Smtp and esmtp connections inspection with cisco ios. Cannot send or receive email messages behind a cisco pix or cisco asa firewall. Send mail with esmtp for a simple, singleuser system by vincent danen in linux and open source, in open source on july 1, 2008, 12. To be fair, they may not actually be broken commands, but almost certainly the problem relates to either commands that are. Email filtering and inspection is best done by a dedicated appliance thats uptodate. Such inspection is similar to the mailguard feature found in the cisco pix 500 series security appliances. By continuing to browse the site you are agreeing to our use of cookies. Esmtp and smtp inspection enforce a policy that allows only certain commands through the asa. In reality, cisco has a long history of botching the stmp and esmtp inspection. Ive not been able to find any information on how to resolve this, other than disabling esmtp inspection.
This document describes the best way to troubleshoot connectivity problems with smtp and esmtp traffic through an asa. Esmtp gives a method for functional extensions to smtp, and to identify servers and clients that support extended features. Extended smtp esmtp, sometimes referred to as enhanced smtp, is a definition of protocol extensions to the simple mail transfer protocol smtp standard. However, the cisco asa software dramatically enhances the capabilities of application inspection. Note if you have an esmtp server behind the pix or asa firewall. The application inspection capabilities are similar to the traditional fixup protocol functionality on the cisco pix firewalls. Although smtp is widely accepted and widely used, some parts of the internet community want more functionality in smtp. Esmtp inspection can be used to detect a variety of suspicious email activity. If you use transport layer security tls encryption for email communication then the esmtp inspection feature enabled by default in the pix drops the packets. Troubleshooting intraorg smtp traffic issues and disabling cisco asa esmtp inspection posted on april 20, 20 april 21, 20 by adamfarage i had a particular issue that is not well documented on the technet site so i decided i would blog about it and share my experience. Telnet to the mail server we assume the firewall sits in front of it on the. Stateful inspection firewall fundamentals cisco certified expert.
On the esmtp settings page, you can configure settings to filter esmtp content. Fwsm, inspect and smtpesmtp ars technica openforum. Today, network attackers are far more sophisticated, relentless, and dangerous. Multiple match commands can be used under a policymap. This can be seen when i telnet to port25, and see a heap of asterixes. What advantages and disadvantages do palo alto firewalls. They can no longer do it because of the way modern applications are written. Esmtp was defined in november 1995 in ietf publication rfc 1869 which established a general structure for all existing and future extensions. Asa esmtp and smtp inspection do not allow certain commands. Compiled by the barracuda technical support team, this interactive tool is designed to be an easy way to solve technical issues. Esmtp gives a method for functional extensions to smtp, and to identify servers and clients that support extended.
Allinone nextgeneration firewall, ips, and vpn services has been fully updated to cover the newest techniques and cisco technologies for maximizing endtoend security in your environment. And honestly, it wont provide any protection from current evolving threats. I have tested this in the lab with an asa 5505 running 8. The cisco security portal provides actionable intelligence for security threats and vulnerabilities in cisco products and services and thirdparty products. Stateful packet filtering an overview sciencedirect topics. Issue with esmtp inspect on asa and sophos appliance. The cisco asa software when configured with esmtp inspection may strip the starttls flags which results in starttls not being negotiated. Mail traffic does not pass through a pix firewall with esmtp application inspection enabled core issue when the esmtp application inspection feature is enabled, the pix firewall allows mail servers to receive the fifteen commands, while it rejects all other commands and never sends them to the mail server. Cisco firewall asa5512x outbound email with esmtp inspection disabled jan 14, 20. Synopsis the remote host is a checkpoint firewall esmtp server.
Cisco asa basic internet protocol inspection cisco press. In order to allow the emails with tls enabled, disable the esmtp inspection feature as this output shows. Disable the esmtp inspection rule in the edit service policy rule window go to the rule actions tab, then uncheck esmtp in the protocol inspection tab. Disable esmtp inspection on cisco asa via command line. Questions and answers to issues related to software. Exchange servers can experience problems with certain esmtp inspection. During testing we are finding we are unable to send mail as long as the default inspection policy on our asa is applied to esmtp. Introduction this document provides a sample configuration for the inspection of inbound simple mail transfer protocol smtp or extended simple mail transfer protocol esmtp connections using cisco ios firewall in cisco ios. Cisco firewall smtp fixup considered harmful network.
All the inspection options that you would like to configure can be configured under the l7 policymap. How do i remove a inspect esmtp from the global policy. Interfacing to mail delivery agents esmtp relies upon a mail delivery agent mda for local mail delivery, so you need one if you want to avoid having another mta for local delivery. Business, database, firewalls, office, graphics, security, system, server. Smtp and esmtp connections inspection with cisco ios firewall.
How do i remove a inspect esmtp from the global policy map. Cisco asa disable esmtp inspection for specific traffic. Commands that are normally allowed are listed in the inspect esmtp section of the cisco asa series command reference. All changes we do in global servicepolice but you can change it if you wish. When you check via telnet on the external ip you get something similar. The information in this document was created from the devices in a specific lab. Is there a way to inspect the traffic so that the ips can see the.
What advantages and disadvantages do palo alto firewalls have, compared to others in the market. We are having some problems with our asa 5505 firewall sporadically dropping connections to our email server behind it. Im not sure what versionmodel firewall youre using but as per this tech note. In this clients case i knew straight away what that was, because id seen it before, cisco firewalls pix and asa that have smtpesmtp inspection enabled cause this to happen. Create and maintain your own check point software respository resources on the web.
The knowledgebase is a searchable database of technical questions and answers to troubleshoot a variety of issues. Traditional stateful inspection firewalls were able to this when they first appeared in the mid 1990s. When the smtp inspection engine is used in conjunction with an access list. Esmtp application inspection adds support for extended smtp commands, including auth, ehlo, etrn, help, saml, send, soml, starttls, and vrfy. I was told that i should disable the inspect esmtp to see if that resolves the issue. The problem i am seeing is with the ftd perfoming smtp inspection mangling the smtp session. Cannot send or receive email messages behind a cisco pix. Disable inspect esmtp on asa 5505 solutions experts exchange. What frustrated me is that i know i saved the configuration last time i did this and performed my usual backup but here the problem was again. How to disable smtp inspection on a cisco ngfw via vfmc. The remote host is a checkpoint firewall esmtp server. Stateful packet inspection lies at the heart of how pix asa firewalls function.
Actually with default inspection that you have removed for esmtp, you could instead add the final line of permit ip any any, to catch all besides the 2 server you dont want inspected. On cisco pix and asa firewalls with firmware versions 5. Its important that the last acl is specific for port 25 and not all ip. Supposedly it is allowing everything through, but we did not have a single problem with ftp until the checkpoint firewall was replaced with an asa. Asa esmtp and smtp inspection do not allow certain. In addition to masking the greeting banner, the fixupesmtp inspection service on cisco firewalls typically only accepts specific commands.
Its been few days when we discovered a problem with sending emails using tls in our company. I have a server behind the 5508, in a dmz, that i want to have send email via an smtp connection to office 365. External mail or mail between exchange servers cannot be delivered, however when you check with telnet the exchange servers are responding. Jack wiles, in techno securitys guide to securing scada, 2008. Find answers to disable inspect esmtp on asa 5505 from the expert community at experts exchange. This type of firewall has the same limitations as the static packet filtering firewall, with the exception of being stateaware. Table 81 lists all the applications and protocols supported by cisco asa. Mail traffic does not pass through a pix firewall with. Esmtp mta is a user configurable relayonly mta with a sendmailcompatible syntax, based on libesmtp and supporting the auth including the crammd5 and ntlm sasl mechanisms and the starttls smtp extensions. The next step in firewall evolution came with the stateful packet filtering firewall or the stateful inspection firewall as it is often referred to. Along with the support for seven rfc 821 commands data, helo, mail, noop, quit, rcpt, and rset, the asa supports a. Esmtp inspection operates in the same way that smtp inspection does.
When i initially installed it, they were having issues sending out emails. Nessus network monitor plugin id 5929 the remote host is a checkpoint firewall esmtp server. In this clients case i knew straight away what that was, because id seen it before, cisco firewalls pix and asa that have smtpesmtp inspection enabled. Send mail with esmtp for a simple, singleuser system. We found out the problem with sending emails via tls was the result given by the email server after starttls command. Esmtp commands are stripped by the firewall, and this makes the system think that you are relaying from a nonlocal domain. This bug is open to make the stripping of the flag optional. Cisco asa disable esmtp inspection it share nvp channel. If a mail command is sent that is not allowed, it is replaced by xs, which makes the command invalid to the client and the server.
Cannot send or receive email messages behind a cisco pix or. Internet protocol inspection also enables the asa administrator to control traffic based on a number of different parameters that exist within the internet traffic, including the information contained within the data portion of the traffic. We send mail with unicode asian characters to our mail server on the other side of our wan. Try turning off esmtp inspection entirely and allow it to pass as normal tcp traffic at least for troubleshooting purposes. As well, it can block specific senders, receivers, and attempts at mail relay. Cisco asa 55xx and esmtp inspection breaks tls linux. Cscsi74352 esmtp blocking emails with nested mime headers. This can often be caused by other parts of the network and gets blamed on the asa. If you use telnet and you type h, the telnet client sends an h to the email server. Ssl inspection for smtp over sslstarttls traffic cpug. Since esmtp and smtp inspection do not recognize h as a valid command, the asa replaces the h with an x and passes it along.