Hi!
So while approx may not recognize full URIs, the problem at hand was in apt not reporting sources.list line as incorrect. Bug reassigned.
It seems that this ticket is related to how malformed URLs from sources.list are parsed. I have testes the behaviour of apt 3.0.2 from trixie/sid. A. Info about a test machine root@debian:~# grep CODENAME /etc/os-release VERSION_CODENAME=trixie root@debian:~# apt --version apt 3.0.2 (amd64) root@debian:~# cat /etc/apt/sources.list | grep -v "#" deb [trusted=yes] http://proxy:9999.creditreform.bg/12 ./ B. Test with "proxy" host not available root@debian:~# apt-get -o "Debug::Acquire::http=true" update Ign:1 http://proxy:9999/12 ./ InRelease Ign:1 http://proxy:9999/12 ./ InRelease Ign:1 http://proxy:9999/12 ./ InRelease Err:1 http://proxy:9999/12 ./ InRelease Could not resolve 'proxy' Reading package lists... Done W: Failed to fetch http://proxy:9999/12/./InRelease Could not resolve 'proxy' W: Some index files failed to download. They have been ignored, or old ones used instead. C. Test with "proxy" host available in local network. The host is running a http server that listens on port 9999. root@debian:~# grep proxy /etc/hosts 10.0.0.237 proxy root@debian:~# ip --brief addr lo UNKNOWN 127.0.0.1/8 ::1/128 ens3 UP 10.0.0.57/8 fe80::201:2ff:fe01:202/64 root@debian:~# apt-get -o "Debug::Acquire::http=true" update 0% [Working]GET /12/./InRelease HTTP/1.1 Host: proxy:9999 Cache-Control: max-age=0 Accept: text/* User-Agent: Debian APT-HTTP/1.3 (3.0.2) Answer for: http://proxy:9999/12/./InRelease HTTP/1.1 404 Not Found Server: nginx/1.22.1 Date: Sat, 07 Jun 2025 13:22:33 GMT Content-Type: text/html Content-Length: 153 Connection: keep-alive Ign:1 http://proxy:9999/12 ./ InRelease 0% [Working]GET /12/./Release HTTP/1.1 Host: proxy:9999 Cache-Control: max-age=0 Accept: text/* If-Modified-Since: Tue, 08 Apr 2025 18:11:40 GMT User-Agent: Debian APT-HTTP/1.3 (3.0.2) Answer for: http://proxy:9999/12/./Release HTTP/1.1 304 Not Modified Server: nginx/1.22.1 Date: Sat, 07 Jun 2025 13:22:33 GMT Last-Modified: Tue, 08 Apr 2025 18:11:40 GMT Connection: keep-alive ETag: "67f566dc-e4" Hit:2 http://proxy:9999/12 ./ Release 0% [Working]GET /12/./Release.gpg HTTP/1.1 Host: proxy:9999 User-Agent: Debian APT-HTTP/1.3 (3.0.2) Answer for: http://proxy:9999/12/./Release.gpg HTTP/1.1 404 Not Found Server: nginx/1.22.1 Date: Sat, 07 Jun 2025 13:22:33 GMT Content-Type: text/html Content-Length: 153 Connection: keep-alive Ign:3 http://proxy:9999/12 ./ Release.gpg Reading package lists... Done My understanding is that apt's parser doesn't recognize the dot after "9999" as a character that is unexpected at this position (after a port number), and instead it discards everything after the port number, until a first '/' character. Kamil

