IIS/SMTP Authentication

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IIS/SMTP Authentication

Postby megawhizzz » Thu, 18 Aug 2005 06:26:49 GMT

I have a windows server 2003 system set up with IIS/SMTP (no

I have turned "basic authentication" on on the SMTP server to implement
some basic username/password security. However some users trying to
send email
through my server are having problems, specifically using the Eudora
mail client. Although they have "allow authentication" turned on in
their SMTP settings in the mail client, the IIS server returns "530
5.7.3 Client was not authenticated" for them. Users using thunderbird,
outlook express, etc. are not having any problems connecting.

I think this may be because of the SMTP authentication methods
supported by Eudora - the documentation says that "The preferred SMTP
authentication method is CRAM-MD5. If CRAM-MD5 is not available, LOGIN
or PLAIN will automatically be used."

Can anybody help?

Similar Threads:

1.IIS 6 SMTP Relay to Another SMTP Server

I currently have IIS 6 setup to serve as an SMTP server for my domain,
however since I have a dynamic IP assignment from my ISP my SMTP server
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BTW: I do not spam, only a few of my friends use my server and must

Thanks in advance for your help.


2.Problem Recieving Mail when using SMTP Authentication

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4.SMTP-AUTH failed authentication - reason: garbled Base64 data

I have asked Surfcontrol what the reason could be from this message:

INFO: 0 cC5qYW5zZW5AY2FuZGUubmw= - cC5qYW5zZW5AY2FuZGUubmw=
WARNING: 0 SMTP-AUTH failed authentication - reason: garbled Base64

Unfortunately they didn't awnser yet, so my question is if anyone else
has similare issues using ESMTP?

When i decode thise base64 string it shows p.jansen@?????.nl. But
surfcontrol rejects it!

Another user sending:

INFO: 2 EHLO - EHLO ws001martin
INFO: 2 bS5tZXV3ZXNlQGNhbmRlLm5s - bS5tZXV3ZXNlQGNhbmRlLm5s
INFO: 2 SMTP-AUTH successfull authentication for user:

passes. Sorry for the ???? it's against e-mail harvesting.

does any one have a clue?

running version 5.5 of surfcontrol SMTP filter.

thx in advance

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message can not be sent.  the authentication setting might not be correct for 
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comcast as the server.  I've called comcast before and they deny they are the 
problem even though my settings are spot on with what comcast wants.

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