Authors - Syeda Zaina Rohana Sneha, Mohammad Shamsul Arefin, M. M. Musharaf Hussain Abstract - This study details the development and evaluation of a web-based digital health platform that uses Optical Character Recognition (OCR) and Artificial Intelligence (AI) to automate the reading of medication labels and manage appointments. Users photograph medication labels and appointment slips, and the system automatically extracts and organizes relevant data to generate medication schedules, appointment calendars, and reminders with minimal manual effort. Designed with a user-centered approach to lessen cognitive load, the platform was tested with 35 users. Three experts verified the content validity of the assessment tool via the Item Objective Congruence (IOC) index. User satisfaction analysis indicates high approval, particularly for reducing the memory burden associated with medication routines and appointments. The results indicate that integrating OCR and AI can support continuous care, enhance usability, and increase patient engagement in the sustainable management of chronic diseases.