It has to do with rights.
iTunes must license the right to sell music from the rights holders of said music. This is typically the labels. Those rights are frequently owned by different organizations country to country.
Canada being a different country than the US, creates a situation where the rights may be held by a company or individual that doesn't want to grant the rights or has made the granting of rights cost prohibitive. For example, Canada with a 10th of the population of the US cannot generate even close to the revenue that comes out of the US... a rights holder may have set the minimum guarantee for the rights (the amount the Licensee - in this case iTunes - must pay the rights holder to access the rights) high enough that it doesn't make it profitable for iTunes to release the title.
Of course, it could be that another company (puretracks for example) already has the exclusive rights to the music and iTunes can't aquire the rights from the rights holder.
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