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Permanent failure — do not retry

SMTP 550 4.4.7

message expired in the queue

4.4.7 means your message sat in the sending queue until it expired, so the sender gave up. RFC 3463 defines X.4.7 as "delivery time expired". Exchange Online reports it as "Message expired". Every attempt was deferred, so the final NDR combines a 4.x.x code with a failure.

How it appears

550 4.4.7 QUEUE.Expired; message expired

4.4.7 Message delayed

What causes it

  • The recipient's server kept deferring the message, for example through greylisting or rate limiting, until the queue timed out.
  • The recipient's server was unreachable for the whole retry period.
  • The recipient domain's MX records point at a server that does not answer.
  • Microsoft also lists protocol timeouts and too many recipients on one message as causes.

How to fix it

In order — try the first one first.

  1. Check the recipient address and the domain's mail server before sending again. Resending to a server that never answers will expire the same way.
  2. Look up the recipient domain's MX records and check that the server answers on port 25.
  3. If many messages to one domain expire, the recipient's mail server is the problem. Contact them another way.
  4. Reduce the number of recipients per message.

Common questions

What does SMTP 550 4.4.7 mean?
4.4.7 means your message sat in the sending queue until it expired, so the sender gave up. RFC 3463 defines X.4.7 as "delivery time expired". Exchange Online reports it as "Message expired". Every attempt was deferred, so the final NDR combines a 4.x.x code with a failure.
Should I retry a 550 4.4.7 error?
No. 550 is a permanent failure, so the message will never be delivered no matter how many times you try. Remove the address — repeated sends to permanent failures are one of the main signals mailbox providers use to throttle a sender.
How do I fix SMTP 550 4.4.7?
Check the recipient address and the domain's mail server before sending again. Resending to a server that never answers will expire the same way.

Other 550 replies

Last reviewed 2026-09-11

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