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Exchange 2003 cannot send mail to internet

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Exchange 2003 cannot send mail to internet - 25.Jun.2010 8:44:48 AM   


Posts: 3
Joined: 15.Sep.2009
Status: offline
Hi guys,

I have a great problem with my Exchange 2003 server. The situation is as follows:

I have two domain controllers running windows server 2003. The exchange is installed on one of them. I can receive emails from internet but when I try to send any email they rest on the queue forever. This is the message on the queque "the remote server did not respond to a connection attempt."

I have configured the default smtp virtual server with the DNS addresses of my ISP and the DNS is working properly because I can resolve external domain names from my exchange server.

My ISP is saying that the port 25 is opened and I can see it's open from mxtoolbox.com but when doing telnet to another mailserver at port 25 I get connect failed. I'm using a Mikrotik router where no firewall rule is defined.

After three days of troubleshooting I don't know what else to try. Any help will be greatly appreciated. Thanks. 
Post #: 1
RE: Exchange 2003 cannot send mail to internet - 25.Jun.2010 11:43:13 AM   


Posts: 72
Joined: 20.Aug.2009
Status: offline
Hello mate,

I hope you have an smtp connector which forwarded emails to a thirdparty gateway to forward the emails to internet.

Here you will have to enable the firewall tracking log for port 25 and identify if it denies or not. If you are sure that the firewall allows port 25 it then next hop is your ISP, check thoroughly the firewall logs at their end as well.

Try telnet from different machine(different network) and see if it works, you can use the portqueryUI to check if the port is listening... try to isolate one by one hop..

download port query application here - http://www.microsoft.com/downloads/en/confirmation.aspx?familyId=8355e537-1ea6-4569-aabb-f248f4bd91d0&displayLang=en


MCSA- Messaging,
MCTS- Exchange 2010,2007
MCTS - AD 2008

(in reply to Lupetto06)
Post #: 2
RE: Exchange 2003 cannot send mail to internet - 28.Jun.2010 6:21:27 AM   


Posts: 1287
Joined: 31.Dec.2006
Status: offline
Well, if i were you - I would simply create a new SMTP Connector with

1) Address space as *
2) Smart Host with IP of your ISP
3) Restart SMTP and Routing Engine Service.

Tell me if this works, if you still have doubts, read the following links.



(in reply to Lupetto06)
Post #: 3
RE: Exchange 2003 cannot send mail to internet - 12.Jul.2010 6:01:16 AM   


Posts: 6
Joined: 23.Dec.2008
Status: offline
Hello guys,

(Sorry to tag along here - hope is still relevant to this post somehow),
Need some advice:

Have been receving a lot of NDR 4.4.7 messages, and was looking into queues on the Exchange Server and many emails kept retrying until time expired (2 days default).

Discovered only having problems with sending email to some external domains, but of course the list builds up as users are sending emails to different companies every day - some can send out, some got NDR.

This problem happened after our Internet address has been blacklisted (RBL) a few times which later found out that one of the PCs in the LAN got malware. Later, denied  SMTP port on all IP address except Exchange server IP, to prevent any infected PCs to send spams out. Ok, the blacklisting no longer happened, but this 4.4.7 NDR happened shortly. I kind of suspect the cause is that some companies email server has somehow internally blacklisted us - is this the cause?

Also, to solve the NDR, have to setup the SMTP connector to send emails via a ISP SMTP server.

I would like to check, if this "bad reputation of our public address"  if it is the cause, a temporary one, in which after a given period of time, these external domain swill automatically remove us from their list and so we can send email via our exchange server smtp directly again to them?

Thank you.


(in reply to Exchange_Geek)
Post #: 4
RE: Exchange 2003 cannot send mail to internet - 12.Jul.2010 6:18:46 AM   


Posts: 1287
Joined: 31.Dec.2006
Status: offline
@xsoft: If you are asking a question - please start a new thread.


(in reply to xsoft)
Post #: 5

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