Maximum retries exceeded on transmission
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SIP implementation bug on device
http://bugs.digium.com/view.php?id=5336
This is not a problem with Asterisk - essentially what happens when you cancel a call is this:
1. Phone sends CANCEL 2. Asterisk sends 487 Request Terminated 3. Asterisk sends 200 OK 4. Phone sends ACK to acknowledge the above messages.
Your phone/device is not sending an ACK back, so Asterisk continues to send the 487 Request Terminated because it knows no better.
This is a problem with SIP non-compliance by the phone/device, specifically, rfc3261, section 17.1.1 requries an ACK to the 487. If Asterisk do not get ACK'd, it should resend.
Solution
If you are using some softphone - try to change it.
If you are using some hard-phone - try to upgrade/downgrade firmware.
Asterisk under NAT
It is possible that Asterisk is under NAT and not properly configured.
Solution: Asterisk under NAT