The same year the Bill of Rights was ratified, 1791, the whiskey tax was passed.
That's was tax, not a regulation. It was intended to pay off revolutionary war debt. It was also a very unpopular tax. It caused the Whiskey Rebellion.
It was repealed under Jefferson.
With that said, it was an excise tax, which is completely constitutional. There's a difference in taxing things and having bureaucrats regulate how you do business and how you live.