diff --git a/packages/bruno-electron/src/ipc/network/digestauth-helper.js b/packages/bruno-electron/src/ipc/network/digestauth-helper.js
index b1dbf7c7b..f01ba86df 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) {
@@ -24,10 +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;
   }
 
@@ -36,23 +39,37 @@ 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((pair) => pair.split('=').map((item) => item.trim()).map(stripQuotes))
           .reduce((acc, [key, value]) => {
-            if (key && value !== undefined) {
-              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';
@@ -65,20 +82,35 @@ function addDigestInterceptor(axiosInstance, request) {
           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 authorizationHeader =
-          `Digest username="${username}",realm="${authDetails.realm}",` +
-          `nonce="${authDetails.nonce}",uri="${uri}",qop="auth",algorithm="${authDetails.algorithm}",` +
-          `response="${response}",nc="${nonceCount}",cnonce="${cnonce}"` +
-          (authDetails.opaque ? `,opaque="${authDetails.opaque}"` : '');
+        const headerFields = [
+          `username="${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 ${headerFields.join(', ')}`;
+
+        // Ensure headers are initialized
+        originalRequest.headers = originalRequest.headers || {};
         originalRequest.headers['Authorization'] = authorizationHeader;
+
         console.debug(`Authorization: ${originalRequest.headers['Authorization']}`);
 
         delete originalRequest.digestConfig;
diff --git a/packages/bruno-tests/collection/auth/digest auth/simple digest auth.bru b/packages/bruno-tests/collection/auth/digest auth/simple digest auth.bru
new file mode 100644
index 000000000..b0d41b2e8
--- /dev/null
+++ b/packages/bruno-tests/collection/auth/digest auth/simple digest auth.bru	
@@ -0,0 +1,20 @@
+meta {
+  name: simple digest auth
+  type: http
+  seq: 1
+}
+
+get {
+  url: https://httpbin.org/digest-auth/qop/one/two
+  body: none
+  auth: digest
+}
+
+headers {
+  accept: application/json
+}
+
+auth:digest {
+  username: one
+  password: two
+}