The ethical implications and regulatory requirements of AI applications and decision support systems are generally the subjects of interdisciplinary research. Case studies are a suitable means to prepare AI applications and clinical decision support systems for research. This paper proposes an approach that describes a procedure model and a categorization of the contents of cases for socio-technical systems. The developed methodology was applied to three cases and serve the researchers in the DESIREE research project as a basis for qualitative research and for ethical, social, and regulatory analyses.