I have lost previously downloaded music during back-up.

I am trying to find music that I have lost during previous back-ups with older versions of iTunes, I had backed up my library to my external hard drive. I know where they are and am unable to get my music back. I have tried opening them. I have tried dragging and dropping them into my iTunes. I have tried double clicking, but have had no results. Any suggestions? Is my music lost forever?
I tried updateing my current iTunes to the latest version and it is running into install errors also. So...that was a bust as well. :'(

You buy one and only one download.  It is your responsibility to move/copy/backup your music.
It has always been very basic to always maintain a backup copy of your computer files/docs/pics/music/etc.  Use this to put everything back.
If for some reason you have failed to maintain a backup copy (not good), then you can transfer itunes purchases from an ipod: File>Transfer Purchases

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