diff --git a/oauth2-authorization-server/src/main/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProvider.java b/oauth2-authorization-server/src/main/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProvider.java
index dc3330b..bdccece 100644
--- a/oauth2-authorization-server/src/main/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProvider.java
+++ b/oauth2-authorization-server/src/main/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProvider.java
@@ -32,6 +32,7 @@ import org.springframework.security.oauth2.server.authorization.OAuth2Authorizat
 import org.springframework.security.oauth2.server.authorization.TokenType;
 import org.springframework.security.oauth2.server.authorization.client.RegisteredClient;
 import org.springframework.security.oauth2.server.authorization.config.TokenSettings;
+import org.springframework.security.oauth2.server.authorization.token.OAuth2TokenMetadata;
 import org.springframework.security.oauth2.server.authorization.token.OAuth2Tokens;
 import org.springframework.util.Assert;
 
@@ -113,16 +114,21 @@ public class OAuth2RefreshTokenAuthenticationProvider implements AuthenticationP
 			scopes = authorizedScopes;
 		}
 
+		OAuth2RefreshToken refreshToken = authorization.getTokens().getRefreshToken();
+		OAuth2TokenMetadata refreshTokenMetadata = authorization.getTokens().getTokenMetadata(refreshToken);
+
+		if (refreshTokenMetadata.isInvalidated()) {
+			throw new OAuth2AuthenticationException(new OAuth2Error(OAuth2ErrorCodes.INVALID_GRANT));
+		}
+
 		Jwt jwt = OAuth2TokenIssuerUtil
 			.issueJwtAccessToken(this.jwtEncoder, authorization.getPrincipalName(), registeredClient.getClientId(), scopes, registeredClient.getTokenSettings().accessTokenTimeToLive());
 		OAuth2AccessToken accessToken = new OAuth2AccessToken(OAuth2AccessToken.TokenType.BEARER,
 			jwt.getTokenValue(), jwt.getIssuedAt(), jwt.getExpiresAt(), scopes);
 
 		TokenSettings tokenSettings = registeredClient.getTokenSettings();
-		OAuth2RefreshToken refreshToken;
-		if (tokenSettings.reuseRefreshTokens()) {
-			refreshToken = authorization.getTokens().getRefreshToken();
-		} else {
+
+		if (!tokenSettings.reuseRefreshTokens()) {
 			refreshToken = OAuth2TokenIssuerUtil.issueRefreshToken(tokenSettings.refreshTokenTimeToLive());
 		}
 
diff --git a/oauth2-authorization-server/src/test/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProviderTests.java b/oauth2-authorization-server/src/test/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProviderTests.java
index 628d922..f9cb980 100644
--- a/oauth2-authorization-server/src/test/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProviderTests.java
+++ b/oauth2-authorization-server/src/test/java/org/springframework/security/oauth2/server/authorization/authentication/OAuth2RefreshTokenAuthenticationProviderTests.java
@@ -36,6 +36,7 @@ import org.springframework.security.oauth2.server.authorization.TestOAuth2Author
 import org.springframework.security.oauth2.server.authorization.TokenType;
 import org.springframework.security.oauth2.server.authorization.client.RegisteredClient;
 import org.springframework.security.oauth2.server.authorization.client.TestRegisteredClients;
+import org.springframework.security.oauth2.server.authorization.token.OAuth2TokenMetadata;
 import org.springframework.security.oauth2.server.authorization.token.OAuth2Tokens;
 
 import java.time.Instant;
@@ -312,4 +313,31 @@ public class OAuth2RefreshTokenAuthenticationProviderTests {
 				.extracting("errorCode")
 				.isEqualTo(OAuth2ErrorCodes.INVALID_GRANT);
 	}
+
+	@Test
+	public void authenticateWhenRevokedRefreshTokenThenThrowOAuth2AuthenticationException() {
+		RegisteredClient registeredClient = TestRegisteredClients.registeredClient().build();
+		OAuth2RefreshToken refreshToken = new OAuth2RefreshToken2(
+				"refresh-token", Instant.now().minusSeconds(120), Instant.now().plusSeconds(1000));
+		OAuth2TokenMetadata metadata = OAuth2TokenMetadata.builder().invalidated().build();
+		OAuth2Authorization authorization = TestOAuth2Authorizations.authorization(registeredClient)
+				.tokens(OAuth2Tokens.builder()
+						.refreshToken(refreshToken, metadata)
+						.build())
+				.build();
+		when(this.authorizationService.findByToken(
+				eq(authorization.getTokens().getRefreshToken().getTokenValue()),
+				eq(TokenType.REFRESH_TOKEN)))
+				.thenReturn(authorization);
+
+		OAuth2ClientAuthenticationToken clientPrincipal = new OAuth2ClientAuthenticationToken(registeredClient);
+		OAuth2RefreshTokenAuthenticationToken authentication = new OAuth2RefreshTokenAuthenticationToken(
+				authorization.getTokens().getRefreshToken().getTokenValue(), clientPrincipal);
+
+		assertThatThrownBy(() -> this.authenticationProvider.authenticate(authentication))
+				.isInstanceOf(OAuth2AuthenticationException.class)
+				.extracting(ex -> ((OAuth2AuthenticationException) ex).getError())
+				.extracting("errorCode")
+				.isEqualTo(OAuth2ErrorCodes.INVALID_GRANT);
+	}
 }