Christine FlemmingElsevier Product Training ManagerOct. 21, 2014c.flemming@elsevier.com

TIPS AND TRICKS FOR FINDING SUBSTANCES

AND THEIR PROPERTIES

Webinar presented October 21, 2014

AGENDA

How to find property data for these and other types of structures

How to find:

• Tautomers• Radicals• Isotopes• Markush

3

Boiling Point of cyclopropanols (and ethers)

Create an Excel sheet of cyclopropanols (and ethers) along with their boiling points. Limit to substances that also contain a 6-membered ring.

The query interpretation is shown on the Results page

Limit to substances with 6-membered rings

Analysis View tool

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Export to Excel

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Optical Rotatory Power of trimethylsilanesFilter for boiling point

Eliminate nitriles

Begin a report on selected property data

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Mouse over data and click red triangle to select and add to your report.

Click “Send” to send a zipped html file to colleagues

Create the Report

Click the “Report” button to view your selections.

Click the “Annotation” link in the upper right side to add text to your report

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Flash point of octanol

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Critical Micelle Concentration of sodium lauryl sulfate

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Solubility of alpha tocopherol

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TAUTOMERS

Dihydrofolic Acid

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Two substances are retrieved when Include Tautomers is not checked

Specified stereochemistry is the only difference

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Reaxys tautomers:

• Substances that can be isolated and characterized

• The structures are abstracted and displayed in Reaxys just as they are displayed in the literature

• Tautomers are placed in separate records (they are not merged into one record)

• Only covers the movement of real atoms, thus excluding charges and valences

• Uses classic conjugated double bonds

These are not tautomers

Tautomers

Tautomers

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26 substances are retrieved.

Examples:

Repeat the search with the Include Tautomers box checked

N-acetyl-glutamic acid

RADICALS

Designate radicalization here

Right-click

Radical label in place

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Result of the Radical search

Radical

Radikal

Use the Chemical Name field to find radicals

Example on next slide

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Riboflavin radicals

Add

Retrieves 4 substances

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Riboflavin radicals

Delete

Retrieves 24 substances (most show stereochemical variation)

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Riboflavin radicals

Retrieves 23 substances

Subtract one list from the other from the History page

Results in 1 substance

It may be necessary to search for radicals 2 different ways in some cases (see slide 17)

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NiacinISOTOPES

= 22 substances

= 1 substance

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ISOTOPES

Right-click

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MARKUSH STRUCTURESPatent

Description of claim

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MARKUSH STRUCTURES

Text from the patent is put into a tabular format

This is the Markush structure

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From the Citations tab, you can view the Markush structure(s) from a patent by clicking the Substances hyperlink. The Markush structures will appear at the end of the list.**Not all patents will contain Markush strctures.

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Click the More Options link. Then check the box for Include Related Markush

Please Note: Most options are selected

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27 structures retrieved when Include Related Markush is checked

(26 of them are Markush structures)

One substance is retrieved when Include Related Markush is not checked

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Repeat the previous search using the options shown below (this will result in a larger list)

Please Note: Most options are NOT selected

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Markush structures will be at the end of the sorted list

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ORGANOMETALLICFind niacin-metal complexes

Create the atom list in MarvinSketch: 1. Click the More button2. Click the Atom List button3. Select atoms4. Click Close. Click in the white space.

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Selected Results

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R-GROUP SEARCHFind analogs of niacin

This can be bonded to H or to a heterocyclic groupAn alkyl or halo

can be attached at any of these sites

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1. Add a bond to the OH. Then click the “r” button and select CHH for “heterocyclic or hydrogen”

2. Use the Lasso tool and select these 3 atoms.

3. With the 3 atoms selected, right-click and select Edit Structure>Add>Posi-tion Variation bond

5. Draw the components of the Rgroup (ALK and X).

4. Click the atom on the end, type “R1”.

6. Select the ALK and X. While they are selected, type r1. While still selected, click the ALK and the X to add the attachment points.

THANK YOUANY QUESTIONS?

Please complete the survey that appears at the end of this webinarThank you!

c.flemming@elsevier.com