diff --git a/deps/v8/src/x64/lithium-codegen-x64.cc b/deps/v8/src/x64/lithium-codegen-x64.cc
index b461e62903..ff01f44a56 100644
--- a/deps/v8/src/x64/lithium-codegen-x64.cc
+++ b/deps/v8/src/x64/lithium-codegen-x64.cc
@@ -1457,17 +1457,17 @@ void LCodeGen::DoMathMinMax(LMathMinMax* instr) {
     if (right->IsConstantOperand()) {
       Immediate right_imm =
           Immediate(ToInteger32(LConstantOperand::cast(right)));
-      __ cmpq(left_reg, right_imm);
+      __ cmpl(left_reg, right_imm);
       __ j(condition, &return_left, Label::kNear);
       __ movq(left_reg, right_imm);
     } else if (right->IsRegister()) {
       Register right_reg = ToRegister(right);
-      __ cmpq(left_reg, right_reg);
+      __ cmpl(left_reg, right_reg);
       __ j(condition, &return_left, Label::kNear);
       __ movq(left_reg, right_reg);
     } else {
       Operand right_op = ToOperand(right);
-      __ cmpq(left_reg, right_op);
+      __ cmpl(left_reg, right_op);
       __ j(condition, &return_left, Label::kNear);
       __ movq(left_reg, right_op);
     }
diff --git a/deps/v8/test/mjsunit/regress/regress-164442.js b/deps/v8/test/mjsunit/regress/regress-164442.js
new file mode 100644
index 0000000000..1160d874f5
--- /dev/null
+++ b/deps/v8/test/mjsunit/regress/regress-164442.js
@@ -0,0 +1,45 @@
+// Copyright 2012 the V8 project authors. All rights reserved.
+// Redistribution and use in source and binary forms, with or without
+// modification, are permitted provided that the following conditions are
+// met:
+//
+//     * Redistributions of source code must retain the above copyright
+//       notice, this list of conditions and the following disclaimer.
+//     * Redistributions in binary form must reproduce the above
+//       copyright notice, this list of conditions and the following
+//       disclaimer in the documentation and/or other materials provided
+//       with the distribution.
+//     * Neither the name of Google Inc. nor the names of its
+//       contributors may be used to endorse or promote products derived
+//       from this software without specific prior written permission.
+//
+// THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS
+// "AS IS" AND ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT
+// LIMITED TO, THE IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR
+// A PARTICULAR PURPOSE ARE DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT
+// OWNER OR CONTRIBUTORS BE LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL,
+// SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES (INCLUDING, BUT NOT
+// LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES; LOSS OF USE,
+// DATA, OR PROFITS; OR BUSINESS INTERRUPTION) HOWEVER CAUSED AND ON ANY
+// THEORY OF LIABILITY, WHETHER IN CONTRACT, STRICT LIABILITY, OR TORT
+// (INCLUDING NEGLIGENCE OR OTHERWISE) ARISING IN ANY WAY OUT OF THE USE
+// OF THIS SOFTWARE, EVEN IF ADVISED OF THE POSSIBILITY OF SUCH DAMAGE.
+
+// Flags: --allow-natives-syntax
+
+// Should not take a very long time (n^2 algorithms are bad)
+
+
+function ensureNotNegative(x) {
+  return Math.max(0, x | 0);
+}
+
+
+ensureNotNegative(1);
+ensureNotNegative(2);
+
+%OptimizeFunctionOnNextCall(ensureNotNegative);
+
+var r = ensureNotNegative(-1);
+
+assertEquals(0, r);