The patient, an 81-year-old female, presented with complaints of pain, gangrene and bleeding in her left great toe for one month. She has a history of type 2 diabetes mellitus and hypertension. Laboratory tests were performed. She was diagnosed with gangrene in her left great toe. Medications prescribed included antibiotics, antihypertensives, NSAIDs, anticoagulant and insulin. However, there were some issues with drug duplication and contraindications noted.