@ Head

When you build an assembly in Debug mode, the compiler adds the System.Diagnostics.DebbugableAttribute into the assembly’s attributes.  You can use this to determine if an assembly is a Debug build or Release build.  The following code is for a command line utility that just checks for that attribute in the specified assembly.

   Private Const UsageString As String = _
       "Checks to see if an assembly is a debug build." & _
        "The arguement should be the path of the assembly  to check"

   Sub Main(ByVal args() As String)
      If args.Length = 1 Then
         Console.WriteLine("File {0} is Debug Build = {1} ", _
                              args(0), _
                              IsAssemblyDebugBuild(args(0)))
      Else
         Console.WriteLine(UsageString)
      End If
      Console.ReadLine()
   End Sub

   Private Function IsAssemblyDebugBuild(ByVal filepath As String) As Boolean
      Return IsAssemblyDebugBuild( _
               Reflection.Assembly.LoadFile(IO.Path.GetFullPath(filepath)))
   End Function

   Private Function IsAssemblyDebugBuild(ByVal assemb As Reflection.Assembly) As Boolean
      For Each att As Object In assemb.GetCustomAttributes(False)
         If TypeOf att Is Diagnostics.DebuggableAttribute Then
          Return CType(att, Diagnostics.DebuggableAttribute).IsJITTrackingEnabled
         End If
      Next
   End Function