Vyper is a pythonic Smart Contract Language for the Ethereum virtual machine. Starting in version 0.3.8 and prior to version 0.4.0b1, when looping over a `range` of the form `range(start, start + N)`, if `start` is negative, the execution will always revert. This issue is caused by an incorrect assertion inserted by the code generation of the range `stmt.parse_For_range()`. The issue arises when `start` is signed, instead of using `sle`, `le` is used and `start` is interpreted as an unsigned integer for the comparison. If it is a negative number, its 255th bit is set to `1` and is hence interpreted as a very large unsigned integer making the assertion always fail. Any contract having a `range(start, start + N)` where `start` is a signed integer with the possibility for `start` to be negative is affected. If a call goes through the loop while supplying a negative `start` the execution will revert. Version 0.4.0b1 fixes the issue.
When converting from one data type to another, such as long to integer, data can be omitted or translated in a way that produces unexpected values. If the resulting values are used in a sensitive context, then dangerous behaviors may occur.