diff --git a/.github/workflows/test-integrations-ai.yml b/.github/workflows/test-integrations-ai.yml
index a6995fa268..72a4253744 100644
--- a/.github/workflows/test-integrations-ai.yml
+++ b/.github/workflows/test-integrations-ai.yml
@@ -22,89 +22,6 @@ env:
   CACHED_BUILD_PATHS: |
     ${{ github.workspace }}/dist-serverless
 jobs:
-  test-ai-latest:
-    name: AI (latest)
-    timeout-minutes: 30
-    runs-on: ${{ matrix.os }}
-    strategy:
-      fail-fast: false
-      matrix:
-        python-version: ["3.9","3.11","3.12"]
-        # python3.6 reached EOL and is no longer being supported on
-        # new versions of hosted runners on Github Actions
-        # ubuntu-20.04 is the last version that supported python3.6
-        # see https://github.com/actions/setup-python/issues/544#issuecomment-1332535877
-        os: [ubuntu-22.04]
-    # Use Docker container only for Python 3.6
-    container: ${{ matrix.python-version == '3.6' && 'python:3.6' || null }}
-    steps:
-      - uses: actions/checkout@v5.0.0
-      - uses: actions/setup-python@v5
-        if: ${{ matrix.python-version != '3.6' }}
-        with:
-          python-version: ${{ matrix.python-version }}
-          allow-prereleases: true
-      - name: Setup Test Env
-        run: |
-          pip install "coverage[toml]" tox
-      - name: Erase coverage
-        run: |
-          coverage erase
-      - name: Test anthropic latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-anthropic-latest"
-      - name: Test cohere latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-cohere-latest"
-      - name: Test langchain latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-langchain-latest"
-      - name: Test openai_base latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-openai_base-latest"
-      - name: Test openai_notiktoken latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-openai_notiktoken-latest"
-      - name: Test openai_agents latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-openai_agents-latest"
-      - name: Test huggingface_hub latest
-        run: |
-          set -x # print commands that are executed
-          ./scripts/runtox.sh "py${{ matrix.python-version }}-huggingface_hub-latest"
-      - name: Generate coverage XML (Python 3.6)
-        if: ${{ !cancelled() && matrix.python-version == '3.6' }}
-        run: |
-          export COVERAGE_RCFILE=.coveragerc36
-          coverage combine .coverage-sentry-*
-          coverage xml --ignore-errors
-      - name: Generate coverage XML
-        if: ${{ !cancelled() && matrix.python-version != '3.6' }}
-        run: |
-          coverage combine .coverage-sentry-*
-          coverage xml
-      - name: Upload coverage to Codecov
-        if: ${{ !cancelled() }}
-        uses: codecov/codecov-action@v5.5.0
-        with:
-          token: ${{ secrets.CODECOV_TOKEN }}
-          files: coverage.xml
-          # make sure no plugins alter our coverage reports
-          plugins: noop
-          verbose: true
-      - name: Upload test results to Codecov
-        if: ${{ !cancelled() }}
-        uses: codecov/test-results-action@v1
-        with:
-          token: ${{ secrets.CODECOV_TOKEN }}
-          files: .junitxml
-          verbose: true
   test-ai-pinned:
     name: AI (pinned)
     timeout-minutes: 30
@@ -141,18 +58,22 @@ jobs:
         run: |
           set -x # print commands that are executed
           ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-cohere"
-      - name: Test langchain pinned
+      - name: Test langchain-base pinned
+        run: |
+          set -x # print commands that are executed
+          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-langchain-base"
+      - name: Test langchain-notiktoken pinned
         run: |
           set -x # print commands that are executed
-          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-langchain"
-      - name: Test openai_base pinned
+          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-langchain-notiktoken"
+      - name: Test openai-base pinned
         run: |
           set -x # print commands that are executed
-          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-openai_base"
-      - name: Test openai_notiktoken pinned
+          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-openai-base"
+      - name: Test openai-notiktoken pinned
         run: |
           set -x # print commands that are executed
-          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-openai_notiktoken"
+          ./scripts/runtox.sh --exclude-latest "py${{ matrix.python-version }}-openai-notiktoken"
       - name: Test openai_agents pinned
         run: |
           set -x # print commands that are executed
diff --git a/scripts/populate_tox/config.py b/scripts/populate_tox/config.py
index 65e463a947..0d4d0fe6ee 100644
--- a/scripts/populate_tox/config.py
+++ b/scripts/populate_tox/config.py
@@ -126,6 +126,26 @@
     "huggingface_hub": {
         "package": "huggingface_hub",
     },
+    "langchain-base": {
+        "package": "langchain",
+        "integration_name": "langchain",
+        "deps": {
+            "*": ["openai", "tiktoken", "langchain-openai"],
+            "<=0.1": ["httpx<0.28.0"],
+            ">=0.3": ["langchain-community"],
+        },
+        "include": "<1.0",
+    },
+    "langchain-notiktoken": {
+        "package": "langchain",
+        "integration_name": "langchain",
+        "deps": {
+            "*": ["openai", "langchain-openai"],
+            "<=0.1": ["httpx<0.28.0"],
+            ">=0.3": ["langchain-community"],
+        },
+        "include": "<1.0",
+    },
     "launchdarkly": {
         "package": "launchdarkly-server-sdk",
     },
@@ -139,7 +159,7 @@
     "loguru": {
         "package": "loguru",
     },
-    "openai_base": {
+    "openai-base": {
         "package": "openai",
         "integration_name": "openai",
         "deps": {
@@ -148,7 +168,7 @@
         },
         "python": ">=3.8",
     },
-    "openai_notiktoken": {
+    "openai-notiktoken": {
         "package": "openai",
         "integration_name": "openai",
         "deps": {
diff --git a/scripts/populate_tox/tox.jinja b/scripts/populate_tox/tox.jinja
index 632ce7c71b..2b968b7aa1 100644
--- a/scripts/populate_tox/tox.jinja
+++ b/scripts/populate_tox/tox.jinja
@@ -77,12 +77,6 @@ envlist =
     {py3.9,py3.11,py3.12}-httpx-v{0.25,0.27}
     {py3.9,py3.12,py3.13}-httpx-latest
 
-    # Langchain
-    {py3.9,py3.11,py3.12}-langchain-v0.1
-    {py3.9,py3.11,py3.12}-langchain-v0.3
-    {py3.9,py3.11,py3.12}-langchain-latest
-    {py3.9,py3.11,py3.12}-langchain-notiktoken
-
     # OpenTelemetry (OTel)
     {py3.7,py3.9,py3.12,py3.13}-opentelemetry
 
@@ -231,20 +225,6 @@ deps =
     httpx-v0.27: httpx~=0.27.0
     httpx-latest: httpx
 
-    # Langchain
-    langchain-v0.1: openai~=1.0.0
-    langchain-v0.1: langchain~=0.1.11
-    langchain-v0.1: tiktoken~=0.6.0
-    langchain-v0.1: httpx<0.28.0
-    langchain-v0.3: langchain~=0.3.0
-    langchain-v0.3: langchain-community
-    langchain-v0.3: tiktoken
-    langchain-v0.3: openai
-    langchain-{latest,notiktoken}: langchain
-    langchain-{latest,notiktoken}: langchain-openai
-    langchain-{latest,notiktoken}: openai>=1.6.1
-    langchain-latest: tiktoken~=0.6.0
-
     # OpenTelemetry (OTel)
     opentelemetry: opentelemetry-distro
 
@@ -376,12 +356,13 @@ setenv =
     httpx: TESTPATH=tests/integrations/httpx
     huey: TESTPATH=tests/integrations/huey
     huggingface_hub: TESTPATH=tests/integrations/huggingface_hub
-    langchain: TESTPATH=tests/integrations/langchain
+    langchain-base: TESTPATH=tests/integrations/langchain
+    langchain-notiktoken: TESTPATH=tests/integrations/langchain
     launchdarkly: TESTPATH=tests/integrations/launchdarkly
     litestar: TESTPATH=tests/integrations/litestar
     loguru: TESTPATH=tests/integrations/loguru
-    openai_base: TESTPATH=tests/integrations/openai
-    openai_notiktoken: TESTPATH=tests/integrations/openai
+    openai-base: TESTPATH=tests/integrations/openai
+    openai-notiktoken: TESTPATH=tests/integrations/openai
     openai_agents: TESTPATH=tests/integrations/openai_agents
     openfeature: TESTPATH=tests/integrations/openfeature
     opentelemetry: TESTPATH=tests/integrations/opentelemetry
diff --git a/scripts/split_tox_gh_actions/split_tox_gh_actions.py b/scripts/split_tox_gh_actions/split_tox_gh_actions.py
index 305ceeae76..1c3435f43b 100755
--- a/scripts/split_tox_gh_actions/split_tox_gh_actions.py
+++ b/scripts/split_tox_gh_actions/split_tox_gh_actions.py
@@ -61,9 +61,10 @@
     "AI": [
         "anthropic",
         "cohere",
-        "langchain",
-        "openai_base",
-        "openai_notiktoken",
+        "langchain-base",
+        "langchain-notiktoken",
+        "openai-base",
+        "openai-notiktoken",
         "openai_agents",
         "huggingface_hub",
     ],
diff --git a/sentry_sdk/integrations/__init__.py b/sentry_sdk/integrations/__init__.py
index e2eadd523d..6f0109aced 100644
--- a/sentry_sdk/integrations/__init__.py
+++ b/sentry_sdk/integrations/__init__.py
@@ -141,7 +141,7 @@ def iter_default_integrations(with_auto_enabling_integrations):
     "graphene": (3, 3),
     "grpc": (1, 32, 0),  # grpcio
     "huggingface_hub": (0, 22),
-    "langchain": (0, 0, 210),
+    "langchain": (0, 1, 0),
     "launchdarkly": (9, 8, 0),
     "loguru": (0, 7, 0),
     "openai": (1, 0, 0),
diff --git a/tox.ini b/tox.ini
index eea115876b..0898bc888f 100644
--- a/tox.ini
+++ b/tox.ini
@@ -10,7 +10,7 @@
 # The file (and all resulting CI YAMLs) then need to be regenerated via
 # "scripts/generate-test-files.sh".
 #
-# Last generated: 2025-09-01T14:09:50.564158+00:00
+# Last generated: 2025-09-02T10:59:55.249513+00:00
 
 [tox]
 requires =
@@ -77,12 +77,6 @@ envlist =
     {py3.9,py3.11,py3.12}-httpx-v{0.25,0.27}
     {py3.9,py3.12,py3.13}-httpx-latest
 
-    # Langchain
-    {py3.9,py3.11,py3.12}-langchain-v0.1
-    {py3.9,py3.11,py3.12}-langchain-v0.3
-    {py3.9,py3.11,py3.12}-langchain-latest
-    {py3.9,py3.11,py3.12}-langchain-notiktoken
-
     # OpenTelemetry (OTel)
     {py3.7,py3.9,py3.12,py3.13}-opentelemetry
 
@@ -138,15 +132,23 @@ envlist =
     {py3.9,py3.11,py3.12}-cohere-v5.13.12
     {py3.9,py3.11,py3.12}-cohere-v5.17.0
 
-    {py3.8,py3.11,py3.12}-openai_base-v1.0.1
-    {py3.8,py3.11,py3.12}-openai_base-v1.35.15
-    {py3.8,py3.11,py3.12}-openai_base-v1.69.0
-    {py3.8,py3.12,py3.13}-openai_base-v1.102.0
+    {py3.9,py3.11,py3.12}-langchain-base-v0.1.20
+    {py3.9,py3.11,py3.12}-langchain-base-v0.2.17
+    {py3.9,py3.12,py3.13}-langchain-base-v0.3.27
+
+    {py3.9,py3.11,py3.12}-langchain-notiktoken-v0.1.20
+    {py3.9,py3.11,py3.12}-langchain-notiktoken-v0.2.17
+    {py3.9,py3.12,py3.13}-langchain-notiktoken-v0.3.27
 
-    {py3.8,py3.11,py3.12}-openai_notiktoken-v1.0.1
-    {py3.8,py3.11,py3.12}-openai_notiktoken-v1.35.15
-    {py3.8,py3.11,py3.12}-openai_notiktoken-v1.69.0
-    {py3.8,py3.12,py3.13}-openai_notiktoken-v1.102.0
+    {py3.8,py3.11,py3.12}-openai-base-v1.0.1
+    {py3.8,py3.11,py3.12}-openai-base-v1.35.15
+    {py3.8,py3.11,py3.12}-openai-base-v1.69.0
+    {py3.8,py3.12,py3.13}-openai-base-v1.102.0
+
+    {py3.8,py3.11,py3.12}-openai-notiktoken-v1.0.1
+    {py3.8,py3.11,py3.12}-openai-notiktoken-v1.35.15
+    {py3.8,py3.11,py3.12}-openai-notiktoken-v1.69.0
+    {py3.8,py3.12,py3.13}-openai-notiktoken-v1.102.0
 
     {py3.10,py3.11,py3.12}-openai_agents-v0.0.19
     {py3.10,py3.12,py3.13}-openai_agents-v0.1.0
@@ -412,20 +414,6 @@ deps =
     httpx-v0.27: httpx~=0.27.0
     httpx-latest: httpx
 
-    # Langchain
-    langchain-v0.1: openai~=1.0.0
-    langchain-v0.1: langchain~=0.1.11
-    langchain-v0.1: tiktoken~=0.6.0
-    langchain-v0.1: httpx<0.28.0
-    langchain-v0.3: langchain~=0.3.0
-    langchain-v0.3: langchain-community
-    langchain-v0.3: tiktoken
-    langchain-v0.3: openai
-    langchain-{latest,notiktoken}: langchain
-    langchain-{latest,notiktoken}: langchain-openai
-    langchain-{latest,notiktoken}: openai>=1.6.1
-    langchain-latest: tiktoken~=0.6.0
-
     # OpenTelemetry (OTel)
     opentelemetry: opentelemetry-distro
 
@@ -516,22 +504,37 @@ deps =
     cohere-v5.13.12: cohere==5.13.12
     cohere-v5.17.0: cohere==5.17.0
 
-    openai_base-v1.0.1: openai==1.0.1
-    openai_base-v1.35.15: openai==1.35.15
-    openai_base-v1.69.0: openai==1.69.0
-    openai_base-v1.102.0: openai==1.102.0
-    openai_base: pytest-asyncio
-    openai_base: tiktoken
-    openai_base-v1.0.1: httpx<0.28
-    openai_base-v1.35.15: httpx<0.28
-
-    openai_notiktoken-v1.0.1: openai==1.0.1
-    openai_notiktoken-v1.35.15: openai==1.35.15
-    openai_notiktoken-v1.69.0: openai==1.69.0
-    openai_notiktoken-v1.102.0: openai==1.102.0
-    openai_notiktoken: pytest-asyncio
-    openai_notiktoken-v1.0.1: httpx<0.28
-    openai_notiktoken-v1.35.15: httpx<0.28
+    langchain-base-v0.1.20: langchain==0.1.20
+    langchain-base-v0.2.17: langchain==0.2.17
+    langchain-base-v0.3.27: langchain==0.3.27
+    langchain-base: openai
+    langchain-base: tiktoken
+    langchain-base: langchain-openai
+    langchain-base-v0.3.27: langchain-community
+
+    langchain-notiktoken-v0.1.20: langchain==0.1.20
+    langchain-notiktoken-v0.2.17: langchain==0.2.17
+    langchain-notiktoken-v0.3.27: langchain==0.3.27
+    langchain-notiktoken: openai
+    langchain-notiktoken: langchain-openai
+    langchain-notiktoken-v0.3.27: langchain-community
+
+    openai-base-v1.0.1: openai==1.0.1
+    openai-base-v1.35.15: openai==1.35.15
+    openai-base-v1.69.0: openai==1.69.0
+    openai-base-v1.102.0: openai==1.102.0
+    openai-base: pytest-asyncio
+    openai-base: tiktoken
+    openai-base-v1.0.1: httpx<0.28
+    openai-base-v1.35.15: httpx<0.28
+
+    openai-notiktoken-v1.0.1: openai==1.0.1
+    openai-notiktoken-v1.35.15: openai==1.35.15
+    openai-notiktoken-v1.69.0: openai==1.69.0
+    openai-notiktoken-v1.102.0: openai==1.102.0
+    openai-notiktoken: pytest-asyncio
+    openai-notiktoken-v1.0.1: httpx<0.28
+    openai-notiktoken-v1.35.15: httpx<0.28
 
     openai_agents-v0.0.19: openai-agents==0.0.19
     openai_agents-v0.1.0: openai-agents==0.1.0
@@ -833,12 +836,13 @@ setenv =
     httpx: TESTPATH=tests/integrations/httpx
     huey: TESTPATH=tests/integrations/huey
     huggingface_hub: TESTPATH=tests/integrations/huggingface_hub
-    langchain: TESTPATH=tests/integrations/langchain
+    langchain-base: TESTPATH=tests/integrations/langchain
+    langchain-notiktoken: TESTPATH=tests/integrations/langchain
     launchdarkly: TESTPATH=tests/integrations/launchdarkly
     litestar: TESTPATH=tests/integrations/litestar
     loguru: TESTPATH=tests/integrations/loguru
-    openai_base: TESTPATH=tests/integrations/openai
-    openai_notiktoken: TESTPATH=tests/integrations/openai
+    openai-base: TESTPATH=tests/integrations/openai
+    openai-notiktoken: TESTPATH=tests/integrations/openai
     openai_agents: TESTPATH=tests/integrations/openai_agents
     openfeature: TESTPATH=tests/integrations/openfeature
     opentelemetry: TESTPATH=tests/integrations/opentelemetry