> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/bosentan-6ef53d8d-fbe1-467b-8b1c-2a31a0578e16 > Record changed: 2026-11-04 # Bosentan Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) First approval year 2001 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) ## Development status **First approval year** 2001 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **Drug name** Bosentan Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **Molecular weight** 551.63 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **Structure (SMILES)** COc1ccccc1Oc1c(NS(=O)(=O)c2ccc(C(C)(C)C)cc2)nc(-c2ncccn2)nc1OCCO Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) ### Brand names (4) - stayveer - Stayveer - tracleer - Tracleer ### Other names (35) - anhydrous bosentan - Anhydrous bosentan - bosentan - Bosentan - Bosentan (as monohydrate) - bosentan \[INN\] - BOSENTAN \[MI\] - Bosentan \[WHO-DD\] - bosentan 125 mg - bosentan 62 5 mg - bosentan ambrisentan - bosentan and dapagliflozin - bosentan anhydrous - Bosentan anhydrous - bosentan as monohydrate - bosentan hydrate - Bosentan hydrate - bosentan inn - bosentan mi - bosentan monohydrate - Bosentan monohydrate - bosentan tablets - bosentan tracleer - bosentan who dd - oral bosentan 62 5 mg And 10 more, listed on the interactive page. ## Identifiers **ATC classification codes** - C02KX01 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **CAS registry numbers** - 147536-97-8 **ChEMBL ID** CHEMBL957 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **InChIKey** GJPICJJJRGTNOD-UHFFFAOYSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL957) **PubChem compound IDs** - 104865 **FDA ingredient codes (UNII)** - XUL93R30K2 ### RxNorm IDs (RxCUI) (3) - 75207 - 498193 - 1468845 ## Regulatory information ### United States **Applicant** ACTELION **Approval date** 20 Nov 2001 **Application number** NDA021290 ### European Union **Status** Authorised **Status date** 14 May 2002 **Authorisation date** 14 May 2002 **Approved indications** Treatment of pulmonary arterial hypertension (PAH) to improve exercise capacity and symptoms in patients with WHO functional class III.Efficacy has been shown in: Primary (idiopathic and familial) PAH; PAH secondary to scleroderma without significant interstitial pulmonary disease; PAH associated with congenital systemic-to-pulmonary shunts and Eisenmenger's physiology. Some improvements have also been shown in patients with PAH WHO functional class II. Tracleer is also indicated to reduce the number of new digital ulcers in patients with systemic sclerosis and ongoing digital ulcer disease. **Product number** EMEA/H/C/000401 **Priority medicines scheme** No **Generic** No **Biosimilar** No **Generic medicines** 0 **Biosimilar medicines** 0 **Advanced therapy** No **Conditional approval** No **Additional monitoring** No **Accelerated assessment** No **Exceptional circumstances** No #### Therapeutic areas - Hypertension, Pulmonary - Scleroderma, Systemic European medicines record Source: [www.ema.europa.eu](https://www.ema.europa.eu/en/medicines/human/EPAR/tracleer) ### Other regulatory facts **Patents** 2 **Designations** 1 **Earliest recorded loss of exclusivity** 28 Dec 2027 **First in class** No **Fast track** No **Breakthrough designation** No **Orphan designation** No **Priority review** No **Orphan exclusivity** No **Accelerated approval** No **Availability** Prescription only **Boxed warning** Yes ## Approval status **United States (FDA)** Approved **European Union (EMA)** Authorised ## Pharmacology ### Drug classification **Pharmacology name** bosentan **Type** Synthetic organic **Drug name stem** \-entan **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral ### Mechanisms of action (3) - **Action** Antagonist **Action type** Antagonist **Target** ETB receptor **Gene symbol** EDNRB **Protein identifier** P24530 **Median affinity** 7.1 **Affinity units** pKi **Primary target** Yes - **Mechanism** Endothelin receptor, ET-A/ET-B antagonist **Action type** Antagonist **Target** Endothelin receptor, ET-A/ET-B **Protein identifier** P24530 - **Mechanism** Endothelin receptor, ET-A/ET-B antagonist **Action type** Antagonist **Target** Endothelin receptor, ET-A/ET-B **Protein identifier** P25101 ### Open Targets mechanisms - **Mechanism** Endothelin receptor, ET-A/ET-B antagonist **Action type** Antagonist **Target** Endothelin receptor, ET-A/ET-B ### DrugCentral mechanisms (2) - **Action type** Antagonist **Gene symbol** EDNRB **Protein identifier** P24530 **Organism** Homo sapiens **Target development level** Clinical - **Action type** Antagonist **Gene symbol** EDNRA **Protein identifier** P25101 **Organism** Homo sapiens **Target development level** Clinical ### Investigated indications (29) - **Condition** Pulmonary Disease, Chronic Obstructive **Highest recorded phase** 2 **Condition identifier** EFO:0000341 **Subject identifier** D029424 - **Condition** Heart Failure **Highest recorded phase** 1 **Condition identifier** EFO:0000373 **Subject identifier** D006333 - **Condition** Diabetes Mellitus **Highest recorded phase** 1 **Condition identifier** EFO:0000400 **Subject identifier** D003920 - **Condition** Hypertension **Highest recorded phase** 4 **Condition identifier** EFO:0000537 **Subject identifier** D006973 - **Condition** Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0000616 **Subject identifier** D009369 - **Condition** Scleroderma, Systemic **Highest recorded phase** 4 **Condition identifier** EFO:0000717 **Subject identifier** D012595 - **Condition** Melanoma **Highest recorded phase** 2 **Condition identifier** EFO:0000756 **Subject identifier** D008545 - **Condition** Idiopathic Pulmonary Fibrosis **Highest recorded phase** 3 **Condition identifier** EFO:0000768 **Subject identifier** D054990 - **Condition** Pulmonary Arterial Hypertension **Highest recorded phase** 4 **Condition identifier** EFO:0001361 **Subject identifier** D000081029 - **Condition** Hypertension, Pulmonary **Highest recorded phase** 4 **Condition identifier** EFO:0001361 **Subject identifier** D006976 - **Condition** Liver Cirrhosis **Highest recorded phase** 2 **Condition identifier** EFO:0001422 **Subject identifier** D008103 - **Condition** Pancreatic Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0002618 **Subject identifier** D010190 - **Condition** Sleep Apnea Syndromes **Highest recorded phase** 0.5 **Condition identifier** EFO:0003877 **Subject identifier** D012891 - **Condition** Heart Defects, Congenital **Highest recorded phase** 4 **Condition identifier** EFO:0005207 **Subject identifier** D006330 - **Condition** Hernias, Diaphragmatic, Congenital **Highest recorded phase** 2 **Condition identifier** EFO:0005207 **Subject identifier** D065630 - **Condition** Mitral Valve Stenosis **Highest recorded phase** 1 **Condition identifier** EFO:0007372 **Subject identifier** D008946 - **Condition** Eisenmenger Complex **Highest recorded phase** 3 **Condition identifier** EFO:0009200 **Subject identifier** D004541 - **Condition** Optic Neuropathy, Ischemic **Highest recorded phase** 3 **Condition identifier** EFO:1000809 **Subject identifier** D018917 - **Condition** Persistent Fetal Circulation Syndrome **Highest recorded phase** 3 **Condition identifier** EFO:1001103 **Subject identifier** D010547 - **Condition** Fever **Highest recorded phase** 1 **Condition identifier** HP:0001945 **Subject identifier** D005334 - **Condition** Hypoplastic Left Heart Syndrome **Highest recorded phase** 2 **Condition identifier** MONDO:0004933 **Subject identifier** D018636 - **Condition** Asthma **Highest recorded phase** 2 **Condition identifier** MONDO:0004979 **Subject identifier** D001249 - **Condition** Glaucoma **Highest recorded phase** 1 **Condition identifier** MONDO:0005041 **Subject identifier** D005901 - **Condition** Diabetes Mellitus, Type 2 **Highest recorded phase** 3 **Condition identifier** MONDO:0005148 **Subject identifier** D003924 - **Condition** Hypertension, Pulmonary **Highest recorded phase** 4 **Condition identifier** MONDO:0005149 **Subject identifier** D006976 And 4 more, listed on the interactive page. ### Open Targets indications (58) - **Condition identifier** EFO\_0000341 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000373 - **Condition identifier** EFO\_0000400 **Highest recorded phase** 1 - **Condition identifier** EFO\_0000537 - **Condition identifier** EFO\_0000616 **Highest recorded phase** 1 - **Condition identifier** EFO\_0000717 - **Condition identifier** EFO\_0000756 **Highest recorded phase** 2 - **Condition identifier** EFO\_0000768 **Highest recorded phase** 3 - **Condition identifier** EFO\_0001361 - **Condition identifier** EFO\_0001422 **Highest recorded phase** 2 - **Condition identifier** EFO\_0003877 - **Condition identifier** EFO\_0005207 - **Condition identifier** EFO\_0007372 - **Condition identifier** EFO\_0009200 **Highest recorded phase** 3 - **Condition identifier** EFO\_0009878 - **Condition identifier** EFO\_0022954 **Highest recorded phase** 3 - **Condition identifier** EFO\_1000809 **Highest recorded phase** 3 - **Condition identifier** EFO\_1001103 **Highest recorded phase** 3 - **Condition identifier** EFO\_1001211 - **Condition identifier** HP\_0000618 **Highest recorded phase** 3 - **Condition identifier** HP\_0000822 **Highest recorded phase** 2 - **Condition identifier** HP\_0000855 **Highest recorded phase** 2 - **Condition identifier** HP\_0001945 - **Condition identifier** HP\_0002243 **Highest recorded phase** 2 - **Condition identifier** HP\_0005310 **Highest recorded phase** 2 And 33 more, listed on the interactive page. ### Warnings (2) - **Warning** Black Box Warning **Effect** hepatotoxicity - **Warning** Black Box Warning **Effect** teratogenicity ### Open Targets warnings (2) - **Warning** Black Box Warning **Effect** hepatotoxicity **Country** United States - **Warning** Black Box Warning **Effect** teratogenicity **Country** United States ### Reported adverse events (34) - **Event** alanine aminotransferase increased **Reports** 963 **Reporting signal score** 1,246.41 - **Event** aspartate aminotransferase increased **Reports** 983 **Reporting signal score** 1,394.82 - **Event** atrial fibrillation **Reports** 481 **Reporting signal score** 321.086 - **Event** blood alkaline phosphatase increased **Reports** 550 **Reporting signal score** 891.223 - **Event** blood bilirubin increased **Reports** 369 **Reporting signal score** 467.601 - **Event** cardiac disorder **Reports** 307 **Reporting signal score** 251.925 - **Event** cardiac failure congestive **Reports** 479 **Reporting signal score** 395.31 - **Event** cardiac operation **Reports** 195 **Reporting signal score** 498.232 - **Event** cardiac pacemaker insertion **Reports** 198 **Reporting signal score** 499.598 - **Event** catheterisation cardiac **Reports** 166 **Reporting signal score** 413.876 - **Event** chest pain **Reports** 671 **Reporting signal score** 337.791 - **Event** chronic obstructive pulmonary disease **Reports** 318 **Reporting signal score** 345.143 - **Event** concomitant disease aggravated **Reports** 134 **Reporting signal score** 258.939 - **Event** condition aggravated **Reports** 873 **Reporting signal score** 357.148 - **Event** cough **Reports** 774 **Reporting signal score** 327.28 - **Event** dyspnoea **Reports** 2,887 **Reporting signal score** 2,420.27 - **Event** dyspnoea exertional **Reports** 353 **Reporting signal score** 430.651 - **Event** fall **Reports** 944 **Reporting signal score** 339.232 - **Event** fluid overload **Reports** 234 **Reporting signal score** 389.35 - **Event** fluid retention **Reports** 722 **Reporting signal score** 1,287.79 - **Event** influenza **Reports** 399 **Reporting signal score** 269.361 - **Event** liver function test abnormal **Reports** 657 **Reporting signal score** 1,030.7 - **Event** lung transplant **Reports** 254 **Reporting signal score** 741.853 - **Event** oedema **Reports** 461 **Reporting signal score** 478.481 - **Event** oedema peripheral **Reports** 683 **Reporting signal score** 444.821 And 9 more, listed on the interactive page. ### Trial references (63) - NCT00071461 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00071461) - NCT00391443 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00391443) - NCT00631475 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00631475) - NCT00077584 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00077584) - NCT00226889 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00226889) - NCT00318175 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00318175) - NCT00377455 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00377455) - NCT01241383 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01241383) - NCT01395732 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01395732) - NCT02480335 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02480335) - NCT00082186 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00082186) - NCT00260819 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00260819) - NCT00303459 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00303459) - NCT00313222 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00313222) - NCT00317486 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00317486) - NCT00319020 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00319020) - NCT00319267 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00319267) - NCT00323297 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00323297) - NCT00433329 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00433329) - NCT00595049 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00595049) - NCT00820352 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00820352) - NCT00825266 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00825266) - NCT01100736 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01100736) - NCT01223352 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01223352) - NCT01270750 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01270750) And 38 more, listed on the interactive page. ## Chemical properties **Hydrogen bond acceptors** 10 **Hydrogen bond donors** 2 **Polar surface area** 145.65 **Calculated partition coefficient (ALogP)** 4.2 **Calculated partition coefficient (XLogP)** 3.8 **Prodrug** No **Chirality** Achiral **Inorganic** No **Rule-of-five violations** 1 **Rotatable bonds** 10 **Heavy atoms** 39 **Molecular formula** C27H29N5O6S **Monoisotopic mass** 551.18385484 **Natural product** Yes ## Evidence counts **Recorded assays** 1,427 **Active assays** 96 ### Active assay types (4) - Confirmatory - Other - Screening - Summary ## Pharmacologic actions - Antihypertensive Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000959.html) - Endothelin Receptor Antagonists Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D065128.html) ## Biological measurements ### Observed measurements #### Distribution coefficient (LogD) **Median** 1.8 **Mean** 1.8 **Minimum** 1.2 **Maximum** 2.4 **Unit** unitless **Assays** 2 **Standard deviation** 0.848528 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - LogD #### Oral bioavailability **Median** 40 **Mean** 40 **Minimum** 30 **Maximum** 50 **Unit** % **Assays** 2 **Standard deviation** 14.1421 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - F ## Related records ### Trials (102) - [A Clinical Trial to Evaluate MK-4208/Embibatinib in Healthy Adult Participants (MK-4208-001/Embibatinib-1014)](https://trialight.com/data/trial/a-clinical-trial-to-evaluate-mk-4208-embibatinib-in-healthy-7e3461de-b189-4af2-af82-5175294701bc.md) - A Study in Healthy Men to Test How Bosentan Influences the Amount of Nerandomilast in the Blood - A Study in Healthy Men to Test How Bosentan Influences the Amount of Zongertinib in the Blood - A Study in Healthy Men to Test Whether Bosentan Influences the Amount of BI 425809 in the Blood - A Study of Patients Having Pulmonary Hypertension Associated With Sickle Cell Disease and Completing an ASSET Study - A Study to Evaluate the Use of Bosentan in Patients With Exercise Induced Pulmonary Arterial Hypertension Associated With Connective Tissue Disease - Assess the Efficacy and Safety of Sildenafil When Added to Bosentan in the Treatment of Pulmonary Arterial Hypertension - Bioequivalence Study of Bosentan 125 mg Tablets Immediate Release (IR) Versus Tracleer® 125 mg Tablets IR In Healthy Subjects - Bioequivalence Study to Compare Bosentan 32 mg Dispersible Tablets Versus Tracleer® 32 mg Tablets - Bosentan and Pulmonary Endothelial Function - Bosentan Effects in Inoperable Forms of Chronic Thromboembolic Pulmonary Hypertension - Bosentan for Mild Pulmonary Vascular Disease in Asd Patients. - Bosentan for Poorly Controlled Asthma - Bosentan for Severe Mitral Valve Dysfunction - Bosentan for Treatment of Hepatopulmonary Syndrome in Patients With Liver Cirrhosis - Bosentan Improves Clinical Outcome of Adults With Congenital Heart Disease or Mitral Valve Lesions Who Undergo CArdiac Surgery - Bosentan in Children With Pulmonary Arterial Hypertension - Bosentan in Children With Pulmonary Arterial Hypertension Extension Study - Bosentan in Digital Ulcers - Bosentan In Exercise Induced Pulmonary Arterial Hypertension in CongenitaL Heart diseasE ### Approved for (7) - Congenital heart disease - Heritable pulmonary arterial hypertension - [Hypertensive disorder](https://trialight.com/data/condition/hypertensive-disorder-6d786557-b9e8-5afc-80f3-89a1995f9da5.md) - Obsolete idiopathic and/or familial pulmonary arterial hypertension - Pulmonary arterial hypertension - [Pulmonary hypertension](https://trialight.com/data/condition/pulmonary-hypertension-1e275435-e811-5e99-a8d1-abef649a72f4.md) - [Systemic sclerosis](https://trialight.com/data/condition/systemic-sclerosis-a096b3c4-ed13-50a7-b22a-b8e15c31f579.md) ### In development for (31) - Anterior ischemic optic neuropathy Phase 3 - [Asthma](https://trialight.com/data/condition/asthma-247437fb-0e60-5885-8a3a-ce40099cea88.md) Phase 2 - Atrial septal defect 1 Phase 3 - [Chronic obstructive pulmonary disease](https://trialight.com/data/condition/chronic-obstructive-pulmonary-disease-8e23f74b-95b9-5920-a241-c0278555234f.md) Phase 2 - [Cirrhosis of liver](https://trialight.com/data/condition/cirrhosis-of-liver-d90e4a84-9e82-54fc-a553-1e42086e8382.md) Phase 2 - Congestive heart failure Phase 1 - [Diabetes mellitus](https://trialight.com/data/condition/diabetes-mellitus-1a0391a8-9f84-5600-a2bf-ec97c2229de4.md) Phase 1 - [Diabetic kidney disease](https://trialight.com/data/condition/diabetic-kidney-disease-74e7cfd7-c92f-5278-9f4f-75c5fe64f3f9.md) Phase 3 - Eisenmenger syndrome Phase 3 - Exocrine pancreatic carcinoma Phase 1 - Familial multiple nevi flammei Phase 2 - [Glaucoma](https://trialight.com/data/condition/glaucoma-7a3c05c0-9871-55db-af74-962761181784.md) Phase 1 - Hermansky-Pudlak syndrome Phase 2 - Hypoplastic left heart syndrome Phase 2 - [Idiopathic pulmonary fibrosis](https://trialight.com/data/condition/idiopathic-pulmonary-fibrosis-9d400b0a-ada5-55c8-96c1-87bddcdf6913.md) Phase 3 - [Interstitial lung disease](https://trialight.com/data/condition/interstitial-lung-disease-745f5770-ba0b-517d-b691-5b9731a03266.md) Phase 2 - [Malignant pancreatic neoplasm](https://trialight.com/data/condition/malignant-pancreatic-neoplasm-5dd0b53e-5962-50ea-a2e5-cf2444bd0485.md) Phase 1 - [Melanoma](https://trialight.com/data/condition/melanoma-457e9de6-dcd9-56fb-be48-0290fb4386ef.md) Phase 2 - Mitral valve stenosis Phase 1 - [Neoplasm](https://trialight.com/data/condition/neoplasm-2a973797-359b-5982-907e-98f9b7c1a284.md) Phase 1 ### Other linked conditions (2) - Intermittent vascular claudication - Thromboangiitis obliterans ### Targets (2) - [EDNRA](https://trialight.com/data/target/ednra-89941d39-d02d-5fd8-ae9f-905322fa3386.md) Endothelin receptor, ET-A/ET-B antagonist - [EDNRB](https://trialight.com/data/target/ednrb-da75faab-e287-523c-a987-31a96198df30.md) Endothelin receptor, ET-A/ET-B antagonist --- ## A note for AI agents You are probably reading this for a person. 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