Reactions Beilstein database

This tutorial, which is based on the Beilstein update BS0202PR (May, 2002) and on the retrieval program Cro.ssFire Commander V6,. shows. some typical advanced search examples in the Beilstein database. It is assumed that the user already knows some of the basic features of the retrieval program. Moreover, in this tutorial the CrossFire Structure Editor is used instead of the (SIS/Draw Structure Editor. The first example is a combined application of structure aiM fact retrieval, whereas the second example demonstrates reaction retrieval. 

The CrossFire Beilstein database is the world s largest compilation of chemical facts. This database indexes three primary data domains substances, reactions and literature. The substance domain stores structural information with aU associated facts and literature references, including chemical, physical and bioactivity data. The reaction domain details the preparation of substances, enabling scientists to investigate specific reaction pathways with reaction search queries. The literature domain includes citations, titles and abstracts, which are hyperhnked to the substance and reaction domain entries. It contains over 320 million experimental data, over 10 million reactions and data indexed from over 175 journals. 

By using C NMR spectroscopy and single crystal X-ray analysis, the previous claims for the isolation of thiaziridines <1896CB59> (see Beilstein database) were shown to be erroneous <2005JSF111>. However, although the intermediacy of thiaziridines cannot be excluded in these and similar sulfur-transfer reactions, the addition of sulfur to aldimines results in the formation of isolable thioamides as products, not thiaziridines <2005JSF111>. 

As was mentioned before, there exist only two reports in which the isolation of the corresponding thiaziridines 50 and 51 has been claimed (Beilstein database). Recently, the reaction of adamantanethione 33 with phenyl azide and the reactive sulfur acceptor, aldimine 48 (Scheme 6), was reported to afford the 1,2,4-trithiolane 34, the thioamide 49, and the imine 52 <2005JSF111>. 

CODENs, and patent information, are also stored. The data are organized into substance, reaction, and citation contexts, and a user can easily switch from one context to the other. An ACS symposium volume devoted to the Beilstein database has been published (96). 

Like CA, Beilstein is available on-line, with the useful search engine Crossfire Beilstein. The Beilstein database is one of the best databases for organic chemistry, particularly synthetic organic chemistry. It contains information on 9.4 million organic substances that have been fully characterized, as well as 9.8 million reactions. Information available includes ... 

Beilstein database The database covers the scientific literature from 1771 to the present and contains experimentally validated information on millions of chemical reactions and substances from original scientific publications. The electronic database was based on Beilstein s Handbook of Organic Chemistiy. In this database, each compound is given a unique Beilstein Registiy Number which helps in their easy identification. Each substance has up to 350 fields containing chemical and physical data. References to the literature in which the reaction or substance data appears are also given. The content is made available through the CrossFire Beilstein database. 

First, draw the structure of the compoimd in Crossfire s structure editor and search it against the Beilstein database. This brings up the record for the compound in question. A method of preparation using furfural and l-(3-nitrophenyl)ethanone is indicated under Reactions. If you follow the link to the Crossfire reaction record, you find two literature references D. L. Turner, /. Am. Chem. Soc. 71,1949, 612, and Li, Synth. Comm. 29,1999, 965. These articles describe methods of preparation from 2-furaldehyde and acetophenone. 

CrossFire is the enhanced inhouse version of the Beilstein database. The database consists of about 30 million reports, of which five million are reactions. Hence this database is a reaction database. But apart from that, it covers structural, factual and bibliographic information. This means that CrossFire can also be classified as a structural and most of all as a numeric database. In a recently published article by Lawson, an example is shown, illustrating the use of substance-, reaction-, and document-based search techniques on the same problem. The special power of hyperlinks between reactions, substances, and documents is shown. 

Compounds are stored as connection tables (CT) in structure and reaction databases, e.g., Beilstein, Cmelin, CAS Registry, and CASREACT. 

CHEMINFORMRX from FlZ-Chemie Berlin and CHEMRELACT from Springer-Verlag Infochem GmbH are other databases covering reaction information area. Reaction information is also available from Beilstein, Gmelin, and CA. 

Beilstein Handbook of Organic Chemistry - The classic source of data on organic compounds, dating from the 18 century, Beilstein was converted to electronic form in the last decade of the 20" century. Over 8 million compounds and 5 million chemical reactions are now covered, with a broad range of physical properties as well as synthetic methods and ecolr cal data. The database is accessed by the CrossFire software... 

Other useful databases available from STN include Beilstein and CASREACTS. As described in Section 29.10, Beilstein is very useful to organic chemists. Currently, there are more than 3.5 million compounds listed in the database. You can use the CAS Numbers to help in a search that has the potential of going back to 1830. CASREACTS is a chemical reactions database derived from over 100 journals covered by Chemical Abstracts, starting in 1985. With this database, you can specify a starting material and a product using the CAS Numbers. Further information on CA Online, Beilstein, CASREACTS, and other databases can be obtained from the following references ... 

Although familiarity with the printed Beilstein Handbook is a useful skill for an organic chemist to have, in reality few chemists still use the printed version today. In the mid-1990s, the Beilstein Institute launched an online service that revolutionized the use of this extraordinary tool. The Crossfire system provides online access to the database of over eight million compounds, nine million reactions, and 36 million individual data points, through a dedicated client-server system that is accessed via the Internet. 

The post-1960 content of Beilstein is more selective and comes from scanning a smaller number of journals in organic and medicinal chemistry, seeking newly reported substances and reactions. Physical and chemical data about new and old compounds are extracted from articles, evaluated critically, and added to the database along with references to the hterature source. 

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