A medical information system informs prescribers of medically related drug information when preparing a prescription. The point of prescribing messaging system can assist physicians in selecting alternative medications when prescribing medication for patients. The system may include a point of prescription application configured to access and display messages concerning alternative suggested medications of different sponsors in response to an associated selected medication to inform prescribers of the alternative suggested medication for presenting the prescriber with the option of generating an electronic prescription with the alternative suggested medication. A data structure maintained by the system containing associations between a selected trigger medication and a target alternative suggested medication may optionally include additional conditions that control the display of messages such as the gender, age, and/or diagnosis of the patient, the date of the prescription, and/or the region in which the prescription is being made.