diff --git a/lib/internal/util/inspect.js b/lib/internal/util/inspect.js
index bc25cfdd3899b6..0bbd527feff0be 100644
--- a/lib/internal/util/inspect.js
+++ b/lib/internal/util/inspect.js
@@ -780,7 +780,7 @@ function getPrefix(constructor, tag, fallback, size = '') {
     return `[${fallback}${size}: null prototype] `;
   }
 
-  if (tag !== '' && constructor !== tag) {
+  if (tag !== '' && !constructor.includes(tag)) {
     return `${constructor}${size} [${tag}] `;
   }
   return `${constructor}${size} `;
@@ -1248,7 +1248,7 @@ function getClassBase(value, constructor, tag) {
   if (constructor !== 'Function' && constructor !== null) {
     base += ` [${constructor}]`;
   }
-  if (tag !== '' && constructor !== tag) {
+  if (tag !== '' && (constructor === null || !constructor.includes(tag))) {
     base += ` [${tag}]`;
   }
   if (constructor !== null) {
@@ -1295,7 +1295,7 @@ function getFunctionBase(ctx, value, constructor, tag) {
   if (constructor !== type && constructor !== null) {
     base += ` ${constructor}`;
   }
-  if (tag !== '' && constructor !== tag) {
+  if (tag !== '' && (constructor === null || !constructor.includes(tag))) {
     base += ` [${tag}]`;
   }
   return base;
diff --git a/test/es-module/test-esm-loader-with-syntax-error.mjs b/test/es-module/test-esm-loader-with-syntax-error.mjs
index 835aa284374833..a2461677730a63 100644
--- a/test/es-module/test-esm-loader-with-syntax-error.mjs
+++ b/test/es-module/test-esm-loader-with-syntax-error.mjs
@@ -13,7 +13,7 @@ describe('ESM: loader with syntax error', { concurrency: !process.env.TEST_PARAL
       path('print-error-message.js'),
     ]);
 
-    match(stderr, /SyntaxError \[Error\]:/);
+    match(stderr, /SyntaxError/);
     ok(!stderr.includes('Bad command or file name'));
     notStrictEqual(code, 0);
   });
diff --git a/test/parallel/test-util-inspect.js b/test/parallel/test-util-inspect.js
index 5aafb4378c18e1..670c2ee76df35a 100644
--- a/test/parallel/test-util-inspect.js
+++ b/test/parallel/test-util-inspect.js
@@ -85,6 +85,88 @@ assert.strictEqual(util.inspect(async () => {}), '[AsyncFunction (anonymous)]');
   );
 }
 
+// Null constructor scenarios
+{
+  function fnNull() {}
+  Object.setPrototypeOf(fnNull, null);
+  assert.strictEqual(
+    util.inspect(fnNull),
+    '[Function (null prototype): fnNull]'
+  );
+
+  function fnNullAndStringTag() {}
+  Object.defineProperty(fnNullAndStringTag, Symbol.toStringTag, {
+    value: 'CustomTag',
+    configurable: true
+  });
+  Object.setPrototypeOf(fnNullAndStringTag, null);
+  assert.strictEqual(
+    util.inspect(fnNullAndStringTag),
+    '[Function (null prototype): fnNullAndStringTag] [CustomTag]'
+  );
+
+  function fnAnonymous() {}
+  Object.defineProperty(fnAnonymous, Symbol.toStringTag, {
+    value: 'AnonymousCustom',
+    configurable: true
+  });
+  Object.setPrototypeOf(fnAnonymous, null);
+  assert.strictEqual(
+    util.inspect(fnAnonymous),
+    '[Function (null prototype): fnAnonymous] [AnonymousCustom]'
+  );
+
+  const fnArrow = () => {};
+  Object.setPrototypeOf(fnArrow, null);
+  assert.strictEqual(
+    util.inspect(fnArrow),
+    '[Function (null prototype): fnArrow]'
+  );
+
+  async function fnAsync() {}
+  Object.defineProperty(fnAsync, Symbol.toStringTag, {
+    value: 'AsyncCustom',
+    configurable: true
+  });
+  Object.setPrototypeOf(fnAsync, null);
+  assert.strictEqual(
+    util.inspect(fnAsync),
+    '[AsyncFunction (null prototype): fnAsync] [AsyncCustom]'
+  );
+
+  class TestClass {}
+  Object.defineProperty(TestClass, Symbol.toStringTag, {
+    value: 'ClassTag',
+    configurable: true
+  });
+  Object.setPrototypeOf(TestClass, null);
+  assert.strictEqual(
+    util.inspect(TestClass),
+    '[class TestClass [ClassTag] extends [null prototype]]'
+  );
+
+  function fnMatchConstructor() {}
+  Object.defineProperty(fnMatchConstructor, Symbol.toStringTag, {
+    value: 'Function',
+    configurable: true
+  });
+  assert.strictEqual(
+    util.inspect(fnMatchConstructor),
+    '[Function: fnMatchConstructor]'
+  );
+
+  function fnNullMatchConstructor() {}
+  Object.defineProperty(fnNullMatchConstructor, Symbol.toStringTag, {
+    value: 'Function',
+    configurable: true
+  });
+  Object.setPrototypeOf(fnNullMatchConstructor, null);
+  assert.strictEqual(
+    util.inspect(fnNullMatchConstructor),
+    '[Function (null prototype): fnNullMatchConstructor] [Function]'
+  );
+}
+
 assert.strictEqual(util.inspect(undefined), 'undefined');
 assert.strictEqual(util.inspect(null), 'null');
 assert.strictEqual(util.inspect(/foo(bar\n)?/gi), '/foo(bar\\n)?/gi');
@@ -1415,11 +1497,11 @@ if (typeof Symbol !== 'undefined') {
   assert.strictEqual(util.inspect(new ArraySubclass(1, 2, 3)),
                      'ArraySubclass(3) [ 1, 2, 3 ]');
   assert.strictEqual(util.inspect(new SetSubclass([1, 2, 3])),
-                     'SetSubclass(3) [Set] { 1, 2, 3 }');
+                     'SetSubclass(3) { 1, 2, 3 }');
   assert.strictEqual(util.inspect(new MapSubclass([['foo', 42]])),
-                     "MapSubclass(1) [Map] { 'foo' => 42 }");
+                     "MapSubclass(1) { 'foo' => 42 }");
   assert.strictEqual(util.inspect(new PromiseSubclass(() => {})),
-                     'PromiseSubclass [Promise] { <pending> }');
+                     'PromiseSubclass { <pending> }');
   assert.strictEqual(util.inspect(new SymbolNameClass()),
                      'Symbol(name) {}');
   assert.strictEqual(