diff --git a/.betterer.results b/.betterer.results
index 5ae9c8d69b2..22be1f2f322 100644
--- a/.betterer.results
+++ b/.betterer.results
@@ -1631,8 +1631,8 @@ exports[`better eslint`] = {
     "public/app/core/services/backend_srv.ts:5381": [
       [0, 0, 0, "Unexpected any. Specify a different type.", "0"],
       [0, 0, 0, "Unexpected any. Specify a different type.", "1"],
-      [0, 0, 0, "Unexpected any. Specify a different type.", "2"],
-      [0, 0, 0, "Do not use any type assertions.", "3"],
+      [0, 0, 0, "Do not use any type assertions.", "2"],
+      [0, 0, 0, "Unexpected any. Specify a different type.", "3"],
       [0, 0, 0, "Unexpected any. Specify a different type.", "4"],
       [0, 0, 0, "Unexpected any. Specify a different type.", "5"],
       [0, 0, 0, "Unexpected any. Specify a different type.", "6"],
diff --git a/public/app/core/services/backend_srv.ts b/public/app/core/services/backend_srv.ts
index 51cac6074d1..594bc15346e 100644
--- a/public/app/core/services/backend_srv.ts
+++ b/public/app/core/services/backend_srv.ts
@@ -1,16 +1,17 @@
-import {
-  from,
-  lastValueFrom,
-  merge,
-  MonoTypeOperatorFunction,
-  Observable,
-  of,
-  Subject,
-  Subscription,
-  throwError,
-} from 'rxjs';
+import { from, lastValueFrom, MonoTypeOperatorFunction, Observable, Subject, Subscription, throwError } from 'rxjs';
 import { fromFetch } from 'rxjs/fetch';
-import { catchError, filter, map, mergeMap, retryWhen, share, takeUntil, tap, throwIfEmpty } from 'rxjs/operators';
+import {
+  catchError,
+  filter,
+  finalize,
+  map,
+  mergeMap,
+  retryWhen,
+  share,
+  takeUntil,
+  tap,
+  throwIfEmpty,
+} from 'rxjs/operators';
 import { v4 as uuidv4 } from 'uuid';
 
 import { AppEvents, DataQueryErrorType } from '@grafana/data';
@@ -59,6 +60,7 @@ export class BackendSrv implements BackendService {
   private inspectorStream: Subject<FetchResponse | FetchError> = new Subject<FetchResponse | FetchError>();
   private readonly fetchQueue: FetchQueue;
   private readonly responseQueue: ResponseQueue;
+  private _tokenRotationInProgress?: Observable<FetchResponse> | null = null;
 
   private dependencies: BackendSrvDependencies = {
     fromFetch: fromFetch,
@@ -141,18 +143,9 @@ export class BackendSrv implements BackendService {
       }
     }
 
-    const fromFetchStream = this.getFromFetchStream<T>(options);
-    const failureStream = fromFetchStream.pipe(this.toFailureStream<T>(options));
-    const successStream = fromFetchStream.pipe(
-      filter((response) => response.ok === true),
-      tap((response) => {
-        this.showSuccessAlert(response);
-        this.inspectorStream.next(response);
-      })
-    );
-
-    return merge(successStream, failureStream).pipe(
-      catchError((err: FetchError) => throwError(this.processRequestError(options, err))),
+    return this.getFromFetchStream<T>(options).pipe(
+      this.handleStreamResponse<T>(options),
+      this.handleStreamError(options),
       this.handleStreamCancellation(options)
     );
   }
@@ -228,70 +221,10 @@ export class BackendSrv implements BackendService {
           traceId: response.headers.get(GRAFANA_TRACEID_HEADER) ?? undefined,
         };
         return fetchResponse;
-      }),
-      share() // sharing this so we can split into success and failure and then merge back
+      })
     );
   }
 
-  private toFailureStream<T>(options: BackendSrvRequest): MonoTypeOperatorFunction<FetchResponse<T>> {
-    const { isSignedIn } = this.dependencies.contextSrv.user;
-
-    return (inputStream) =>
-      inputStream.pipe(
-        filter((response) => response.ok === false),
-        mergeMap((response) => {
-          const { status, statusText, data } = response;
-          const fetchErrorResponse: FetchError = {
-            status,
-            statusText,
-            data,
-            config: options,
-            traceId: response.headers.get(GRAFANA_TRACEID_HEADER) ?? undefined,
-          };
-          return throwError(fetchErrorResponse);
-        }),
-        retryWhen((attempts: Observable<any>) =>
-          attempts.pipe(
-            mergeMap((error, i) => {
-              const firstAttempt = i === 0 && options.retry === 0;
-
-              if (error.status === 401 && isLocalUrl(options.url) && firstAttempt && isSignedIn) {
-                if (error.data?.error?.id === 'ERR_TOKEN_REVOKED') {
-                  this.dependencies.appEvents.publish(
-                    new ShowModalReactEvent({
-                      component: TokenRevokedModal,
-                      props: {
-                        maxConcurrentSessions: error.data?.error?.maxConcurrentSessions,
-                      },
-                    })
-                  );
-
-                  return of({});
-                }
-
-                let authChecker = () => this.loginPing();
-                if (config.featureToggles.clientTokenRotation) {
-                  authChecker = () => this.rotateToken();
-                }
-
-                return from(authChecker()).pipe(
-                  catchError((err) => {
-                    if (err.status === 401) {
-                      this.dependencies.logout();
-                      return throwError(err);
-                    }
-                    return throwError(err);
-                  })
-                );
-              }
-
-              return throwError(error);
-            })
-          )
-        )
-      );
-  }
-
   showApplicationErrorAlert(err: FetchError) {}
 
   showSuccessAlert<T>(response: FetchResponse<T>) {
@@ -386,6 +319,74 @@ export class BackendSrv implements BackendService {
     return err;
   }
 
+  private handleStreamResponse<T>(options: BackendSrvRequest): MonoTypeOperatorFunction<FetchResponse<T>> {
+    return (inputStream) =>
+      inputStream.pipe(
+        map((response) => {
+          if (!response.ok) {
+            const { status, statusText, data } = response;
+            const fetchErrorResponse: FetchError = {
+              status,
+              statusText,
+              data,
+              config: options,
+              traceId: response.headers.get(GRAFANA_TRACEID_HEADER) ?? undefined,
+            };
+            throw fetchErrorResponse;
+          }
+          return response;
+        }),
+        tap((response) => {
+          this.showSuccessAlert(response);
+          this.inspectorStream.next(response);
+        })
+      );
+  }
+
+  private handleStreamError<T>(options: BackendSrvRequest): MonoTypeOperatorFunction<FetchResponse<T>> {
+    const { isSignedIn } = this.dependencies.contextSrv.user;
+
+    return (inputStream) =>
+      inputStream.pipe(
+        retryWhen((attempts: Observable<any>) =>
+          attempts.pipe(
+            mergeMap((error, i) => {
+              const firstAttempt = i === 0 && options.retry === 0;
+
+              if (error.status === 401 && isLocalUrl(options.url) && firstAttempt && isSignedIn) {
+                if (error.data?.error?.id === 'ERR_TOKEN_REVOKED') {
+                  this.dependencies.appEvents.publish(
+                    new ShowModalReactEvent({
+                      component: TokenRevokedModal,
+                      props: {
+                        maxConcurrentSessions: error.data?.error?.maxConcurrentSessions,
+                      },
+                    })
+                  );
+                  return throwError(() => error);
+                }
+
+                let authChecker = config.featureToggles.clientTokenRotation ? this.rotateToken() : this.loginPing();
+
+                return from(authChecker).pipe(
+                  catchError((err) => {
+                    if (err.status === 401) {
+                      this.dependencies.logout();
+                      return throwError(err);
+                    }
+                    return throwError(err);
+                  })
+                );
+              }
+
+              return throwError(error);
+            })
+          )
+        ),
+        catchError((err: FetchError) => throwError(() => this.processRequestError(options, err)))
+      );
+  }
+
   private handleStreamCancellation(options: BackendSrvRequest): MonoTypeOperatorFunction<FetchResponse<any>> {
     return (inputStream) =>
       inputStream.pipe(
@@ -459,11 +460,22 @@ export class BackendSrv implements BackendService {
   }
 
   rotateToken() {
-    return this.request({ url: '/api/user/auth-tokens/rotate', method: 'POST', retry: 1 });
+    if (this._tokenRotationInProgress) {
+      return this._tokenRotationInProgress;
+    }
+
+    this._tokenRotationInProgress = this.fetch({ url: '/api/user/auth-tokens/rotate', method: 'POST', retry: 1 }).pipe(
+      finalize(() => {
+        this._tokenRotationInProgress = null;
+      }),
+      share()
+    );
+
+    return this._tokenRotationInProgress;
   }
 
   loginPing() {
-    return this.request({ url: '/api/login/ping', method: 'GET', retry: 1 });
+    return this.fetch({ url: '/api/login/ping', method: 'GET', retry: 1 });
   }
 
   /** @deprecated */
diff --git a/public/app/core/specs/backend_srv.test.ts b/public/app/core/specs/backend_srv.test.ts
index 2aa71b2e808..fad3b7e8665 100644
--- a/public/app/core/specs/backend_srv.test.ts
+++ b/public/app/core/specs/backend_srv.test.ts
@@ -1,16 +1,17 @@
 import 'whatwg-fetch'; // fetch polyfill needed for PhantomJs rendering
 import { Observable, of, lastValueFrom } from 'rxjs';
+import { fromFetch } from 'rxjs/fetch';
 import { delay } from 'rxjs/operators';
 
 import { AppEvents, DataQueryErrorType, EventBusExtended } from '@grafana/data';
-import { BackendSrvRequest, FetchError, FetchResponse } from '@grafana/runtime';
+import { BackendSrvRequest, FetchError, config, FetchResponse } from '@grafana/runtime';
 
 import { TokenRevokedModal } from '../../features/users/TokenRevokedModal';
 import { ShowModalReactEvent } from '../../types/events';
 import { BackendSrv, BackendSrvDependencies } from '../services/backend_srv';
 import { ContextSrv, User } from '../services/context_srv';
 
-const getTestContext = (overides?: object) => {
+const getTestContext = (overides?: object, mockFromFetch = true) => {
   const defaults = {
     data: { test: 'hello world' },
     ok: true,
@@ -55,7 +56,7 @@ const getTestContext = (overides?: object) => {
   const parseRequestOptionsMock = jest.fn().mockImplementation((options) => options);
 
   const backendSrv = new BackendSrv({
-    fromFetch: fromFetchMock,
+    fromFetch: mockFromFetch ? fromFetchMock : fromFetch,
     appEvents: appEventsMock,
     contextSrv: contextSrvMock,
     logout: logoutMock,
@@ -63,14 +64,14 @@ const getTestContext = (overides?: object) => {
 
   backendSrv['parseRequestOptions'] = parseRequestOptionsMock;
 
-  const expectCallChain = () => {
-    expect(fromFetchMock).toHaveBeenCalledTimes(1);
+  const expectCallChain = (calls = 1) => {
+    expect(fromFetchMock).toHaveBeenCalledTimes(calls);
   };
 
-  const expectRequestCallChain = (options: unknown) => {
+  const expectRequestCallChain = (options: unknown, calls = 1) => {
     expect(parseRequestOptionsMock).toHaveBeenCalledTimes(1);
     expect(parseRequestOptionsMock).toHaveBeenCalledWith(options);
-    expectCallChain();
+    expectCallChain(calls);
   };
 
   return {
@@ -158,38 +159,71 @@ describe('backendSrv', () => {
     });
 
     describe('when making an unsuccessful call and conditions for retry are favorable and loginPing does not throw', () => {
-      it('then it should retry', async () => {
-        jest.useFakeTimers();
-        const url = '/api/dashboard/';
-        const { backendSrv, appEventsMock, logoutMock, expectRequestCallChain } = getTestContext({
-          ok: false,
-          status: 401,
-          statusText: errorMessage,
-          data: { message: errorMessage },
-          url,
-        });
+      const url = '/api/dashboard/';
+      const okResponse = { ok: true, status: 200, statusText: 'OK', data: { message: 'Ok' } };
+      let fetchMock: jest.SpyInstance;
 
-        backendSrv.loginPing = jest
-          .fn()
-          .mockResolvedValue({ ok: true, status: 200, statusText: 'OK', data: { message: 'Ok' } });
+      afterEach(() => {
+        fetchMock.mockClear();
+      });
 
-        await backendSrv
-          .request({ url, method: 'GET', retry: 0 })
-          .catch((error) => {
-            expect(error.status).toBe(401);
-            expect(error.statusText).toBe(errorMessage);
-            expect(error.data).toEqual({ message: errorMessage });
-            expect(appEventsMock.emit).not.toHaveBeenCalled();
-            expect(logoutMock).not.toHaveBeenCalled();
-            expect(backendSrv.loginPing).toHaveBeenCalledTimes(1);
-            expectRequestCallChain({ url, method: 'GET', retry: 0 });
-            jest.advanceTimersByTime(50);
+      afterAll(() => {
+        fetchMock.mockRestore();
+        config.featureToggles.clientTokenRotation = false;
+      });
+
+      it.each`
+        clientTokenRotation
+        ${true}
+        ${false}
+      `('then it should retry (clientTokenRotation = %s)', async ({ clientTokenRotation }) => {
+        config.featureToggles.clientTokenRotation = clientTokenRotation;
+
+        fetchMock = jest
+          .spyOn(global, 'fetch')
+          .mockRejectedValueOnce({
+            ok: false,
+            status: 401,
+            statusText: errorMessage,
+            headers: new Map(),
+            text: jest.fn().mockResolvedValue(JSON.stringify({ test: 'hello world' })),
+            data: { message: errorMessage },
+            url,
           })
-          .catch((error) => {
-            expect(error).toEqual({ message: errorMessage });
-            expect(appEventsMock.emit).toHaveBeenCalledTimes(1);
-            expect(appEventsMock.emit).toHaveBeenCalledWith(AppEvents.alertWarning, [errorMessage, '']);
-          });
+          .mockResolvedValueOnce({
+            ok: true,
+            status: 200,
+            headers: new Map(),
+            text: jest.fn().mockResolvedValue(JSON.stringify({ test: 'hello world' })),
+            data: { message: 'OK' },
+            url,
+          } as unknown as Response);
+
+        const { backendSrv, appEventsMock, logoutMock } = getTestContext(
+          {
+            ok: false,
+            status: 401,
+            statusText: errorMessage,
+            data: { message: errorMessage },
+            url,
+          },
+          false
+        );
+
+        backendSrv.loginPing = jest.fn().mockResolvedValue(okResponse);
+
+        backendSrv.rotateToken = jest.fn().mockResolvedValue(okResponse);
+
+        await backendSrv.request({ url, method: 'GET', retry: 0 }).finally(() => {
+          expect(appEventsMock.emit).not.toHaveBeenCalled();
+          expect(logoutMock).not.toHaveBeenCalled();
+          if (config.featureToggles.clientTokenRotation) {
+            expect(backendSrv.rotateToken).toHaveBeenCalledTimes(1);
+          } else {
+            expect(backendSrv.loginPing).toHaveBeenCalledTimes(1);
+          }
+          expect(fetchMock).toHaveBeenCalledTimes(2); // expecting 2 calls because of retry and because the loginPing/tokenRotation is mocked
+        });
       });
     });
 
@@ -486,32 +520,68 @@ describe('backendSrv', () => {
     });
 
     describe('when making an unsuccessful call and conditions for retry are favorable and loginPing does not throw', () => {
-      it('then it should retry', async () => {
-        const { backendSrv, logoutMock, expectRequestCallChain } = getTestContext({
-          ok: false,
-          status: 401,
-          statusText: 'UnAuthorized',
-          data: { message: 'UnAuthorized' },
-        });
+      const url = '/api/dashboard/';
+      const okResponse = { ok: true, status: 200, statusText: 'OK', data: { message: 'Ok' } };
+      let fetchMock: jest.SpyInstance;
 
-        backendSrv.loginPing = jest
-          .fn()
-          .mockResolvedValue({ ok: true, status: 200, statusText: 'OK', data: { message: 'Ok' } });
-        const url = '/api/dashboard/';
+      afterEach(() => {
+        fetchMock.mockClear();
+      });
 
-        let inspectorPacket: FetchResponse | FetchError;
-        backendSrv.getInspectorStream().subscribe({
-          next: (rsp) => (inspectorPacket = rsp),
-        });
+      afterAll(() => {
+        fetchMock.mockRestore();
+        config.featureToggles.clientTokenRotation = false;
+      });
 
-        await backendSrv.datasourceRequest({ url, method: 'GET', retry: 0 }).catch((error) => {
-          expect(error.status).toBe(401);
-          expect(error.statusText).toBe('UnAuthorized');
-          expect(error.data).toEqual({ message: 'UnAuthorized' });
-          expect(inspectorPacket).toBe(error);
-          expect(backendSrv.loginPing).toHaveBeenCalledTimes(1);
+      it.each`
+        clientTokenRotation
+        ${true}
+        ${false}
+      `('then it should retry (clientTokenRotation = %s)', async ({ clientTokenRotation }) => {
+        config.featureToggles.clientTokenRotation = clientTokenRotation;
+
+        fetchMock = jest
+          .spyOn(global, 'fetch')
+          .mockRejectedValueOnce({
+            ok: false,
+            status: 401,
+            statusText: 'UnAuthorized',
+            headers: new Map(),
+            text: jest.fn().mockResolvedValue(JSON.stringify({ test: 'hello world' })),
+            data: { message: 'UnAuthorized' },
+            url,
+          })
+          .mockResolvedValueOnce({
+            ok: true,
+            status: 200,
+            headers: new Map(),
+            text: jest.fn().mockResolvedValue(JSON.stringify({ test: 'hello world' })),
+            data: { message: 'OK' },
+            url,
+          } as unknown as Response);
+
+        const { backendSrv, logoutMock } = getTestContext(
+          {
+            ok: false,
+            status: 401,
+            statusText: 'UnAuthorized',
+            data: { message: 'UnAuthorized' },
+          },
+          false
+        );
+
+        backendSrv.loginPing = jest.fn().mockResolvedValue(okResponse);
+
+        backendSrv.rotateToken = jest.fn().mockResolvedValue(okResponse);
+
+        await backendSrv.datasourceRequest({ url, method: 'GET', retry: 0 }).finally(() => {
           expect(logoutMock).not.toHaveBeenCalled();
-          expectRequestCallChain({ url, method: 'GET', retry: 0 });
+          if (config.featureToggles.clientTokenRotation) {
+            expect(backendSrv.rotateToken).toHaveBeenCalledTimes(1);
+          } else {
+            expect(backendSrv.loginPing).toHaveBeenCalledTimes(1);
+          }
+          expect(fetchMock).toHaveBeenCalledTimes(2); // expecting 2 calls because of retry and because the loginPing/tokenRotation is mocked
         });
       });
     });