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diff --git a/security/py-cryptography-vectors/Makefile b/security/py-cryptography-vectors/Makefile
--- a/security/py-cryptography-vectors/Makefile
+++ b/security/py-cryptography-vectors/Makefile
@@ -1,5 +1,5 @@
PORTNAME= cryptography-vectors
-PORTVERSION= 44.0.3
+PORTVERSION= 46.0.3
CATEGORIES= security python
MASTER_SITES= PYPI
PKGNAMEPREFIX= ${PYTHON_PKGNAMEPREFIX}
@@ -15,7 +15,7 @@
LICENSE_FILE_APACHE20= ${WRKSRC}/LICENSE.APACHE
LICENSE_FILE_BSD3CLAUSE=${WRKSRC}/LICENSE.BSD
-BUILD_DEPENDS= ${PYTHON_PKGNAMEPREFIX}flit-core>=3.2<4:devel/py-flit-core@${PY_FLAVOR}
+BUILD_DEPENDS= ${PYTHON_PKGNAMEPREFIX}uv-build>=0:devel/py-uv-build@${PY_FLAVOR}
USES= python
USE_PYTHON= autoplist concurrent pep517
diff --git a/security/py-cryptography-vectors/distinfo b/security/py-cryptography-vectors/distinfo
--- a/security/py-cryptography-vectors/distinfo
+++ b/security/py-cryptography-vectors/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1747546582
-SHA256 (cryptography_vectors-44.0.3.tar.gz) = 340e790dd7dbe81a0bbec128bfb4ab58e4e10081b05ecb24a8c69380909a3a4b
-SIZE (cryptography_vectors-44.0.3.tar.gz) = 35317973
+TIMESTAMP = 1761593534
+SHA256 (cryptography_vectors-46.0.3.tar.gz) = a23246fcb794fc87d814d1b4be20df74a299840a2430cc74651bc7ba0f3b548c
+SIZE (cryptography_vectors-46.0.3.tar.gz) = 33809245
diff --git a/security/py-cryptography-vectors/files/patch-pyproject.toml b/security/py-cryptography-vectors/files/patch-pyproject.toml
new file mode 100644
--- /dev/null
+++ b/security/py-cryptography-vectors/files/patch-pyproject.toml
@@ -0,0 +1,9 @@
+--- pyproject.toml.orig 2025-10-08 12:51:42 UTC
++++ pyproject.toml
+@@ -1,5 +1,5 @@
+ [build-system]
+-requires = ["uv_build>=0.7.19,<0.9.0"]
++requires = ["uv_build"]
+ build-backend = "uv_build"
+
+ [project]
diff --git a/security/py-cryptography/Makefile b/security/py-cryptography/Makefile
--- a/security/py-cryptography/Makefile
+++ b/security/py-cryptography/Makefile
@@ -1,6 +1,5 @@
PORTNAME= cryptography
-PORTVERSION= 44.0.3
-PORTREVISION= 4
+PORTVERSION= 46.0.3
PORTEPOCH= 1
CATEGORIES= security python
MASTER_SITES= PYPI
@@ -36,8 +35,6 @@
USE_PYTHON= autoplist concurrent pep517 pytest
CARGO_BUILD= no
-CARGO_CARGOLOCK=${WRKSRC}/src/rust/Cargo.lock
-CARGO_CARGOTOML=${WRKSRC}/src/rust/Cargo.toml
CARGO_INSTALL= no
CARGO_TEST= no
CFLAGS+= -I${OPENSSLINC}
@@ -46,8 +43,10 @@
CPE_VENDOR= cryptography_project
-OPTIONS_DEFINE= SSH
+OPTIONS_DEFINE= LEGACY SSH
+LEGACY_DESC= Enable OpenSSL legacy provider support
+LEGACY_MAKE_ENV_OFF= CRYPTOGRAPHY_BUILD_OPENSSL_NO_LEGACY=1
SSH_RUN_DEPENDS= ${PYTHON_PKGNAMEPREFIX}bcrypt>=3.1.5:security/py-bcrypt@${PY_FLAVOR}
.include <bsd.port.mk>
diff --git a/security/py-cryptography/Makefile.crates b/security/py-cryptography/Makefile.crates
--- a/security/py-cryptography/Makefile.crates
+++ b/security/py-cryptography/Makefile.crates
@@ -1,35 +1,36 @@
-CARGO_CRATES= asn1-0.20.0 \
- asn1_derive-0.20.0 \
- autocfg-1.4.0 \
+CARGO_CRATES= asn1-0.22.0 \
+ asn1_derive-0.22.0 \
+ autocfg-1.5.0 \
base64-0.22.1 \
- bitflags-2.9.1 \
- cc-1.2.23 \
- cfg-if-1.0.0 \
+ bitflags-2.9.4 \
+ cc-1.2.37 \
+ cfg-if-1.0.3 \
+ find-msvc-tools-0.1.1 \
foreign-types-0.3.2 \
foreign-types-shared-0.1.1 \
heck-0.5.0 \
indoc-2.0.6 \
itoa-1.0.15 \
- libc-0.2.172 \
+ libc-0.2.175 \
memoffset-0.9.1 \
once_cell-1.21.3 \
- openssl-0.10.72 \
+ openssl-0.10.74 \
openssl-macros-0.1.1 \
- openssl-sys-0.9.108 \
+ openssl-sys-0.9.110 \
pem-3.0.5 \
pkg-config-0.3.32 \
- portable-atomic-1.11.0 \
- proc-macro2-1.0.95 \
- pyo3-0.23.5 \
- pyo3-build-config-0.23.5 \
- pyo3-ffi-0.23.5 \
- pyo3-macros-0.23.5 \
- pyo3-macros-backend-0.23.5 \
+ portable-atomic-1.11.1 \
+ proc-macro2-1.0.101 \
+ pyo3-0.26.0 \
+ pyo3-build-config-0.26.0 \
+ pyo3-ffi-0.26.0 \
+ pyo3-macros-0.26.0 \
+ pyo3-macros-backend-0.26.0 \
quote-1.0.40 \
self_cell-1.2.0 \
shlex-1.3.0 \
- syn-2.0.101 \
- target-lexicon-0.12.16 \
- unicode-ident-1.0.18 \
+ syn-2.0.106 \
+ target-lexicon-0.13.3 \
+ unicode-ident-1.0.19 \
unindent-0.2.4 \
vcpkg-0.2.15
diff --git a/security/py-cryptography/distinfo b/security/py-cryptography/distinfo
--- a/security/py-cryptography/distinfo
+++ b/security/py-cryptography/distinfo
@@ -1,20 +1,22 @@
-TIMESTAMP = 1747546580
-SHA256 (cryptography-44.0.3.tar.gz) = fe19d8bc5536a91a24a8133328880a41831b6c5df54599a8417b62fe015d3053
-SIZE (cryptography-44.0.3.tar.gz) = 711096
-SHA256 (rust/crates/asn1-0.20.0.crate) = 2d8b84b4ea1de2bf1dcd2a759737ddb328fb6695b2a95eb7e44fed67e3406f32
-SIZE (rust/crates/asn1-0.20.0.crate) = 39382
-SHA256 (rust/crates/asn1_derive-0.20.0.crate) = a200809d0138620b3dba989f1d08d0620e76248bc1e62a2ec1b2df5eb1ee08ad
-SIZE (rust/crates/asn1_derive-0.20.0.crate) = 6998
-SHA256 (rust/crates/autocfg-1.4.0.crate) = ace50bade8e6234aa140d9a2f552bbee1db4d353f69b8217bc503490fc1a9f26
-SIZE (rust/crates/autocfg-1.4.0.crate) = 17712
+TIMESTAMP = 1761594093
+SHA256 (cryptography-46.0.3.tar.gz) = a8b17438104fed022ce745b362294d9ce35b4c2e45c1d958ad4a4b019285f4a1
+SIZE (cryptography-46.0.3.tar.gz) = 749258
+SHA256 (rust/crates/asn1-0.22.0.crate) = df42c2b01c5e1060b8281f67b4e5fb858260694916a667345a7305cd11e5dbfa
+SIZE (rust/crates/asn1-0.22.0.crate) = 47124
+SHA256 (rust/crates/asn1_derive-0.22.0.crate) = cdccf849b54365e3693e9a90ad36e4482b79937e6373ac8e2cf229c985187b21
+SIZE (rust/crates/asn1_derive-0.22.0.crate) = 8953
+SHA256 (rust/crates/autocfg-1.5.0.crate) = c08606f8c3cbf4ce6ec8e28fb0014a2c086708fe954eaa885384a6165172e7e8
+SIZE (rust/crates/autocfg-1.5.0.crate) = 18729
SHA256 (rust/crates/base64-0.22.1.crate) = 72b3254f16251a8381aa12e40e3c4d2f0199f8c6508fbecb9d91f575e0fbb8c6
SIZE (rust/crates/base64-0.22.1.crate) = 81597
-SHA256 (rust/crates/bitflags-2.9.1.crate) = 1b8e56985ec62d17e9c1001dc89c88ecd7dc08e47eba5ec7c29c7b5eeecde967
-SIZE (rust/crates/bitflags-2.9.1.crate) = 47913
-SHA256 (rust/crates/cc-1.2.23.crate) = 5f4ac86a9e5bc1e2b3449ab9d7d3a6a405e3d1bb28d7b9be8614f55846ae3766
-SIZE (rust/crates/cc-1.2.23.crate) = 106527
-SHA256 (rust/crates/cfg-if-1.0.0.crate) = baf1de4339761588bc0619e3cbc0120ee582ebb74b53b4efbf79117bd2da40fd
-SIZE (rust/crates/cfg-if-1.0.0.crate) = 7934
+SHA256 (rust/crates/bitflags-2.9.4.crate) = 2261d10cca569e4643e526d8dc2e62e433cc8aba21ab764233731f8d369bf394
+SIZE (rust/crates/bitflags-2.9.4.crate) = 47950
+SHA256 (rust/crates/cc-1.2.37.crate) = 65193589c6404eb80b450d618eaf9a2cafaaafd57ecce47370519ef674a7bd44
+SIZE (rust/crates/cc-1.2.37.crate) = 90111
+SHA256 (rust/crates/cfg-if-1.0.3.crate) = 2fd1289c04a9ea8cb22300a459a72a385d7c73d3259e2ed7dcb2af674838cfa9
+SIZE (rust/crates/cfg-if-1.0.3.crate) = 8719
+SHA256 (rust/crates/find-msvc-tools-0.1.1.crate) = 7fd99930f64d146689264c637b5af2f0233a933bef0d8570e2526bf9e083192d
+SIZE (rust/crates/find-msvc-tools-0.1.1.crate) = 30228
SHA256 (rust/crates/foreign-types-0.3.2.crate) = f6f339eb8adc052cd2ca78910fda869aefa38d22d5cb648e6485e4d3fc06f3b1
SIZE (rust/crates/foreign-types-0.3.2.crate) = 7504
SHA256 (rust/crates/foreign-types-shared-0.1.1.crate) = 00b0228411908ca8685dba7fc2cdd70ec9990a6e753e89b6ac91a84c40fbaf4b
@@ -25,48 +27,48 @@
SIZE (rust/crates/indoc-2.0.6.crate) = 17164
SHA256 (rust/crates/itoa-1.0.15.crate) = 4a5f13b858c8d314ee3e8f639011f7ccefe71f97f96e50151fb991f267928e2c
SIZE (rust/crates/itoa-1.0.15.crate) = 11231
-SHA256 (rust/crates/libc-0.2.172.crate) = d750af042f7ef4f724306de029d18836c26c1765a54a6a3f094cbd23a7267ffa
-SIZE (rust/crates/libc-0.2.172.crate) = 791646
+SHA256 (rust/crates/libc-0.2.175.crate) = 6a82ae493e598baaea5209805c49bbf2ea7de956d50d7da0da1164f9c6d28543
+SIZE (rust/crates/libc-0.2.175.crate) = 788728
SHA256 (rust/crates/memoffset-0.9.1.crate) = 488016bfae457b036d996092f6cb448677611ce4449e970ceaf42695203f218a
SIZE (rust/crates/memoffset-0.9.1.crate) = 9032
SHA256 (rust/crates/once_cell-1.21.3.crate) = 42f5e15c9953c5e4ccceeb2e7382a716482c34515315f7b03532b8b4e8393d2d
SIZE (rust/crates/once_cell-1.21.3.crate) = 34534
-SHA256 (rust/crates/openssl-0.10.72.crate) = fedfea7d58a1f73118430a55da6a286e7b044961736ce96a16a17068ea25e5da
-SIZE (rust/crates/openssl-0.10.72.crate) = 283852
+SHA256 (rust/crates/openssl-0.10.74.crate) = 24ad14dd45412269e1a30f52ad8f0664f0f4f4a89ee8fe28c3b3527021ebb654
+SIZE (rust/crates/openssl-0.10.74.crate) = 285425
SHA256 (rust/crates/openssl-macros-0.1.1.crate) = a948666b637a0f465e8564c73e89d4dde00d72d4d473cc972f390fc3dcee7d9c
SIZE (rust/crates/openssl-macros-0.1.1.crate) = 5601
-SHA256 (rust/crates/openssl-sys-0.9.108.crate) = e145e1651e858e820e4860f7b9c5e169bc1d8ce1c86043be79fa7b7634821847
-SIZE (rust/crates/openssl-sys-0.9.108.crate) = 78190
+SHA256 (rust/crates/openssl-sys-0.9.110.crate) = 0a9f0075ba3c21b09f8e8b2026584b1d18d49388648f2fbbf3c97ea8deced8e2
+SIZE (rust/crates/openssl-sys-0.9.110.crate) = 80412
SHA256 (rust/crates/pem-3.0.5.crate) = 38af38e8470ac9dee3ce1bae1af9c1671fffc44ddfd8bd1d0a3445bf349a8ef3
SIZE (rust/crates/pem-3.0.5.crate) = 18140
SHA256 (rust/crates/pkg-config-0.3.32.crate) = 7edddbd0b52d732b21ad9a5fab5c704c14cd949e5e9a1ec5929a24fded1b904c
SIZE (rust/crates/pkg-config-0.3.32.crate) = 21370
-SHA256 (rust/crates/portable-atomic-1.11.0.crate) = 350e9b48cbc6b0e028b0473b114454c6316e57336ee184ceab6e53f72c178b3e
-SIZE (rust/crates/portable-atomic-1.11.0.crate) = 181258
-SHA256 (rust/crates/proc-macro2-1.0.95.crate) = 02b3e5e68a3a1a02aad3ec490a98007cbc13c37cbe84a3cd7b8e406d76e7f778
-SIZE (rust/crates/proc-macro2-1.0.95.crate) = 51820
-SHA256 (rust/crates/pyo3-0.23.5.crate) = 7778bffd85cf38175ac1f545509665d0b9b92a198ca7941f131f85f7a4f9a872
-SIZE (rust/crates/pyo3-0.23.5.crate) = 1088533
-SHA256 (rust/crates/pyo3-build-config-0.23.5.crate) = 94f6cbe86ef3bf18998d9df6e0f3fc1050a8c5efa409bf712e661a4366e010fb
-SIZE (rust/crates/pyo3-build-config-0.23.5.crate) = 33885
-SHA256 (rust/crates/pyo3-ffi-0.23.5.crate) = e9f1b4c431c0bb1c8fb0a338709859eed0d030ff6daa34368d3b152a63dfdd8d
-SIZE (rust/crates/pyo3-ffi-0.23.5.crate) = 74867
-SHA256 (rust/crates/pyo3-macros-0.23.5.crate) = fbc2201328f63c4710f68abdf653c89d8dbc2858b88c5d88b0ff38a75288a9da
-SIZE (rust/crates/pyo3-macros-0.23.5.crate) = 8856
-SHA256 (rust/crates/pyo3-macros-backend-0.23.5.crate) = fca6726ad0f3da9c9de093d6f116a93c1a38e417ed73bf138472cf4064f72028
-SIZE (rust/crates/pyo3-macros-backend-0.23.5.crate) = 70938
+SHA256 (rust/crates/portable-atomic-1.11.1.crate) = f84267b20a16ea918e43c6a88433c2d54fa145c92a811b5b047ccbe153674483
+SIZE (rust/crates/portable-atomic-1.11.1.crate) = 185506
+SHA256 (rust/crates/proc-macro2-1.0.101.crate) = 89ae43fd86e4158d6db51ad8e2b80f313af9cc74f5c0e03ccb87de09998732de
+SIZE (rust/crates/proc-macro2-1.0.101.crate) = 53886
+SHA256 (rust/crates/pyo3-0.26.0.crate) = 7ba0117f4212101ee6544044dae45abe1083d30ce7b29c4b5cbdfa2354e07383
+SIZE (rust/crates/pyo3-0.26.0.crate) = 1151579
+SHA256 (rust/crates/pyo3-build-config-0.26.0.crate) = 4fc6ddaf24947d12a9aa31ac65431fb1b851b8f4365426e182901eabfb87df5f
+SIZE (rust/crates/pyo3-build-config-0.26.0.crate) = 34309
+SHA256 (rust/crates/pyo3-ffi-0.26.0.crate) = 025474d3928738efb38ac36d4744a74a400c901c7596199e20e45d98eb194105
+SIZE (rust/crates/pyo3-ffi-0.26.0.crate) = 78247
+SHA256 (rust/crates/pyo3-macros-0.26.0.crate) = 2e64eb489f22fe1c95911b77c44cc41e7c19f3082fc81cce90f657cdc42ffded
+SIZE (rust/crates/pyo3-macros-0.26.0.crate) = 8906
+SHA256 (rust/crates/pyo3-macros-backend-0.26.0.crate) = 100246c0ecf400b475341b8455a9213344569af29a3c841d29270e53102e0fcf
+SIZE (rust/crates/pyo3-macros-backend-0.26.0.crate) = 81809
SHA256 (rust/crates/quote-1.0.40.crate) = 1885c039570dc00dcb4ff087a89e185fd56bae234ddc7f056a945bf36467248d
SIZE (rust/crates/quote-1.0.40.crate) = 31063
SHA256 (rust/crates/self_cell-1.2.0.crate) = 0f7d95a54511e0c7be3f51e8867aa8cf35148d7b9445d44de2f943e2b206e749
SIZE (rust/crates/self_cell-1.2.0.crate) = 16883
SHA256 (rust/crates/shlex-1.3.0.crate) = 0fda2ff0d084019ba4d7c6f371c95d8fd75ce3524c3cb8fb653a3023f6323e64
SIZE (rust/crates/shlex-1.3.0.crate) = 18713
-SHA256 (rust/crates/syn-2.0.101.crate) = 8ce2b7fc941b3a24138a0a7cf8e858bfc6a992e7978a068a5c760deb0ed43caf
-SIZE (rust/crates/syn-2.0.101.crate) = 299250
-SHA256 (rust/crates/target-lexicon-0.12.16.crate) = 61c41af27dd6d1e27b1b16b489db798443478cef1f06a660c96db617ba5de3b1
-SIZE (rust/crates/target-lexicon-0.12.16.crate) = 26488
-SHA256 (rust/crates/unicode-ident-1.0.18.crate) = 5a5f39404a5da50712a4c1eecf25e90dd62b613502b7e925fd4e4d19b5c96512
-SIZE (rust/crates/unicode-ident-1.0.18.crate) = 47743
+SHA256 (rust/crates/syn-2.0.106.crate) = ede7c438028d4436d71104916910f5bb611972c5cfd7f89b8300a8186e6fada6
+SIZE (rust/crates/syn-2.0.106.crate) = 301514
+SHA256 (rust/crates/target-lexicon-0.13.3.crate) = df7f62577c25e07834649fc3b39fafdc597c0a3527dc1c60129201ccfcbaa50c
+SIZE (rust/crates/target-lexicon-0.13.3.crate) = 28498
+SHA256 (rust/crates/unicode-ident-1.0.19.crate) = f63a545481291138910575129486daeaf8ac54aee4387fe7906919f7830c7d9d
+SIZE (rust/crates/unicode-ident-1.0.19.crate) = 47480
SHA256 (rust/crates/unindent-0.2.4.crate) = 7264e107f553ccae879d21fbea1d6724ac785e8c3bfc762137959b5802826ef3
SIZE (rust/crates/unindent-0.2.4.crate) = 7422
SHA256 (rust/crates/vcpkg-0.2.15.crate) = accd4ea62f7bb7a82fe23066fb0957d48ef677f6eeb8215f372f52e48bb32426

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