diff --git a/pkgs/applications/networking/instant-messengers/pantalaimon/default.nix b/pkgs/applications/networking/instant-messengers/pantalaimon/default.nix
index 9c99741823a..dd46b64e4f6 100644
--- a/pkgs/applications/networking/instant-messengers/pantalaimon/default.nix
+++ b/pkgs/applications/networking/instant-messengers/pantalaimon/default.nix
@@ -1,7 +1,7 @@
 { lib, stdenv, buildPythonApplication, fetchFromGitHub, pythonOlder,
   attrs, aiohttp, appdirs, click, keyring, Logbook, peewee, janus,
   prompt_toolkit, matrix-nio, dbus-python, pydbus, notify2, pygobject3,
-  setuptools,
+  setuptools, fetchpatch,
 
   pytest, faker, pytest-aiohttp, aioresponses,
 
@@ -10,7 +10,7 @@
 
 buildPythonApplication rec {
   pname = "pantalaimon";
-  version = "0.8.0";
+  version = "0.9.2";
 
   disabled = pythonOlder "3.6";
 
@@ -19,9 +19,17 @@ buildPythonApplication rec {
     owner = "matrix-org";
     repo = pname;
     rev = version;
-    sha256 = "0n86cdpw85qzlcr1ynvar0f0zbphmdz1jia9r75lmj07iw4r5hk9";
+    sha256 = "11dfv5b2slqybisq6npmrqxrzslh4bjs4093vrc05s94046d9d9n";
   };
 
+  patches = [
+    # accept newer matrix-nio versions
+    (fetchpatch {
+      url = "https://github.com/matrix-org/pantalaimon/commit/73f68c76fb05037bd7fe71688ce39eb1f526a385.patch";
+      sha256 = "0wvqcfan8yp67p6khsqkynbkifksp2422b9jy511mvhpy51sqykl";
+    })
+  ];
+
   propagatedBuildInputs = [
     aiohttp
     appdirs
diff --git a/pkgs/development/python-modules/aiohttp-socks/default.nix b/pkgs/development/python-modules/aiohttp-socks/default.nix
index 7b0bfe80684..4e75f56a8da 100644
--- a/pkgs/development/python-modules/aiohttp-socks/default.nix
+++ b/pkgs/development/python-modules/aiohttp-socks/default.nix
@@ -1,16 +1,16 @@
-{ lib, fetchPypi, buildPythonPackage, pythonOlder, aiohttp, attrs }:
+{ lib, fetchPypi, buildPythonPackage, pythonOlder, aiohttp, python-socks, attrs }:
 
 buildPythonPackage rec {
   pname = "aiohttp-socks";
-  version = "0.3.9";
+  version = "0.6.0";
 
   src = fetchPypi {
     inherit version;
     pname = "aiohttp_socks";
-    sha256 = "1mn2ng66951mri49f99zh3660j83kvqhr6dpx90s9fkjwk83hmjy";
+    sha256 = "04w010bvi719ifpc3sshav95k10hf9nq8czn9yglkj206yxcypdr";
   };
 
-  propagatedBuildInputs = [ aiohttp attrs ];
+  propagatedBuildInputs = [ aiohttp attrs python-socks ];
 
   # Checks needs internet access
   doCheck = false;
diff --git a/pkgs/development/python-modules/matrix-nio/default.nix b/pkgs/development/python-modules/matrix-nio/default.nix
index 69774b58eb6..9f10510d243 100644
--- a/pkgs/development/python-modules/matrix-nio/default.nix
+++ b/pkgs/development/python-modules/matrix-nio/default.nix
@@ -2,9 +2,11 @@
 , buildPythonPackage
 , fetchFromGitHub
 , git
+, poetry-core
 , attrs
 , future
 , aiohttp
+, aiohttp-socks
 , aiofiles
 , h11
 , h2
@@ -16,27 +18,37 @@
 , peewee
 , cachetools
 , atomicwrites
+, pytestCheckHook
+, faker
+, aioresponses
+, hypothesis
+, pytest-aiohttp
+, pytest-benchmark
 }:
 
 buildPythonPackage rec {
   pname = "matrix-nio";
-  version = "0.15.2";
+  version = "0.18.0";
+  format = "pyproject";
 
   src = fetchFromGitHub {
     owner = "poljar";
     repo = "matrix-nio";
     rev = version;
-    sha256 = "190xw3cvk4amr9pl8ip2i7k3xdjd0231kn2zl6chny5axx22p1dv";
+    sha256 = "1rn5lz81y4bvgjhxzd57qhr0lmkm5xljl4bj9w10lnm4f7ls0xdi";
   };
 
   nativeBuildInputs = [
     git
+    poetry-core
+    pytestCheckHook
   ];
 
   propagatedBuildInputs = [
     attrs
     future
     aiohttp
+    aiohttp-socks
     aiofiles
     h11
     h2
@@ -50,7 +62,20 @@ buildPythonPackage rec {
     atomicwrites
   ];
 
-  doCheck = false;
+  checkInputs = [
+    faker
+    aioresponses
+    hypothesis
+    pytest-aiohttp
+    pytest-benchmark
+  ];
+
+  disabledTests = [
+    # touches network
+    "test_connect_wrapper"
+    # time dependent and flaky
+    "test_transfer_monitor_callbacks"
+  ];
 
   meta = with lib; {
     description = "A Python Matrix client library, designed according to sans I/O principles";
diff --git a/pkgs/development/python-modules/peewee/default.nix b/pkgs/development/python-modules/peewee/default.nix
index 6f5d8e26227..fd057d24d31 100644
--- a/pkgs/development/python-modules/peewee/default.nix
+++ b/pkgs/development/python-modules/peewee/default.nix
@@ -12,14 +12,14 @@
 buildPythonPackage rec {
 
   pname = "peewee";
-  version = "3.13.3";
+  version = "3.14.4";
 
   # pypi release does not provide tests
   src = fetchFromGitHub {
     owner = "coleifer";
     repo = pname;
     rev = version;
-    sha256 = "1r67hxb9m6v0xbnbqfnsw6dahmdr94pf81b4x51jfw6x9sa4izi4";
+    sha256 = "0x85swpaffysc05kka0mab87cnilzw1lpacfhcx5ayabh0i2qsh6";
   };
 
 
diff --git a/pkgs/development/python-modules/python-socks/default.nix b/pkgs/development/python-modules/python-socks/default.nix
new file mode 100644
index 00000000000..dcf26880827
--- /dev/null
+++ b/pkgs/development/python-modules/python-socks/default.nix
@@ -0,0 +1,22 @@
+{ lib, buildPythonPackage, trio, curio, async-timeout, fetchPypi, pythonOlder }:
+
+buildPythonPackage rec {
+  pname = "python-socks";
+  version = "1.2.4";
+
+  src = fetchPypi {
+    inherit pname version;
+    sha256 = "1n6xb18jy41ybgkmamakg6psp3qididd45qknxiggngaiibz43kx";
+  };
+
+  disabled = pythonOlder "3.6.1";
+
+  propagatedBuildInputs = [ trio curio async-timeout ];
+
+  meta = with lib; {
+    description = "Core proxy client (SOCKS4, SOCKS5, HTTP) functionality for Python";
+    homepage = "https://github.com/romis2012/python-socks";
+    license = licenses.asl20;
+    maintainers = with maintainers; [ mjlbach ];
+  };
+}
diff --git a/pkgs/development/python-modules/unpaddedbase64/default.nix b/pkgs/development/python-modules/unpaddedbase64/default.nix
index 96b27127cc6..b5ff5be2061 100644
--- a/pkgs/development/python-modules/unpaddedbase64/default.nix
+++ b/pkgs/development/python-modules/unpaddedbase64/default.nix
@@ -1,19 +1,25 @@
 { lib
 , buildPythonPackage
 , fetchFromGitHub
+, poetry-core
 }:
 
 buildPythonPackage rec {
   pname = "unpaddedbase64";
-  version = "1.1.0";
+  version = "2.1.0";
+  format = "pyproject";
 
   src = fetchFromGitHub {
     owner = "matrix-org";
     repo = "python-${pname}";
     rev = "refs/tags/v${version}";
-    sha256 = "0if3fjfxga0bwdq47v77fs9hrcqpmwdxry2i2a7pdqsp95258nxd";
+    sha256 = "1n6har8pxv0mqb96lanzihp1xf76aa17jw3977drb1fgz947pnmz";
   };
 
+  nativeBuildInputs = [
+    poetry-core
+  ];
+
   meta = with lib; {
     homepage = "https://github.com/matrix-org/python-unpaddedbase64";
     description = "Unpadded Base64";
diff --git a/pkgs/top-level/python-packages.nix b/pkgs/top-level/python-packages.nix
index 7ddf1d37873..1dffe14e5cc 100644
--- a/pkgs/top-level/python-packages.nix
+++ b/pkgs/top-level/python-packages.nix
@@ -6668,6 +6668,8 @@ in {
 
   python-socketio_4 = callPackage ../development/python-modules/python-socketio/4.nix { };
 
+  python-socks = callPackage ../development/python-modules/python-socks { };
+
   python-sql = callPackage ../development/python-modules/python-sql { };
 
   python-stdnum = callPackage ../development/python-modules/python-stdnum { };