2015 37Pascal MerzLaboratory of Physical Chemistry, ETH Zurich


40

Reaxys is a Strong and Solid Database


• Excellent data quality and coverage

• Data is clearly presented

• Simple and intuitive interface

• Advanced search options for those who want more

Working with Reaxys is fun!

Thank You for Your Attention


[email protected]

reaxys in education and research at eth zurich

Health & Medicine