883554-73-2Relevant academic research and scientific papers
Cubane Electrochemistry: Direct Conversion of Cubane Carboxylic Acids to Alkoxy Cubanes Using the Hofer–Moest Reaction under Flow Conditions
Collin, Diego E.,Folgueiras-Amador, Ana A.,Pletcher, Derek,Light, Mark E.,Linclau, Bruno,Brown, Richard C. D.
supporting information, p. 374 - 378 (2019/11/19)
The highly strained cubane system is of great interest as a scaffold and rigid linker in both pharmaceutical and materials chemistry. The first electrochemical functionalisation of cubane by oxidative decarboxylative ether formation (Hofer–Moest reaction) was demonstrated. The mild conditions are compatible with the presence of other oxidisable functional groups, and the use of flow electrochemical conditions allows straightforward upscaling.
Antiulcer agents. III. Synthesis and antiulcer activity of N-[3-(3- piperidinomethylphenoxy)propyl]pentacyclo[4.2.0.02,5.03,8.04,7]- octane carboxamides and related compounds
Hasegawa,Nigo,Kakita,Toyoda,Toya,Ueda
, p. 1760 - 1768 (2007/10/02)
The synthesis and antiulcer activity of highly strained cage compounds such as pentacyclo[4.2.0.02,5.03,8.04,7]-octane (cubane), pentacyclo[4.3.0.02,5.03,8.04,7]nonane (homocubane) and pentacyclo[5.3.0.02,4.03,6.05,8]decane are described. Of the compounds obtained, N-[3-(3-piperidinomethylphenoxy)propyl]-4- piperidinocarbonylpentacyclo[4.2.0.02,5.03,8.04,7]octane carboxamide (26a) and N-[3'-(3'-piperidinomethylphenoxy)propyl]-1-bromo-9,9- ethylenedioxypentacyclo[4.3.0.02,5.03,8.04,7]nonane]-4-carboxamide (26q) showed more potent antiulcer activity with very good cytoprotective ability in the HCl·ethanol-treated rat model. Compounds 26a and 26q exhibited H2-receptor antagonist potency (in vitro) comparable to that of ranitidine, but did not inhibit histamine-stimulated acid secretion (in vivo) in the gastric fistula rat model, when orally administered in the dose range at which antiulcer and cytoprotective activities were seen. The structure- activity relationships are discussed.
