Ubuntu 18.04 — matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide

📖 ~4 min read  •  Source: Ubuntu Security Notice USN-7444-1

Related CVEs: CVE-2023-32683 CVE-2023-43796 CVE-2022-39374 CVE-2023-41335 CVE-2022-39335 CVE-2023-42453 CVE-2024-31208 CVE-2024-53863  +7 more

Upstream summary: It was discovered that Synapse network policies could be bypassed via
specially crafted URLs. An attacker could possibly use this issue to
bypass authentication mechanisms. (CVE-2023-32683)

It was discovered that Synapse exposed cached device information. An
attacker could possibly use this issue to gain access to sensitive
information. (CVE-2023-43796)

It was discovered that Synapse could be tricked into rejecting state
changes in rooms. An attacker could possibly use this

Table of contents

1. Symptom & Impact
2. Environment & Reproduction
3. Root Cause Analysis
4. Quick Triage
5. Step-by-Step Diagnosis
6. Solution – Primary Fix
7. Solution – Alternative Approaches
8. Verification & Acceptance Criteria
9. Rollback Plan
10. Prevention & Hardening
11. Related Errors & Cross-Refs
12. References & Further Reading

Symptom & Impact

On Ubuntu 18.04 (bionic) hosts that have matrix-synapse installed, administrators report behaviour consistent with Ubuntu Security Notice USN-7444-1: apt reports pending security updates, services backed by matrix-synapse fail or restart unexpectedly, AppArmor denials appear in the kernel log, and — for security-rated advisories — the host is exposed to the vulnerability set above. Impact ranges from a single service-restart loop to wider availability incidents whenever matrix-synapse sits on the serving path.

Environment & Reproduction

Reproduction targets Ubuntu 18.04 (bionic). Confirm release and installed package:

lsb_release -a
cat /etc/os-release
dpkg -l matrix-synapse | tail -2
apt-cache policy matrix-synapse
uname -r

Trigger the workflow that exposes matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide while collecting:

sudo journalctl -u matrix-synapse -b --no-pager | tail -200
sudo journalctl -xe --no-pager | tail -200
sudo tail -200 /var/log/apt/history.log
sudo tail -200 /var/log/kern.log | grep -i apparmor

Root Cause Analysis

Root cause is documented in Ubuntu Security Notice USN-7444-1. Canonical security maintainers shipped fixes in the corresponding matrix-synapse update for Ubuntu 18.04; running an outdated build leaves the host exposed to the failure modes described in the advisory. On this release the fix typically arrives via the Ubuntu Pro ESM (esm-infra / esm-apps) channels rather than the standard archive. Correlate apt history with the journal:

grep -A2 -B2 matrix-synapse /var/log/apt/history.log
zgrep -A2 -B2 matrix-synapse /var/log/apt/history.log.*.gz 2>/dev/null
cat /proc/sys/kernel/tainted   # non-zero = tainted kernel / out-of-tree modules

Quick Triage

Run these on Ubuntu 18.04 to capture the current state of matrix-synapse:

dpkg -l matrix-synapse | tail -1                  # installed version
dpkg -V matrix-synapse                             # verify shipped files
sudo apt update && apt list --upgradable 2>/dev/null | grep -i security
systemctl is-active matrix-synapse
sudo ufw status verbose 2>/dev/null | head -20
sudo aa-status 2>/dev/null | head -20
# If matrix-synapse ships a service unit (unit/job name often differs from pkg name, e.g.
# bind9→named, apache2→apache2, postgresql-NN→postgresql@NN-main):
systemctl list-unit-files | grep -i matrix | head

On bionic the standard archive no longer ships security fixes. Verify Ubuntu Pro ESM coverage:

# Ubuntu Pro CLI is the standard tool:
sudo pro status --format=json 2>/dev/null | head
apt-cache policy | grep -i esm

Step-by-Step Diagnosis

1. List failing services.

   systemctl --failed --no-pager

2. Tail the journal / syslog for matrix-synapse.

   sudo journalctl -u matrix-synapse -f --no-pager
   sudo journalctl -xe -f --no-pager

3. Inspect UFW (Uncomplicated Firewall) state.

   sudo ufw status numbered
   sudo ufw show added
   sudo iptables -L -n -v | head -30

4. Surface AppArmor denials and switch the profile to complain mode if needed.

   sudo journalctl -k 2>/dev/null | grep -i 'apparmor="DENIED"' | tail -30
   sudo aa-status
   # /etc/apparmor.d/usr.bin.matrix-synapse or usr.sbin.matrix-synapse — inspect first
   sudo aa-complain /etc/apparmor.d/usr.bin.matrix-synapse 2>/dev/null || true

5. Verify matrix-synapse integrity and reinstall if anything is altered.

   sudo dpkg -V matrix-synapse
   sudo debsums -c matrix-synapse 2>/dev/null
   sudo apt install --reinstall -y matrix-synapse

6. Correlate findings with /var/log/apt/history.log, /var/log/dpkg.log, and Ubuntu Security Notice USN-7444-1 to pin the change that introduced matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide.

Solution – Primary Fix

Apply the corrective apt transaction referenced by Ubuntu Security Notice USN-7444-1, then reload the affected service:

sudo apt update
sudo apt -y install --only-upgrade matrix-synapse
sudo systemctl daemon-reload
# Service name may differ from pkg name; check first:
systemctl list-unit-files | grep -i matrix | head
sudo systemctl restart matrix-synapse
dpkg -l matrix-synapse | tail -1            # confirm new version
systemctl is-active matrix-synapse

On bionic the standard archive is past EoL for security; enable Ubuntu Pro ESM to receive the fix:

# Standard pro CLI:
sudo pro attach <token>
sudo pro enable esm-infra
sudo pro enable esm-apps
sudo apt update
sudo apt -y install --only-upgrade matrix-synapse

For kernel / glibc / systemd / openssl advisories a reboot (or Livepatch) is required:

sudo apt install -y needrestart
sudo needrestart -r l       # list units that need restart
sudo systemctl reboot       # or: sudo shutdown -r now
# Livepatch (Ubuntu Pro) avoids reboot for many kernel CVEs:
sudo canonical-livepatch status
sudo canonical-livepatch refresh

Solution – Alternative Approaches

If the primary upgrade is not viable, pick from these:

• Hold the package so apt cannot upgrade it:

  sudo apt-mark hold matrix-synapse
  apt-mark showhold | grep matrix-synapse
  # Release the hold later with:
  sudo apt-mark unhold matrix-synapse

• Pin a known-good version via apt preferences:

  # /etc/apt/preferences.d/matrix-synapse.pref
  Package: matrix-synapse
  Pin: version <good-version>
  Pin-Priority: 1001

• Downgrade to an older version if a regression is suspected:

  apt-cache madison matrix-synapse
  sudo apt install --allow-downgrades -y matrix-synapse=<older-version>

• Investigate AppArmor blocking the new binary; switch to complain briefly, capture denials, then re-enforce:

  sudo aa-complain /etc/apparmor.d/usr.bin.matrix-synapse 2>/dev/null
  # reproduce the failure
  sudo journalctl -k | grep apparmor | tail
  sudo aa-enforce /etc/apparmor.d/usr.bin.matrix-synapse 2>/dev/null

• Apply Canonical Livepatch (Ubuntu Pro) to land kernel fixes without reboot:

  sudo canonical-livepatch status
  sudo canonical-livepatch refresh

• Take only the security pocket update and defer the full point-release upgrade:

  sudo apt -y install --only-upgrade -t bionic-security matrix-synapse

Verification & Acceptance Criteria

All of these should pass after the fix is applied:

dpkg -l matrix-synapse | tail -1                                  # expected fixed version
apt list --upgradable 2>/dev/null | grep -i security || echo OK
systemctl is-active matrix-synapse
sudo journalctl -u matrix-synapse --since "5 minutes ago" --no-pager | grep -iE "error|fail" || echo OK
sudo ufw status numbered | head
sudo aa-status 2>/dev/null | head -5

The original reproduction for matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide must not trigger across two consecutive runs.

Rollback Plan

Capture state before any change:

apt list --installed 2>/dev/null > /root/apt-pre.txt
dpkg --get-selections > /root/dpkg-pre.txt
# ZFS-on-root (Ubuntu 20.04+ default installer option):
sudo zfs snapshot rpool/ROOT/ubuntu@pre-matrix-synapse
# LVM-on-root:
sudo lvcreate -L 4G -s -n root_pre_patch /dev/<vg>/<root-lv>

To revert:

sudo apt install --allow-downgrades -y matrix-synapse=<old-version>
sudo systemctl daemon-reload
sudo systemctl restart matrix-synapse
# Kernel rollback: pick the prior kernel from the GRUB menu, then:
sudo systemctl reboot
# ZFS rollback (rolls the whole root dataset):
sudo zfs rollback -r rpool/ROOT/ubuntu@pre-matrix-synapse

Prevention & Hardening

Reduce the chance of this recurring on Ubuntu 18.04 (bionic):

• Enable scheduled security updates via unattended-upgrades:

  sudo apt install -y unattended-upgrades update-notifier-common
  sudo dpkg-reconfigure -plow unattended-upgrades
  # /etc/apt/apt.conf.d/50unattended-upgrades:
  Unattended-Upgrade::Allowed-Origins { "${distro_id}:${distro_codename}-security"; };

• Install needrestart so services restart automatically after library upgrades:

  sudo apt install -y needrestart
  # /etc/needrestart/needrestart.conf -> $nrconf{restart} = 'a';

• Attach Ubuntu Pro for ESM (mandatory on this past-EoL release) and Livepatch where supported:

  sudo pro attach <token>
  sudo pro enable esm-infra
  sudo pro enable esm-apps
  sudo pro enable livepatch

• Subscribe to ubuntu-security-announce and watch ubuntu.com/security/cves.

• Monitor file integrity with debsums and AIDE:

  sudo apt install -y debsums aide
  sudo debsums -ca
  sudo aideinit && sudo mv /var/lib/aide/aide.db.new /var/lib/aide/aide.db
  sudo aide --check

• For estate-wide patching, manage with Canonical Landscape:

  sudo apt install -y landscape-client
  sudo landscape-config

• Keep AppArmor profiles in enforce mode and apply CIS Ubuntu Linux Benchmark hardening.

Related Errors & Cross-Refs

Issues that commonly surface alongside matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide: apt lock contention, broken dpkg state, systemd ordering cycles, AppArmor denials, and UFW rule drift. Useful triage:

sudo dpkg --configure -a
sudo apt --fix-broken install
systemd-analyze critical-chain
sudo journalctl -k 2>/dev/null | grep -i apparmor | tail
cat /proc/sys/kernel/tainted

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References & Further Reading

Primary reference: Ubuntu Security Notice USN-7444-1. Manual pages useful on Ubuntu 18.04:

man apt
man apt-get
man apt-mark
man dpkg
man systemctl
man journalctl
man ufw
man apparmor
man aa-status
man unattended-upgrades
man canonical-livepatch
man pro

Other resources: Ubuntu Security Notices, Ubuntu CVE Tracker, Ubuntu upgrade notes, and per-package notes in /usr/share/doc/matrix-synapse/ for components implicated in matrix-synapse — multiple vulnerabilities (15 CVEs) — patch and remediation guide.