Mesylate

Mesylate anion (structural formula)
Mesylate anion (ball-and-stick model)

In organosulfur chemistry, a mesylate is any salt or ester of methanesulfonic acid (CH3SO3H). In salts, the mesylate is present as the CH3SO3 anion. When modifying the international nonproprietary name of a pharmaceutical substance containing the group or anion, the spelling used is sometimes mesilate (as in imatinib mesilate, the mesylate salt of imatinib).[1]

Mesylate esters are a group of organic compounds that share a common functional group with the general structure CH3SO2O−R, abbreviated MsO−R, where R is an organic substituent. Mesylate is considered a leaving group in nucleophilic substitution reactions.[2]

  1. ^ International Nonproprietary Names Modified (PDF) (Report). World Health Organization. February 2006. INN Working Document 05.167/3. Retrieved 5 December 2008.
  2. ^ Smith, Michael B.; March, Jerry (2007). March's Advanced Organic Chemistry (6th ed.). John Wiley & Sons. p. 497. ISBN 978-0-471-72091-1.