The SMTP server requires a secure connection or the client was not authenticated. The server response was: 5.5.1 Authentication Required?

I have the same problem.

I have found this solution:

Google may block sign in attempts from some apps or devices that do not use modern security standards. Since these apps and devices are easier to break into, blocking them helps keep your account safer.

Some examples of apps that do not support the latest security standards include:

  • The Mail app on your iPhone or iPad with iOS 6 or below
  • The Mail app on your Windows phone preceding the 8.1 release
  • Some Desktop mail clients like Microsoft Outlook and Mozilla Thunderbird

Therefore, you have to enable Less Secure Sign-In (or Less secure app access) in your google account.

After sign into google account, go to:

In C#, you can use the following code:

using (MailMessage mail = new MailMessage())
    mail.From = new MailAddress("[email protected]");
    mail.To.Add("[email protected]");
    mail.Subject = "Hello World";
    mail.Body = "<h1>Hello</h1>";
    mail.IsBodyHtml = true;
    mail.Attachments.Add(new Attachment("C:\\"));

    using (SmtpClient smtp = new SmtpClient("", 587))
        smtp.Credentials = new NetworkCredential("[email protected]", "password");
        smtp.EnableSsl = true;

Leave a Comment