diff --git a/src/azure-cli/azure/cli/command_modules/keyvault/tests/latest/ec521pw.pem b/src/azure-cli/azure/cli/command_modules/keyvault/tests/latest/ec521pw.pem
index c67c1d71e2b..c305425b453 100644
--- a/src/azure-cli/azure/cli/command_modules/keyvault/tests/latest/ec521pw.pem
+++ b/src/azure-cli/azure/cli/command_modules/keyvault/tests/latest/ec521pw.pem
@@ -1,10 +1,10 @@
 -----BEGIN EC PRIVATE KEY-----
 Proc-Type: 4,ENCRYPTED
-DEK-Info: DES-CBC,5A0C299B3F7E3BDD
+DEK-Info: AES-256-CBC,B4F94D174FB9F1833836A3AFA1A6635B
 
-1v6YBEuF5bTH9o9cp1NPIaqW1tjFOAlwW1apXablnMeqJ8+ZIpAA4rjUg9PON/lu
-p7WMzINiq6mFVoUPIIsghEXVc8KV9RfTBMcCj/F1iXMuPchSxQIahJKJDK7pGvfG
-vadIH35hJDhiuJnOA/jTOYI3ltojAmHl4tRvyDDbTNyMT7ScWhYTu9rdJ0HTXpnh
-arrQgvFykH8nKxlNiie/3OSrg6evNFjcHfCuFINuQUd5jv29ElyXmytR2S5dANuc
-jaA3PpUfGKknPWvC6fjkMFYct6Gzw67UWbSRuESlae4=
+tE4dUgy6HOWOJ6LxWZW1uI5NrkVuaMWf41rXLiKDppxQBzWhIrSsQPhfugHQ7Kud
+bfOLV23zPspRkOdLyL1kFMOubVEcrbKQHeRXjH+fb5rxAsTUBY1RiJKBnMtL1TQf
+eZS7WT5MscPVXrOZmRvZoQkBOgLAeVNkBRaO1br3HnDPonhbAp9n1zORaEYgWu7N
+7nyRVXdBRDM0qUXIG1/81qiRVnXZDjvZDi21mPmQF3CU/rMKy2hTynzWV6Sj5GWw
+XlizMlsOpqcyWliJ0JB6I/88dgx5Gik6A4Ze8KxlmQs=
 -----END EC PRIVATE KEY-----
diff --git a/src/azure-cli/requirements.py3.Darwin.txt b/src/azure-cli/requirements.py3.Darwin.txt
index 417ba55963d..2a1ef08d153 100644
--- a/src/azure-cli/requirements.py3.Darwin.txt
+++ b/src/azure-cli/requirements.py3.Darwin.txt
@@ -98,7 +98,7 @@ certifi==2024.7.4
 cffi==2.0.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==44.0.1
+cryptography==46.0.5
 fabric==3.2.2
 humanfriendly==10.0
 idna==3.7
@@ -122,7 +122,7 @@ pycomposefile==0.0.34
 PyGithub==1.55
 PyJWT==2.10.1
 PyNaCl==1.6.2
-pyOpenSSL==25.0.0
+pyOpenSSL==25.3.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
diff --git a/src/azure-cli/requirements.py3.Linux.txt b/src/azure-cli/requirements.py3.Linux.txt
index 658e098095e..83e3da71062 100644
--- a/src/azure-cli/requirements.py3.Linux.txt
+++ b/src/azure-cli/requirements.py3.Linux.txt
@@ -98,7 +98,7 @@ certifi==2024.7.4
 cffi==2.0.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==44.0.1
+cryptography==46.0.5
 distro==1.6.0
 fabric==3.2.2
 humanfriendly==10.0
@@ -123,7 +123,7 @@ pycomposefile==0.0.34
 PyGithub==1.55
 PyJWT==2.10.1
 PyNaCl==1.6.2
-pyOpenSSL==25.0.0
+pyOpenSSL==25.3.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 requests-oauthlib==1.2.0
diff --git a/src/azure-cli/requirements.py3.windows.txt b/src/azure-cli/requirements.py3.windows.txt
index 76ff9e0745e..ca1519d597e 100644
--- a/src/azure-cli/requirements.py3.windows.txt
+++ b/src/azure-cli/requirements.py3.windows.txt
@@ -98,7 +98,7 @@ certifi==2024.7.4
 cffi==2.0.0
 chardet==5.2.0
 colorama==0.4.6
-cryptography==44.0.1
+cryptography==46.0.5
 fabric==3.2.2
 humanfriendly==10.0
 idna==3.7
@@ -123,7 +123,7 @@ PyGithub==1.55
 PyJWT==2.10.1
 pymsalruntime==0.20.2
 PyNaCl==1.6.2
-pyOpenSSL==25.0.0
+pyOpenSSL==25.3.0
 PySocks==1.7.1
 python-dateutil==2.8.0
 pywin32==310