CMail

CMail is yet another command line e-mail sending tool, and yet another application called CMail (there are several). This CMail is primarily intended for sending scripted e-mail, but it is simple enough to be used interactively.

CMail was developed as I needed a way to generate large numbers of e-mail messages for testing mail server software and content extraction. Prior to this I had been using another freeware command line mailer which had a few small bugs I could work around, but also lacked some of the features I required, and was available for Windows only. Rather than adding to someone elses code, I decided to write my own mailer.

Features

IPv6.

TLS/SSL.

SMTP authentication using CRAM-MD5, PLAIN, and LOGIN.

Message bodies using plain text, base64, or quoted printable encoded.

Unlimited attachments using base64, quoted printable, UU or yEnc¹ encodings.

Unlimited To/Cc/Bcc recipients, with aliases for each if desired.

Read message body from stdin.

Sending via SOCKS or HTTPS proxies.

Flexible configuration via files or the command line.

Written entirely in C² - no need for .NET libraries, Java, or other BS prerequisites.

Runs on FreeBSD, Linux, and Windows³.

Free for private and commercial use.

¹ yEnc is not RFC compliant and must never be used on any public messaging system with binary content. This feature has always been, and shall forever remain, unsupported.
² Despite what my co-workers believe, CMail is not so named because I prefer to code in C, it is a Command line Mail application. The core application was created in a file called cmail.c, I saw no reason to change it.
³ It probably still compiles on FreeBSD, and Linux would likely work with minimal effort, but there are plenty of other mailers on those platforms.

Download

CMail 0.6.1 Win32 (17 May, 2012)

Usage

Mandatory Options
-host:[user:pass@]host[:port]	Specifies the SMTP server to be used to deliver the message. A username and password may optionally be specified for SMTP authentication. Supported mechanisms are CRAM-MD5, PLAIN, and LOGIN (in order of preference). This setting cannot be used with -file.
-file:filename	Specifies a file name to write the constructed e-mail message to instead of sending it via SMTP. This setting cannot be used with -host.
-from:address[:name]	Specifies the e-mail address, and optional name, to appear in the 'From' header of the message.
-to:address[:name]	Adds a recipient, with an optional name, to appear in the 'To' field of the message. This setting may be specified multiple times.
-cc:address[:name]	Adds a recipient, with an optional name, to appear in the 'Cc' field of the message. This setting may be specified multiple times.
-bcc:address	Adds a recipient which is not visible in the message headers. This setting may be specified multiple times.
Content Control
-subject:subject text	Specifies the message subject (literal string).
-body:message body	Specifies the message body. Note: '\\','\r','\n', and '\t' are valid escape codes.
-body-64	Use base64 encoding for the message body.
-body-qp	Use quoted-printable encoding for the message body.
-head:header:value	Add the specified header and header value to the message. This option may be specified multiple times. E.g. -head:X-No-Archive:Yes.
-mime	Force use of MIME for the message body in messages having no attachments. CMail by default sends only plain text messages only when no attachments are specified.
-smtp-transparency	When writing output to files, this repeats the first character on the line if it is '.'. Use this if the output files are to be sent via an SMTP server without further interpretation.
--	Read message body from stdin.
Attachments
-a:filename	Attach the specified file. CMail will select base64 or quoted-printable encoding automatically. Files containing >85% ASCII text in the first 4kB will be quoted-printable encoded.
-a64:filename	Attach the specified file using base64 encoding.
-aqp:filename	Attach the specified file using quoted-printable encoding.
-auu:filename	Attach the specified file using UU encoding. These attachments are encoded within the message body.
-ayenc:filename	Attach the specified file using yEnc encoding. Note, yEnc encoding will most likely result in RFC violations in the output stream. These attachments are encoded within the message body.
Connection Control
-4	Use IPv4.
-6	Use IPv6.
-authtypes:type[,type...]	A comma-separated list of authentication types which may be used with the upstream server. Supported values are CRAM-MD5, PLAIN, and LOGIN.
-helo:hostname	Use the specified hostname in HELO/EHLO.
-proxy:[user:pass@]host[:port]	Connect via a proxy. Authentication is only supported for HTTPS proxies.
-proxytype:type	Supported proxy types are SOCKS (default proxy type, default port 1080), and HTTPS (default port 8080).
-requiretls	Require TLS is used for mail delivery. Implies -starttls.
-starttls	Attempt to use TLS if STARTTLS is advertised in response to EHLO.
Debugging
-d	Debug mode, show data to and from the server.
Command line only
-config:filename	Apply the configuration from the specified file.
-nodefault	Do not apply settings from the default cmail.conf.
-skipnofile	By default CMail checks attachments exist before sending the e-mail, and exits if they do not. This option disables this check. Note that e-mail will still be sent even if one or more attachments is deleted after this check, as CMail dynamically creates messages during the SMTP session.
Configuration
CMail applies configuration options from a default configuration file, a command line specified configuration file, and from the command line itself, in that order. Items for which multiple values can be assigned (E.g. to) are ADDED from each configuration. For settings that can only be specified once, the last occurance will be used. I.e. You can specify a default configuration in cmail.conf, and overide settings for individual messages by specifying another config file, or via the command line.
The default configuration is stored in ~/cmail.conf on *nix platforms, and %APPDATA%\cmail.conf on Windows.
Configuration files must contain one setting per line, and do not include the '-' prefix.