diff --git a/packages/bruno-electron/src/ipc/network/digestauth-helper.js b/packages/bruno-electron/src/ipc/network/digestauth-helper.js
index 67f738db56..f01ba86df5 100644
--- a/packages/bruno-electron/src/ipc/network/digestauth-helper.js
+++ b/packages/bruno-electron/src/ipc/network/digestauth-helper.js
@@ -2,7 +2,7 @@ const crypto = require('crypto');
 const { URL } = require('url');
 
 function isStrPresent(str) {
-  return str && str !== '' && str !== 'undefined';
+  return str && str.trim() !== '' && str.trim() !== 'undefined';
 }
 
 function stripQuotes(str) {
@@ -15,7 +15,10 @@ function containsDigestHeader(response) {
 }
 
 function containsAuthorizationHeader(originalRequest) {
-  return Boolean(originalRequest.headers['Authorization']);
+  return Boolean(
+    originalRequest.headers['Authorization'] ||
+    originalRequest.headers['authorization']
+  );
 }
 
 function md5(input) {
@@ -24,11 +27,10 @@ function md5(input) {
 
 function addDigestInterceptor(axiosInstance, request) {
   const { username, password } = request.digestConfig;
-
-  console.debug(request);
+  console.debug('Digest Auth Interceptor Initialized');
 
   if (!isStrPresent(username) || !isStrPresent(password)) {
-    console.warn('Required Digest Auth fields are not present');
+    console.warn('Required Digest Auth fields (username/password) are not present');
     return;
   }
 
@@ -37,41 +39,82 @@ function addDigestInterceptor(axiosInstance, request) {
     (error) => {
       const originalRequest = error.config;
 
+      // Prevent retry loops
+      if (originalRequest._retry) {
+        return Promise.reject(error);
+      }
+      originalRequest._retry = true;
+
       if (
         error.response?.status === 401 &&
         containsDigestHeader(error.response) &&
         !containsAuthorizationHeader(originalRequest)
       ) {
+        console.debug('Processing Digest Authentication Challenge');
         console.debug(error.response.headers['www-authenticate']);
 
         const authDetails = error.response.headers['www-authenticate']
-          .split(', ')
-          .map((v) => v.split('=').map(stripQuotes))
-          .reduce((acc, [key, value]) => ({ ...acc, [key]: value }), {});
-        console.debug(authDetails);
+          .split(',')
+          .map((pair) => pair.split('=').map((item) => item.trim()).map(stripQuotes))
+          .reduce((acc, [key, value]) => {
+            const normalizedKey = key.toLowerCase().replace('digest ', '');
+            if (normalizedKey && value !== undefined) {
+              acc[normalizedKey] = value;
+            }
+            return acc;
+          }, {});
+
+        // Validate required auth details
+        if (!authDetails.realm || !authDetails.nonce) {
+          console.warn('Missing required auth details (realm or nonce)');
+          return Promise.reject(error);
+        }
+
+        console.debug("Auth Details: \n", authDetails);
 
         const nonceCount = '00000001';
         const cnonce = crypto.randomBytes(24).toString('hex');
 
         if (authDetails.algorithm && authDetails.algorithm.toUpperCase() !== 'MD5') {
-          console.warn(`Unsupported Digest algorithm: ${algo}`);
+          console.warn(`Unsupported Digest algorithm: ${authDetails.algorithm}`);
           return Promise.reject(error);
         } else {
           authDetails.algorithm = 'MD5';
         }
-        const uri = new URL(request.url).pathname;
-        const HA1 = md5(`${username}:${authDetails['Digest realm']}:${password}`);
+
+        const uri = new URL(request.url, request.baseURL || 'http://localhost').pathname; // Handle relative URLs
+        const HA1 = md5(`${username}:${authDetails.realm}:${password}`);
         const HA2 = md5(`${request.method}:${uri}`);
-        const response = md5(`${HA1}:${authDetails.nonce}:${nonceCount}:${cnonce}:auth:${HA2}`);
+        const response = md5(
+          `${HA1}:${authDetails.nonce}:${nonceCount}:${cnonce}:auth:${HA2}`
+        );
+
+        const headerFields = [
+          `username="${username}"`,
+          `realm="${authDetails.realm}"`,
+          `nonce="${authDetails.nonce}"`,
+          `uri="${uri}"`,
+          `qop="auth"`,
+          `algorithm="${authDetails.algorithm}"`,
+          `response="${response}"`,
+          `nc="${nonceCount}"`,
+          `cnonce="${cnonce}"`,
+        ];
+
+        if (authDetails.opaque) {
+          headerFields.push(`opaque="${authDetails.opaque}"`);
+        }
 
-        const authorizationHeader =
-          `Digest username="${username}",realm="${authDetails['Digest realm']}",` +
-          `nonce="${authDetails.nonce}",uri="${uri}",qop="auth",algorithm="${authDetails.algorithm}",` +
-          `response="${response}",nc="${nonceCount}",cnonce="${cnonce}"`;
+        const authorizationHeader = `Digest ${headerFields.join(', ')}`;
+
+        // Ensure headers are initialized
+        originalRequest.headers = originalRequest.headers || {};
         originalRequest.headers['Authorization'] = authorizationHeader;
+
         console.debug(`Authorization: ${originalRequest.headers['Authorization']}`);
 
         delete originalRequest.digestConfig;
+
         return axiosInstance(originalRequest);
       }