diff --git a/test/issues/494.ipynb b/test/issues/494.ipynb
new file mode 100644
index 00000000..64af65fe
--- /dev/null
+++ b/test/issues/494.ipynb
@@ -0,0 +1,158 @@
+{
+ "cells": [
+  {
+   "cell_type": "markdown",
+   "id": "5b654db6-895f-4253-9e00-ba39e02f5e87",
+   "metadata": {},
+   "source": [
+    "- https://github.com/pygae/galgebra/issues/494\n",
+    "- https://github.com/sympy/sympy/wiki/release-notes-for-1.10"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": 1,
+   "id": "3f90b44c-9c29-4412-a357-32aab6698290",
+   "metadata": {},
+   "outputs": [],
+   "source": [
+    "from sympy import symbols"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": 2,
+   "id": "9eca3371-cb29-4199-b37f-b634c540601d",
+   "metadata": {},
+   "outputs": [
+    {
+     "data": {
+      "text/latex": [
+       "$\\displaystyle a b^{2} x^{2} \\cdot \\left(4 a^{4} c^{2} x^{2} + a^{3} b^{3} + 5 b c x^{2}\\right)$"
+      ],
+      "text/plain": [
+       "a*b**2*x**2*(4*a**4*c**2*x**2 + a**3*b**3 + 5*b*c*x**2)"
+      ]
+     },
+     "execution_count": 2,
+     "metadata": {},
+     "output_type": "execute_result"
+    }
+   ],
+   "source": [
+    "(a, b, c) = abc = symbols('a,b,c',real=True)\n",
+    "x = symbols('x',real=True)\n",
+    "a*b**2*x**2*(4*a**4*c**2*x**2 + a**3*b**3 + 5*b*c*x**2)"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": 3,
+   "id": "e361fc35-f681-4bc2-800c-75c18c045c58",
+   "metadata": {},
+   "outputs": [
+    {
+     "data": {
+      "text/latex": [
+       "$\\displaystyle a b^{2} x^{2} \\cdot \\left(4 a^{4} c^{2} x^{2} + 5 b c x^{2}\\right)$"
+      ],
+      "text/plain": [
+       "a*b**2*x**2*(4*a**4*c**2*x**2 + 5*b*c*x**2)"
+      ]
+     },
+     "execution_count": 3,
+     "metadata": {},
+     "output_type": "execute_result"
+    }
+   ],
+   "source": [
+    "a*b**2*x**2*(4*a**4*c**2*x**2 + 5*b*c*x**2)"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": 4,
+   "id": "51820828-d4ab-4b02-bbcc-d10846979f2d",
+   "metadata": {},
+   "outputs": [
+    {
+     "data": {
+      "text/latex": [
+       "$\\displaystyle a b^{2} x^{2} \\cdot \\left(4 a^{4} c^{2} x^{2} + a^{3} b^{3}\\right)$"
+      ],
+      "text/plain": [
+       "a*b**2*x**2*(4*a**4*c**2*x**2 + a**3*b**3)"
+      ]
+     },
+     "execution_count": 4,
+     "metadata": {},
+     "output_type": "execute_result"
+    }
+   ],
+   "source": [
+    "a*b**2*x**2*(4*a**4*c**2*x**2 + a**3*b**3)"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": 5,
+   "id": "ec4f0a46-daed-4259-9a12-2220ff03883b",
+   "metadata": {},
+   "outputs": [
+    {
+     "data": {
+      "text/latex": [
+       "$\\displaystyle a b^{2} x^{2} \\left(a^{3} b^{3} + 5 b c x^{2}\\right)$"
+      ],
+      "text/plain": [
+       "a*b**2*x**2*(a**3*b**3 + 5*b*c*x**2)"
+      ]
+     },
+     "execution_count": 5,
+     "metadata": {},
+     "output_type": "execute_result"
+    }
+   ],
+   "source": [
+    "a*b**2*x**2*(5*b*c*x**2 + a**3*b**3)"
+   ]
+  },
+  {
+   "cell_type": "code",
+   "execution_count": null,
+   "id": "eb446b9a-290c-4648-9b51-538e0a49004b",
+   "metadata": {},
+   "outputs": [],
+   "source": []
+  },
+  {
+   "cell_type": "code",
+   "execution_count": null,
+   "id": "d88ea89e-90c8-4172-99f4-4ecf86621075",
+   "metadata": {},
+   "outputs": [],
+   "source": []
+  }
+ ],
+ "metadata": {
+  "kernelspec": {
+   "display_name": "Python 3 (ipykernel)",
+   "language": "python",
+   "name": "python3"
+  },
+  "language_info": {
+   "codemirror_mode": {
+    "name": "ipython",
+    "version": 3
+   },
+   "file_extension": ".py",
+   "mimetype": "text/x-python",
+   "name": "python",
+   "nbconvert_exporter": "python",
+   "pygments_lexer": "ipython3",
+   "version": "3.11.8"
+  }
+ },
+ "nbformat": 4,
+ "nbformat_minor": 5
+}