This is expected behavior from upstream changes.
https://github.com/python/typing/commit/7baf6fe2a6d96ab09c807aac174650baa35d15dd
Optional is shorthand for Union, and Union cannot be subclassed. This
behavior "worked" before, but was undefined and returned unpredictable
results.
** Changed in: python3.5 (Ubuntu)
Status: New => Invalid
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https://bugs.launchpad.net/bugs/1650202
Title:
issubclass(a_type, union_type) has stopped working
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