I'm going to guess the seam goes up to the top, which puts it after the other bottle as it would be machine-made. If this is so, later 1910s-1920s.
I'm guessing a medicine. Perhaps a syrup type.
I agree, looks like a tooled top. The bottles in this general shape that I've seen embossed or labelled have been hair product bottles. It reminds me of the Nyal bottles we find here in Canada, which have tooled tops.