Chapter 11 Configuring Inspection of Basic Internet Protocols

SMTP and Extended SMTP Inspection

PAT is only performed for the modified version of GRE [RFC 2637] when negotiated over the PPTP TCP control channel. Port Address Translation is not performed for the unmodified version of GRE [RFC 1701, RFC 1702].

Specifically, the ASA inspects the PPTP version announcements and the outgoing call request/response sequence. Only PPTP Version 1, as defined in RFC 2637, is inspected. Further inspection on the TCP control channel is disabled if the version announced by either side is not Version 1. In addition, the outgoing-call request and reply sequence are tracked. Connections and xlates are dynamic allocated as necessary to permit subsequent secondary GRE data traffic.

The PPTP inspection engine must be enabled for PPTP traffic to be translated by PAT. Additionally, PAT is only performed for a modified version of GRE (RFC2637) and only if it is negotiated over the PPTP TCP control channel. PAT is not performed for the unmodified version of GRE (RFC 1701 and

RFC 1702).

As described in RFC 2637, the PPTP protocol is mainly used for the tunneling of PPP sessions initiated from a modem bank PAC (PPTP Access Concentrator) to the headend PNS (PPTP Network Server). When used this way, the PAC is the remote client and the PNS is the server.

However, when used for VPN by Windows, the interaction is inverted. The PNS is a remote single-user PC that initiates connection to the head-end PAC to gain access to a central network.

SMTP and Extended SMTP Inspection

This section describes the IM inspection engine. This section includes the following topics:

•SMTP and ESMTP Inspection Overview, page 11-52

•Select ESMTP Map, page 11-53

•ESMTP Inspect Map, page 11-54

•MIME File Type Filtering, page 11-55

•Add/Edit ESMTP Policy Map (Security Level), page 11-55

•Add/Edit ESMTP Policy Map (Details), page 11-56

•Add/Edit ESMTP Inspect, page 11-57

SMTP and ESMTP Inspection Overview

ESMTP application inspection provides improved protection against SMTP-based attacks by restricting the types of SMTP commands that can pass through the ASA and by adding monitoring capabilities.

ESMTP is an enhancement to the SMTP protocol and is similar is most respects to SMTP. For convenience, the term SMTP is used in this document to refer to both SMTP and ESMTP. The application inspection process for extended SMTP is similar to SMTP application inspection and includes support for SMTP sessions. Most commands used in an extended SMTP session are the same as those used in an SMTP session but an ESMTP session is considerably faster and offers more options related to reliability and security, such as delivery status notification.

Extended SMTP application inspection adds support for these extended SMTP commands, including AUTH, EHLO, ETRN, HELP, SAML, SEND, SOML, STARTTLS, and VRFY. Along with the support for seven RFC 821 commands (DATA, HELO, MAIL, NOOP, QUIT, RCPT, RSET), the ASA supports a total

of fifteen SMTP commands.

Cisco ASA Series Firewall ASDM Configuration Guide

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Cisco Systems ASA 5555-X, ASA 5505, ASA 5545-X Smtp and Extended Smtp Inspection, Smtp and Esmtp Inspection Overview, 11-52
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ASA Services Module, ASA 5555-X, ASA 5545-X, ASA 5585-X, ASA 5580 specifications

Cisco Systems has long been a leader in the field of network security, and its Adaptive Security Appliance (ASA) series is a testament to this expertise. Within the ASA lineup, models such as the ASA 5505, ASA 5580, ASA 5585-X, ASA 5545-X, and ASA 5555-X stand out for their unique features, capabilities, and technological advancements.

The Cisco ASA 5505 is designed for small businesses or branch offices. It provides essential security features such as firewall protection, flexible VPN capabilities, and intrusion prevention. The ASA 5505 supports a user-friendly interface, allowing for straightforward management. Its built-in threat detection and prevention tools provide a layered defense, and with scalability in mind, it can accommodate various expansion options as organizational needs grow.

Moving up the line, the ASA 5580 delivers greater throughput and advanced security features. This model is suited for medium to large enterprises that require robust protection against increasingly sophisticated threats. Its multi-core architecture allows it to manage high volumes of traffic seamlessly while maintaining excellent performance levels. The ASA 5580 also supports application-layer security and customizable access policies, making it highly adaptable to diverse security environments.

The ASA 5585-X further enhances Cisco's security offerings with advanced malware protection and extensive security intelligence capabilities. It incorporates next-generation firewall features, including context-aware security, and supports advanced threat detection technologies. This model is ideal for large enterprises or data centers that prioritize security while ensuring uninterrupted network performance and availability.

For enterprises requiring a balance of performance and security, the ASA 5545-X presents a compelling option. This model features scalable performance metrics, high availability, and integrated advanced threat protection. Coupled with advanced endpoint protection and detailed monitoring capabilities, the ASA 5545-X enables organizations to manage their security posture effectively.

Lastly, the ASA 5555-X blends cutting-edge technologies with strong security infrastructures. It boasts high throughput and the ability to execute deep packet inspections. Its sophisticated architecture supports threat intelligence feeds that provide real-time security updates, making it a powerful tool against modern threats.

Each of these Cisco ASA models brings specific advantages to varied environments. Their integrative capabilities enable businesses to enhance their security postures while benefiting from seamless scalability and management. As cybersecurity threats evolve, these advanced appliances play a vital role in protecting valuable digital assets.
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