SMTP server (IIS) is running but can't test it with telnet

Question

I have a Windows 2003 web edition server that I can't seem to get the SMTP relay working.

BT4 shows port 25 open. When I try use telnet to test it on my desktop I get:

  Connecting To XXX.XXX.XXX.XXX...Could not open connection to the host, on port 25: Connect failed.

From the server I get:

Microsoft Telnet> o 127.0.0.1 25
Connecting To 127.0.0.1...

Connection to host lost.

There isn't anything useful in the logs.

Any ideas?

Does NetStat show port 25 is open? Is the SMTP service started, is there a firewall installed?
@Ed Fries -- Netstat shows SMTP, Windows Firewall is the only firewall and port 25 is open, the SMTP Virtual Server in IIS is running.
Does it allow connections from any host? What ip/hostname is it listening on?

Mathieu Chateau · Answer 1 · 2011-01-16 09:12:25Z

up vote 1 down vote

Windows Firewall doesn't block connections on the loopback. Check on the smtp interface on which IP it is listening first.

Did you try to restart the windows smtp service ? Maybe it's in an invalid state.

answered Jan 16 '11 at 9:12

	It's listening on (All Unassigned), and it's static IPs on port 25. – NitroxDM Jan 17 '11 at 14:59
	Restarting the service hasn't helped. I don't think it's in an invalid state as it relays messages. – NitroxDM Jan 17 '11 at 15:05
	do you have any AV on it ? Symantec & co monitor traffic on port 25 for Virus, even the desktop edition – Mathieu Chateau Jan 20 '11 at 18:23

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NitroxDM · Answer 2 · 2011-04-20 13:03:52Z

up vote 0 down vote accepted

I have yet to connect using telnet.

However I ruled out iis using smtpdiag.

answered Apr 20 '11 at 13:03

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2 Answers