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No it should not, There is no proof of any real interaction between diphenhydramine (an antihistamine i.e. allergy medicine) and Tetrahydrocannabinol

Diphenhydramine's chemical formula is C17H21NO

Tetrahydrocannabinol's Chemical Formula is C21H30O2

As THC is metabloized by liver enzymes it is broken down into:

11-Hydroxy-Δ9-tetrahydrocannabinol or THC-OH (C21H30O3)

Then it is broken down into

11-nor-9-carboxy-Δ9-tetrahydrocannabinol or THC-COOH (C21H28O4)

As you can see No Carbon is removed and only 2 Hydrogen atoms are removed while 1 Oxygen atom is added in each stage of THC metabolism.

There is no scientific Evidence that the body, escpecially the liver would be able to combined the Diphenhydramine and either THC-OH or THC-COOH to recreate Anything that can give a false positive for THC or it metabolites

HOWEVER i believe it could cause a false positive for METH but im not sure i don't mess with that crap so i cannot confirm that.

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Q: If low levels of THC are in the blood system and you take diphenhydramine can it cause the level of THC to go up or exasperate?
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