thalidomide
Immunomodulatory drug known for its ability to cause birth defects
Also known as K-17 · 1,3-dioxo-2-(2,6-dioxopiperidin-3-yl)isoindoline · N-(2,6-dioxo-3-piperidyl)phthalimide · (±)-thalidomide · 3-Phthalimidoglutarimide · N-Phthalyl-glutaminsaeure-imid
- Instance of
- Subclass of
Overview
All data
134 statements · 57% with external sources · numbers in brackets are citations
- Formula
- C₁₃H₁₀N₂O₄
1
- C₁₃H₁₀N₂O₄
- Medical condition treated
- Bellini duct carcinoma
1
- leprosy
1
- graft-versus-host disease
1
- rheumatoid arthritis
1
- erythema nodosum
1
- multiple myeloma
1
- Letterer–Siwe disease
1
- Behçet's disease
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
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- aphthous stomatitis
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- macroglobulinemia
1
- Crohn's colitis
1
- amyloidosis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- lepromatous leprosy
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- neurodermatitis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- Waldenström macroglobulinemia
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- myelodysplastic syndrome
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- cutaneous lupus erythematosus
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- pyoderma gangrenosum
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- myelofibrosis
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- multiple myeloma(since 1998) approved by: United States Food and Drug Administration
1
Sources- 1.Stated in Inxight: Drugs Databasedrugs.ncats.io/drug/4Z8R6ORS6LRetrieved 2018-11-02
- Bellini duct carcinoma
- Canonical SMILES
- C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
1
- C1CC(=O)NC(=O)C1N2C(=O)C3=CC=CC=C3C2=O
- Mass
- 258.0641 Da
1
- 258.0641 Da
- Defined daily dose
- 0.1 g route of administration: oral administration
- Subject has role
- immunosuppressive drug
1
- teratogen
1
- angiogenesis inhibitor
1
- leprostatic agent
1
- Phocomelia due to thalidomide subject has role: chemical reagent
- developmental toxicant(since 1987)
1
Sources- 1.Stated in California Proposition 65 list of chemicalsoehha.ca.gov/chemicals/thalidomideRetrieved 2020-03-19
- immunosuppressive drug
- MCN code
- 2925.19.10
- Discovered by
- Heinrich Mückter(March 1954)
- LiverTox likelihood score
- LiverTox toxicity likelihood category B
1
Sources- 1.Stated in LiverToxncbi.nlm.nih.gov/books/n/livertox/Thalidomide_LenalidoRetrieved 2021-04-08
- LiverTox toxicity likelihood category B
- Native label
- Thalidomide
- Physically interacts with
- Ring-box 1 subject has role: reaction inhibitor
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL468Retrieved 2023-08-14
- Cullin 4A subject has role: reaction inhibitor
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL468Retrieved 2023-08-14
- Damage specific DNA binding protein 1 subject has role: reaction inhibitor
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL468Retrieved 2023-08-14
- Cereblon subject has role: reaction inhibitor
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL468Retrieved 2023-08-14
- Ring-box 1 subject has role: reaction inhibitor
On other databases
64 identifiers linking thalidomide across the web's reference databases
- Analysis & Policy Observatory term ID96051
- ATC codeL04AX02
- BBC News topic IDcz4pr2gd54lt
- BBC Things ID3c76701f-f206-469c-902b-84a79986b34f
- CA PROP 65 IDthalidomide
- CAMEO Chemicals ID21096
- CAS Registry Number50-35-1
- ChEBI ID74947
- ChEMBL IDCHEMBL468
- ChemSpider ID5233
- Cultureel Woordenboek IDlevenswetenschappen-en-geneeskunde/softenon
- DrugBank IDDB01041
- DrugCentral ID2616
- DSSTOX compound identifierDTXCID402524
- DSSTox substance IDDTXSID9022524
- EC number200-031-1
- ECHA Substance Infocard ID100.000.029
- Electronic Essential Medicines List medicine ID409
- Elhuyar ZTH ID030968
- Encyclopædia Britannica Online IDscience/thalidomide
- Freebase ID/m/0dgqt
- GND ID4184973-5
- Gran Enciclopèdia Catalana IDtalidomida
- Gran Enciclopèdia Catalana ID (former scheme)0144818
- Guide to Pharmacology Ligand ID7327
- Harper's tagthalidomide
- HSDB ID3586
- Human Metabolome Database IDHMDB0015175
- InChIInChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)
- InChIKeyUEJJHQNACJXSKW-UHFFFAOYSA-N
- J9U entity ID987007531870705171
- KBpedia IDThalidomide
- KEGG IDC07910
- Lex IDthalidomid
- Library of Congress Authorities IDsh85134471
- LiverTox IDThalidomide_Lenalido
- MassBank accession IDMSBNK-LCSB-LU042751
- MedlinePlus drug identifiera699032
- MeSH descriptor IDD013792
- MeSH tree codeD02.241.223.805.810.800
- Microsoft Academic ID (discontinued)2779609412
- NDF-RT IDN0000148588
- NDL Authority ID00570209
- NSC number66847
- OpenAlex IDC2779609412
- Probes And Drugs IDPD000977
- PubChem CID5426
- Quora topic IDThalidomide
- RxNorm CUI10432
- ScienceDirect topic IDchemistry/thalidomide
- SPLASHsplash10-0wba-4900000000-77362eaf27267f59650d
- Store medisinske leksikon IDtalidomid
- SureChEMBL ID7581
- TheFreeDictionary medical term IDthalidomide
- UK Parliament thesaurus ID13255
- UMLS CUIC0039736
- UniChem compound ID617936
- UNII4Z8R6ORS6L
- WikiProjectMed IDThalidomide
- WikiSkripta article ID74253
- WordNet 3.1 Synset ID04424602-n
- Yale LUX IDconcept/05a118ad-bcdb-4929-9d24-5555558c8d74
- YSO ID15347
- ZVG number100015