When you have multiple images with the same name uploaded in one library each additional item has its unique url. For example if you upload item abc
few times you will experience the following behaviour:
item abc is uploaded, title and url are set to "abc" ( urlname = abc.jpg )
item abc is uploaded again, the title is the same, but the url is changed by automatically adding some chars to it. For example the url is abc9234729A9HSHJ.jpg, and also has additional url redirecting to the original image.
All the best,
the Telerik team
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