diff --git a/Modules/_ctypes/_ctypes.c b/Modules/_ctypes/_ctypes.c
index b9fd82e..ac4323a 100644
--- a/Modules/_ctypes/_ctypes.c
+++ b/Modules/_ctypes/_ctypes.c
@@ -2386,7 +2386,7 @@
     char *cp = string;
     size_t bytes_left;
 
-    assert(sizeof(string) - 1 > sizeof(Py_ssize_t) * 2);
+    Py_BUILD_ASSERT(sizeof(string) - 1 > sizeof(Py_ssize_t) * 2);
     cp += sprintf(cp, "%x", Py_SAFE_DOWNCAST(index, Py_ssize_t, int));
     while (target->b_base) {
         bytes_left = sizeof(string) - (cp - string) - 1;
diff --git a/Modules/_datetimemodule.c b/Modules/_datetimemodule.c
index 94336cf..55988c5 100644
--- a/Modules/_datetimemodule.c
+++ b/Modules/_datetimemodule.c
@@ -5329,19 +5329,19 @@
     /* A 4-year cycle has an extra leap day over what we'd get from
      * pasting together 4 single years.
      */
-    assert(DI4Y == 4 * 365 + 1);
+    Py_BUILD_ASSERT(DI4Y == 4 * 365 + 1);
     assert(DI4Y == days_before_year(4+1));
 
     /* Similarly, a 400-year cycle has an extra leap day over what we'd
      * get from pasting together 4 100-year cycles.
      */
-    assert(DI400Y == 4 * DI100Y + 1);
+    Py_BUILD_ASSERT(DI400Y == 4 * DI100Y + 1);
     assert(DI400Y == days_before_year(400+1));
 
     /* OTOH, a 100-year cycle has one fewer leap day than we'd get from
      * pasting together 25 4-year cycles.
      */
-    assert(DI100Y == 25 * DI4Y - 1);
+    Py_BUILD_ASSERT(DI100Y == 25 * DI4Y - 1);
     assert(DI100Y == days_before_year(100+1));
 
     one = PyLong_FromLong(1);
diff --git a/Modules/_pickle.c b/Modules/_pickle.c
index 0e3a68e..06882d0 100644
--- a/Modules/_pickle.c
+++ b/Modules/_pickle.c
@@ -874,7 +874,7 @@
 {
     size_t i;
 
-    assert(sizeof(size_t) <= 8);
+    Py_BUILD_ASSERT(sizeof(size_t) <= 8);
 
     for (i = 0; i < sizeof(size_t); i++) {
         out[i] = (unsigned char)((value >> (8 * i)) & 0xff);
diff --git a/Modules/pyexpat.c b/Modules/pyexpat.c
index 9a6da73..b45e3da 100644
--- a/Modules/pyexpat.c
+++ b/Modules/pyexpat.c
@@ -747,7 +747,8 @@
         s += MAX_CHUNK_SIZE;
         slen -= MAX_CHUNK_SIZE;
     }
-    assert(MAX_CHUNK_SIZE < INT_MAX && slen < INT_MAX);
+    Py_BUILD_ASSERT(MAX_CHUNK_SIZE <= INT_MAX);
+    assert(slen <= INT_MAX);
     rc = XML_Parse(self->itself, s, (int)slen, isfinal);
 
 done: