Burmistrov, Vladimir published the artcileEffects of adamantane alterations on soluble epoxide hydrolase inhibition potency, physical properties and metabolic stability, Computed Properties of 14707-75-6, the publication is Bioorganic Chemistry (2018), 510-527, database is CAplus and MEDLINE.
Adamantyl groups are widely used in medicinal chem. However, metabolism limits their usage. Herein, the authors report the first systematic study of adamantyl ureas and diureas bearing substituents in bridgehead positions of adamantane and/or spacers between urea groups and adamantane group, and tested their effects on soluble epoxide hydrolase inhibitor potency and metabolic stability. Interestingly, the effect on activity against human and murine sEH varied in opposite ways with each new Me group introduced into the mol. Compounds with three Me substituents in adamantane were very poor inhibitors of murine sEH while still very potent against human sEH. In addition, diureas with terminal groups bigger than sEH catalytic tunnel diameter were still good inhibitors suggesting that the active site of sEH opens to capture the substrate or inhibitor mol. The introduction of one Me group leads to 4-fold increase in potency without noticeable loss of metabolic stability compared to the unsubstituted adamantane. However, introduction of two or three Me groups leads to 8-fold and 98-fold decrease in stability in human liver microsomes for the corresponding compounds
Bioorganic Chemistry published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C7H14N4, Computed Properties of 14707-75-6.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia