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Attachment Filtering As most of you are aware, Exchange Server 2003 didn’t include a function that let you fi lter out specifi c attachments.. You now have the possibility of fi ltering

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Figure 7.46 The Content Filter Confi guration Settings

If the feature is set to False for some reason, you can enable it by typing Set-ContenFilterConfi g –OutlookEmailPostmarkValidationEnabled $True and pressing Enter.

Attachment Filtering

As most of you are aware, Exchange Server 2003 didn’t include a function that let you fi lter out specifi c attachments Instead you had to create your own SMTP OnArrival Event Sink, use

a third-party product, or strictly rely on the OWA 2003 and Outlook 2003 attachment control feature However, since you really should fi lter out unwanted attachment types on an SMTP gateway in your perimeter network (the DMZ or screened subnet) before they arrive at your internal network, the last two options aren’t recommend An attachment fi ltering mechanism

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SOME INDEPENDENT ADVICE

In recent years more and more focus has been placed on deploying messaging

environments, where each individual e-mail message is ether digitally signed or

encrypted, or even protected using Information Rights Management (IRM) Here in

Denmark where I live, the governmental institutions have an especially strong desire for protecting messages while they’re in transit If you’re doing the same in your

organization or are planning to do so, you should bear in mind that stripping an

attachment from a digitally signed, encrypted, or IRM-protected e-mail message will invalidate the message so that it becomes unreadable One way to solve this problem

in dealing with digitally signed or encrypted messages is to put up some kind

of black box that takes care of signing and encrypting the messages after the

attachment fi lter processes them The company I work for got such a product, which

is becoming more and more popular here in Denmark

The Attachment Filtering agent applies right after the Content Filtering agent

and can be confi gured using the Add-AttachmentFilterEntry CMDlet Unfortunately,

there’s no way to confi gure Attachment Filtering via the EMC GUI; you will have to

do so using the EMS We don’t really know why this feature hasn’t been included in the GUI, but our guess is that the Exchange Product team didn’t have the time to

integrate the feature in the GUI If this is the case, we expect it to be included in

Exchange Server 2007 Service Pack 1, but only time will tell

should have been a native feature in Exchange a long time ago, but fi nally the wait is over with

the Edge Transport server in Exchange Server 2007 Let’s do attachment fi ltering at the server level (hooray!) You now have the possibility of fi ltering out messages based on attachment fi lename,

fi lename extension, or fi le MIME content type You even have the choice of fi ltering out both the message and the attachment or just stripping the attachment You can even choose to delete both the message and the attachment “silently,” meaning that both will be deleted without notifying the sender of the message

Before you start to confi gure the Attachment Filter agent, you fi rst need to make sure that

the agent is enabled To do so, you will need to open the EMS and type Get-TransportAgent

On a default installation of an Edge Transport server, this agent should be enabled by default, but if

it for some reason is disabled, you can enable it by typing Enable-TransportAgent -Identity

“Attachment Filtering Agent” and then pressing Enter.

Now that the agent is enabled, type Get-AttachmentFilterEntry | FL and press Enter

This will give you a list of all fi lename extensions and content types on which the Attachment

Filtering agent can fi lter (see Table 7.3)

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Table 7.3 Filename Extensions and Content Types

ContentType Application/x-msdownload ContentType:application/x-msdownload ContentType Message/partial ContentType:message/partial

ContentType Text/scriptlet ContentType:text/scriptlet

ContentType Application/prg ContentType:application/prg

ContentType Application/msaccess ContentType:application/msaccess ContentType Text/javascript ContentType:text/javascript

ContentType Application/x-javascript ContentType:application/x-javascript ContentType Application/javascript ContentType:application/javascript ContentType x-internet-signup ContentType:x-internet-signup

ContentType Application/hta ContentType:application/hta

FileName *.wsh FileName:*.wsh

FileName *.wsf FileName:*.wsf

FileName *.wsc FileName:*.wsc

FileName *.vbs FileName:*.vbs

FileName *.vbe FileName:*.vbe

FileName *.vb FileName:*.vb

FileName *.url FileName:*.url

FileName *.shs FileName:*.shs

FileName *.shs FileName:*.shb

FileName *.sct FileName:*.sct

FileName *.scr FileName:*.scr

FileName *.scf FileName:*.scf

FileName *.reg FileName:*.reg

FileName *.prg FileName:*.prg

FileName *.prf FileName:*.prf

FileName *.pcd FileName:*.pcd

FileName *.ops FileName:*.ops

FileName *.mst FileName:*.mst

FileName *.msp FileName:*.msp

FileName *.msi FileName:*.msi

FileName *.ps11xml FileName:*.ps11xml

FileName *.ps11 FileName:*.ps11

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Table 7.3 Continued

Type Name Identity

FileName *.ps1xml FileName:*.ps1xml

FileName *.ps1 FileName:*.ps1

FileName *.msc FileName:*.msc

FileName *.mdz FileName:*.mdz

FileName *.mdw FileName:*.mdw

FileName *.mdt FileName:*.mdt

FileName *.mde FileName:*.mde

FileName *.mdb FileName:*.mdb

FileName *.mda FileName:*.mda

FileName *.lnk FileName:*.lnk

FileName *.ksh FileName:*.ksh

FileName *.jse FileName:*.jse

FileName *.js FileName:*.js

FileName *.isp FileName:*.isp

FileName *.ins FileName:*.ins

FileName *.inf FileName:*.inf

FileName *.hta FileName:*.hta

FileName *.hlp FileName:*.hlp

FileName *.fxp FileName:*.fxp

FileName *.exe FileName:*.exe

FileName *.csh FileName:*.csh

FileName *crt FileName:*.crt

FileName *.cpl FileName:*.cpl

FileName *.com FileName:*.com

FileName *.cmd FileName:*.cmd

FileName *.chm FileName:*.chm

FileName *.bat FileName:*.bat

FileName *.bas FileName:*.bas

FileName *.asx FileName:*.asx

FileName *.app FileName:*.app

FileName *.adp FileName:*.adp

FileName *.ade FileName:*.ade

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All attachment fi lter entries on an Edge Transport server use the same attachment

fi ltering behavior—that means the same custom response message as well as action (reject, strip, or silent delete)

If you only want to strip the attachment but allow the message through, you

would need to use the command AttachmentFilterConfi gList –Action Strip If you

want to include a custom admin message in the text fi le that replaces the stripped

attachments, you would need to use the command AttachmentFilterConfi gList

–Action Strip –AdminMessage “The attachment in this message has been fi ltered as it’s not allowed in this organization.” Finally, to silently delete both the message and

the attachment, use the command AttachmentFilterConfi gList –Action SilentDelete.

You can add fi le extensions or fi lenames to this list using the Add-AttachmentFilterEntry CMDlet

For example, if you wanted to fi lter out zip fi les, you would need to run the following command:

Add-AttachmentFilterEntry -Name *.zip -Type FileName If you wanted to fi lter out messages with a

specifi c MIME type, such GIF fi les, you would need to use the command Add-AttachmentFilterEntry

-Name image/gif -Type ContentType If you wanted to fi lter out messages that contain an attachment

with a specifi c fi lename, say one called dangerous_ fi le, you would use the command

Add-AttachmentFilterEntry -Name dangerous_ fi le -Type FileName.

If you want to remove an attachment fi lter entry later, you do so using the

Remove-AttachmentFilterEntry CMDlet For example, if you wanted to remove the ZIP attachment fi lter entry,

you would need to type Remove-AttachmentFilterEntry –Identity fi lename: *.zip.

That’s pretty simple, right?

To be able to use more advanced features such as scanning fi les in a ZIP fi le, you would need to install Forefront Security for Exchange Server (which we will talk a bit about later in this chapter) or

a supported third-party product

As mentioned, you can choose to block a whole message, including the attachment (will return

a delivery status notifi cation to the sender); strip the attachment but allow the message through (will replace the attachment with a text fi le explaining why the attachment was stripped); or silently delete both the message as well as the attachment (will delete both without notifying the sender) You can also confi gure a custom response message that will be included in the delivery status notifi cation, which is returned to the sender when a message and an attached fi le are blocked This is

done using the Set-AttachmentFilterListConfi g CMDlet An example could be Set-AttachmentFilterListCo

nfi g –Action Reject -RejectResponse “This message has been rejected since the attached fi le type isn’t allowed in this organization”.

The last thing we’ll mention regarding the Attachment Filtering agent is that you can exclude

a list of connectors from attachment fi ltering, which means that attachment fi ltering won’t be applied

to messages fl owing through the specifi ed connectors You can exclude one or more connectors using

Set-AttachmentFilterListConfi g –Action Reject –ExceptionConnectors <Connector_GUID> To get the

GUID for a receive connector, type Get-ReceiveConnector | FL.

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