Tag Archives: Cisco ESA

Cisco ESA: Mail Flow for Encryption Appliances

The Cisco Email Security Appliance (ESA) is well-known for its very good Anti-Spam features. But it completely lacks a usable implementation for mail encryption with S/MIME or OpenPGP. That is: We are using other appliances for that such as Zertificon, SEPPmail, or totemo.

However, the Cisco ESA still remains the main MTA for incoming and outgoing mails, hence mails must be routed to the encryption appliance of your choice for signing/encrypting (outgoing) or verifying/decrypting (incoming) mails. Such mail routings should be done with CLI-only message filters, rather than content filters. Here we go:

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Advanced Ping: httping, dnsping, smtpping

I really love ping! It is easy to use and directly reveals whether the network works or not. Refer to Why Ping is no Security Flaw! (But your Friend) and Advanced Tracerouting. At least outgoing pings (from trust to untrust) should be allowed without any security concerns. However, many companies are denying these ICMP echo-requests from untrust into the DMZ which makes it difficult to test whether all servers are up and running.

I was sitting at the customer’s site replacing the DMZ firewall. Of course I wanted to know (from the outside) whether all servers are connected correctly (NAT) and whether the firewall permits the connections (policy). However, ping was not allowed. Therefore I used several layer 7 ping tools that generate HTTP, DNS, or SMTP sessions (instead of ICMP echo-requests) and revealed whether the services (and not only the servers) were running. Great!

This post shows the installation and usage of httping, dnsping, and smtpping on a Linux machine, in my case a Ubuntu server 14.04.4 LTS, as well as some Wireshark screenshots from captured sessions. Finally, a pcap file can be downloaded that shows the sample runs of all three tools.

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Palo Alto blocks SMTP Virus with 541 Response

While preparing for some Palo Alto Networks certifications I read something about the antivirus capabilities of blocking viruses via email by sending an SMTP response code of 541 to the sender (link). This was new for me since I thought the Palo Alto would only block IP connections (TCP RST) but not send layer 7 messages (SMTP codes). But actually, it does so by spoofing the IP address of the destination SMTP host. Cool stuff. Of course, I needed to test this. Here we go. ;)

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