diff --git a/client/src/components/Chat/Input/Files/FileContainer.tsx b/client/src/components/Chat/Input/Files/FileContainer.tsx
index 551f477a84..92381e82a6 100644
--- a/client/src/components/Chat/Input/Files/FileContainer.tsx
+++ b/client/src/components/Chat/Input/Files/FileContainer.tsx
@@ -14,6 +14,7 @@ const FileContainer = ({
   containerClassName,
   onDelete,
   onClick,
+  disabled,
 }: {
   file: Partial<ExtendedFile | TFile>;
   overrideType?: string;
@@ -36,6 +37,7 @@ const FileContainer = ({
   containerClassName?: string;
   onDelete?: () => void;
   onClick?: React.MouseEventHandler<HTMLButtonElement>;
+  disabled?: boolean;
 }) => {
   const fileType = getFileType(overrideType ?? file.type);
   const visibleName = displayName ?? file.filename ?? '';
@@ -47,9 +49,11 @@ const FileContainer = ({
       <button
         type="button"
         onClick={onClick}
+        disabled={disabled}
         aria-label={visibleName}
         className={cn(
           'relative overflow-hidden rounded-2xl border border-border-light bg-surface-hover-alt',
+          disabled && 'cursor-default',
           buttonClassName,
         )}
       >
diff --git a/client/src/components/Chat/Messages/Content/Files.tsx b/client/src/components/Chat/Messages/Content/Files.tsx
index e5e60facb0..a667cae736 100644
--- a/client/src/components/Chat/Messages/Content/Files.tsx
+++ b/client/src/components/Chat/Messages/Content/Files.tsx
@@ -1,9 +1,13 @@
 import { useMemo, useState, useCallback, memo } from 'react';
+import { FileContext, FileSources } from 'librechat-data-provider';
 import type { TFile, TMessage } from 'librechat-data-provider';
 import FileContainer from '~/components/Chat/Input/Files/FileContainer';
 import FilePreviewDialog from './FilePreviewDialog';
 import Image from './Image';
 
+const isUploadAsTextAttachment = (file: Partial<TFile>) =>
+  file.source === FileSources.text && file.context === FileContext.message_attachment;
+
 const Files = ({ message }: { message?: TMessage }) => {
   const imageFiles = useMemo(() => {
     return message?.files?.filter((file) => file.type?.startsWith('image/')) || [];
@@ -24,13 +28,17 @@ const Files = ({ message }: { message?: TMessage }) => {
   return (
     <>
       {otherFiles.length > 0 &&
-        otherFiles.map((file) => (
-          <FileContainer
-            key={file.file_id}
-            file={file as TFile}
-            onClick={() => setSelectedFile(file)}
-          />
-        ))}
+        otherFiles.map((file) => {
+          const previewDisabled = isUploadAsTextAttachment(file);
+          return (
+            <FileContainer
+              key={file.file_id}
+              file={file as TFile}
+              disabled={previewDisabled}
+              onClick={previewDisabled ? undefined : () => setSelectedFile(file)}
+            />
+          );
+        })}
       {imageFiles.length > 0 &&
         imageFiles.map((file) => (
           <Image
diff --git a/client/src/components/Chat/Messages/Content/__tests__/Files.test.tsx b/client/src/components/Chat/Messages/Content/__tests__/Files.test.tsx
new file mode 100644
index 0000000000..19d7d2fbf4
--- /dev/null
+++ b/client/src/components/Chat/Messages/Content/__tests__/Files.test.tsx
@@ -0,0 +1,90 @@
+import React from 'react';
+import { render, screen, fireEvent } from '@testing-library/react';
+import { FileContext, FileSources } from 'librechat-data-provider';
+import type { TFile, TMessage } from 'librechat-data-provider';
+import Files from '../Files';
+
+jest.mock('~/components/Chat/Input/Files/FileContainer', () => ({
+  __esModule: true,
+  default: ({
+    file,
+    disabled,
+    onClick,
+  }: {
+    file: Partial<TFile>;
+    disabled?: boolean;
+    onClick?: React.MouseEventHandler<HTMLButtonElement>;
+  }) => (
+    <button
+      type="button"
+      data-testid={`file-chip-${file.file_id}`}
+      disabled={disabled}
+      onClick={onClick}
+    >
+      {file.filename}
+    </button>
+  ),
+}));
+
+jest.mock('../FilePreviewDialog', () => ({
+  __esModule: true,
+  default: ({ open, fileId }: { open: boolean; fileId?: string }) =>
+    open ? <div data-testid="file-preview-dialog" data-file-id={fileId} /> : null,
+}));
+
+jest.mock('../Image', () => ({
+  __esModule: true,
+  default: ({ altText }: { altText: string }) => <img alt={altText} />,
+}));
+
+const messageWithFile = (file: Partial<TFile>): TMessage =>
+  ({
+    messageId: 'message-1',
+    files: [
+      {
+        file_id: 'file-1',
+        filename: 'example.txt',
+        type: 'text/plain',
+        bytes: 12,
+        ...file,
+      },
+    ],
+  }) as TMessage;
+
+describe('message file previews', () => {
+  it('disables previewing upload-as-text message attachments', () => {
+    render(
+      <Files
+        message={messageWithFile({
+          source: FileSources.text,
+          context: FileContext.message_attachment,
+        })}
+      />,
+    );
+
+    const chip = screen.getByTestId('file-chip-file-1');
+    expect(chip).toBeDisabled();
+
+    fireEvent.click(chip);
+
+    expect(screen.queryByTestId('file-preview-dialog')).not.toBeInTheDocument();
+  });
+
+  it('keeps normal message attachments previewable', () => {
+    render(
+      <Files
+        message={messageWithFile({
+          source: FileSources.local,
+          context: FileContext.message_attachment,
+        })}
+      />,
+    );
+
+    const chip = screen.getByTestId('file-chip-file-1');
+    expect(chip).not.toBeDisabled();
+
+    fireEvent.click(chip);
+
+    expect(screen.getByTestId('file-preview-dialog')).toHaveAttribute('data-file-id', 'file-1');
+  });
+});