Outlook 2010/Exchange 2010 Email address no longer valid

Error message showing above the "TO" area when making a new email

"This e-mail message can not be delivered to Distribution List because the e-mail address is no longer valid"

I know there was another discussion on it, but the topical heading throws people off about Outlook Tips.

On a Windows 7 Enterprize, with Outlook 2007, with Exchange 2010 for a very large company.

Even the big cheeze had this error show up in his machine and doesn't look good on us, cuz, you know, we suggested the rollout upgrade...

Not every email.  Not the same email address or same person sending it.  They work on my machine, and someone elses, but just random machines.  THey were all imaged the same, so I suspect a profile exchange handshake issue.

Even weirder some can still send the email in question to the address "not valid" and it will get there, but some other emails won't go through.

Tried deleting their autocomplete (drop down when typing the email) and getting directly from the Global Contact List.

Will try the remove cache item and reset, but doubt it.

Cheers
Tom

November 17th, 2010 6:54pm

Hi Tom, 

 

We are having the exact same issue with a hosted exchange server that one of our clients runs. 

They recently deleted a distribution list and transferred the e-mail address that it used to hold enquiries@theircompany.com to a users mailbox. Externally its no problem, but nobody in the organization can send to enquiries@theircompany.com and they all receive the no longer valid error message. 

 

Anybody got any clues?

 

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November 18th, 2010 1:59am

Found a fix!!

 

At least for our problem. 

It was actually client side and I suspect something to do with the way outlook 2010 handled x.400 address changes. 

All we had to do was click the to. field in a new e-mail on the clients having problems and have them select the user from the GAL. 

Once they had done this the first time the problem was resolved. 

 

Hope this is of help

 

November 18th, 2010 2:22am

Hi Sean

Yeah, tried the GAL and same issue.  Ended up going through the users mailbox and recreating the contact list for them.  But this is like the 3rd person, I don't want to do that for all 500 employees!

Somehow the handshaking from Outlook 2010 and Exchange 2010 fubard.

Clean Win7 machines too.

 

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November 18th, 2010 10:38pm

I have had the same problem with some of my users, we have just upgraded from OL2003/EX2007 to OL2010/EX2010. All of my users are running in Online mode, on a mix of Win 7 and XP machines.

 

Really, really strange!

 

Carlos

December 7th, 2010 11:35pm

Yeah Carlos you'll have to get the users to delete any email addresses that are not complete in their address book and then recreate them.  Seems OL2003 even made addresses out of phone numbers.
  • Proposed as answer by Moshe Hirsch Tuesday, February 11, 2014 7:44 PM
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December 16th, 2010 11:46pm

http://support.microsoft.com/kb/287623

Outlook 2010

Use one of the following methods to reset the whole Outlook nickname cache for Microsoft Outlook 2010.

Method 1

  1. With Outlook 2010 open, click File (BackStage), and then click Options.
  2. Click the Mail tab.
  3. Under Send Messages, click Empty Auto-Complete List.

Outlook will generate a new nickname cache.

Method 2

  1. Click Start, and then click Run.
  2. Start Outlook by using the /CleanAutoCompleteCache switch.

    For example: Outlook.exe /CleanAutoCompleteCache

    Note If Outlook is not installed in the default location, you must point to the path of Outlook.exe.

Outlook will generate a new nickname cache.

Vincent A

vince.eee@gmail.com

 

  • Proposed as answer by VincentA Friday, November 25, 2011 5:21 AM
November 16th, 2011 3:25am

Hello,

Despite the helpful tips to try to remedy, nothing is working.  Exchange is 2010, Outlook is 2010.  Enterprise environment, globally used.  Pull DL from GAL directly, never used before, shows the error.

The delivery to that DL happens, but users complain about the fact that error exists.  Lot's of other odd errors from exchange on many migrated DL's, or Functional mailboxes (says no permission to send from, or to) but those errors are null, not accurate.

Any other ideas to be able to remove these GAL related, issues?  GAL is controlled by MIIS so cannot delete actual entries, and re-enter.  They are globally replicated so the entries are not controlled by users, rather by exchange admins but I see no errors on exchange either.

Thanks for any ideas you may have,

Michele


  • Edited by Michele_Boz Thursday, July 26, 2012 4:52 PM
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July 26th, 2012 7:32pm

Michele,

Did you ever get this resolved? I am not finding anything on line that is at all helpful and we are having the exact same issue that you are.

Any help you can provide would be appreciated.

Thankss Mary

November 16th, 2012 12:12am

Hello, unfortunately the errors are still there and the clients sometimes call us, no resolution.

Quite frustrating Mary.

Sorry,

Michele

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March 23rd, 2013 12:48am

Same problem, clearing cache won`t help...we also have hosted multitenant environment.

Error:

March 26th, 2013 5:19pm

Hello Everyone , there is also another reason why this error would occur.  Every account has their exchange addresses stored in the proxyAddresses attribute, but GAL uses the mail attribute to read the primary SMTP of an user account.

Please make sure if the Email information in General tab in Active Directory is equal to the primary SMTP address of the user.

This will fix the issue.

  • Proposed as answer by JamesB75 Monday, July 01, 2013 8:47 PM
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May 6th, 2013 8:20pm

Here is what I have witnessed: (restarting outlook and PC didn't help)

I entered the address card of one problematic contact' changed the display name and e-mail and saved (without closing)

then changed back the DIsplay NAme and e-mail address to the real ones counting only on my typing from scretch.

Then saved the contact and CLOSED OUTLOOK immediately witout trying to send mail to this recipient.

Verified OUTLOOK.EXE is not running at the Process Tab on Task Manager

Started OUtlook  and the problem was gone.

ANoher PC which had the same problem which the user over there has full rights on the problematic mailbox - was now functioning well without taking any action on it.

Hope it works for the coming after IT persons

Sharon

November 25th, 2013 5:09pm

In our case, the user created an Outlook Contact for this particular recipient, even though it could be found in the GAL.  I was able to resolve by opening the Outlook Contact created by user and removing the email address, then Saved.  I deleted that particular auto-complete cache entry, pulled it from GAL again and the error stopped appearing.   I suppose the user created a Contact to add additional info that the GAL we implemented for our business did not provide (cell number, home address, etc). 
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February 9th, 2015 12:13pm

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