diff --git a/actionpack/lib/action_dispatch/routing/mapper.rb b/actionpack/lib/action_dispatch/routing/mapper.rb
index a94b2ffd93de3..c3eb98c8f9838 100644
--- a/actionpack/lib/action_dispatch/routing/mapper.rb
+++ b/actionpack/lib/action_dispatch/routing/mapper.rb
@@ -112,6 +112,15 @@ def requirements
             @requirements ||= (@options[:constraints].is_a?(Hash) ? @options[:constraints] : {}).tap do |requirements|
               requirements.reverse_merge!(@scope[:constraints]) if @scope[:constraints]
               @options.each { |k, v| requirements[k] = v if v.is_a?(Regexp) }
+
+              requirements.each do |_, requirement|
+                if requirement.source =~ %r{\A(\\A|\^)|(\\Z|\\z|\$)\Z}
+                  raise ArgumentError, "Regexp anchor characters are not allowed in routing requirements: #{requirement.inspect}"
+                end
+                if requirement.multiline?
+                  raise ArgumentError, "Regexp multiline option not allowed in routing requirements: #{requirement.inspect}"
+                end
+              end
             end
           end
 
diff --git a/actionpack/test/dispatch/routing_test.rb b/actionpack/test/dispatch/routing_test.rb
index 8e0ae70945342..222a45c943551 100644
--- a/actionpack/test/dispatch/routing_test.rb
+++ b/actionpack/test/dispatch/routing_test.rb
@@ -2178,6 +2178,46 @@ def test_controller_name_with_leading_slash_raise_error
     end
   end
 
+  def test_routing_constraints_with_anchors_raises_error
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /^\d+/ }
+      end
+    end
+
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /\A\d+/ }
+      end
+    end
+
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /\d+$/ }
+      end
+    end
+
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /\d+\Z/ }
+      end
+    end
+
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /^\d+\z/ }
+      end
+    end
+  end
+
+  def test_multiline_routing_constraint_raises_error
+    assert_raise(ArgumentError) do
+      self.class.stub_controllers do |routes|
+        routes.draw { match 'page/:id' => 'pages#show', :id => /\w+/m }
+      end
+    end
+  end
+
 private
   def with_test_routes
     yield