Uploaded September 2022 | Updated September 2026, 3 weeks ago

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This is an investigation into why 8-chlorotheophylline is present as a stimulant in Gravol anti-nausea medication. A huge thanks to tay and yuyuhakase from the Discord!

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References:
1st patent - patents.google.com/patent/US2421714A/en
2nd patent - patents.google.com/patent/US2577234A/en
1st science paper - doi.org/10.1126/science.109.2832.359a
2nd science paper - doi.org/10.1126/science.109.2832.359.b
anti-nausea discovery - doi.org/10.1126/science.109.2840.574.a

Predicted pKa sources:
8-chlorotheophyline - chemicalbook.com/ProductChemicalPropertiesCB1401343_EN.htm
theophylline - pubchem.ncbi.nlm.nih.gov/compound/Theophylline
diphenhydramine - pubchem.ncbi.nlm.nih.gov/compound/Diphenhydramine

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I made this thumbnail with DOLL-E