I was getting an error where I was being prompted for authentication and occassionally this even crashed the app pool.
I found this great post which suggests checking that the async process is still running.
http://peitor.blogspot.com/2008/12/microsoft-crm-4-crmexception-expired.html
One of the possts also suggests that this can be connected to imported organisations and dodgy values in the config databases.
I have copied the references below (just in case this post ever gets moved etc)
#1
There is a KB article on this
http://support.microsoft.com/kb/961311/
This article says: the AsyncSdkRootDomain field in the DeploymentProperties table of the MSCRM_CONFIG database contains an incorrect value.
#2
In our case the problem was an import of an organization from another Microsoft Dynamics CRM 4.0 deployment, from Development Server to Test Server.
http://support.microsoft.com/kb/949844
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