Bosentan

Endothelin Receptor Antagonist — CARDIOVASCULAR SYSTEM

Key facts

Bosentan is an ofp drug in the Endothelin Receptor Antagonist class catalogued in DrugCentral. It was first approved by the FDA in 2001. Its mechanism of action is classified as Cytochrome P450 2C9 Inducers, Cytochrome P450 3A Inducers and Endothelin Receptor Antagonists. DrugCentral lists 9 molecular targets, including Ednra, EDNRA and EDNRA. Recorded indications include Pulmonary arterial hypertension, Pulmonary hypertension and Systemic sclerosis.

• Approval status: ofp (first approved 2001 by the FDA).
• Drug class: Endothelin Receptor Antagonist.
• Mechanism of action: Cytochrome P450 2C9 Inducers; Cytochrome P450 3A Inducers; Endothelin Receptor Antagonists.
• Molecular targets: Ednra, EDNRA, EDNRA and EDNRB (9 listed in DrugCentral).
• Indications: Pulmonary arterial hypertension, Pulmonary hypertension and Systemic sclerosis.
• ATC code: C02KX01 (Antihypertensives for pulmonary arterial hypertension).
• Molecular formula: C27H29N5O6S; molecular weight 551.62 g/mol.

Indications & contraindications

Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).

Indications (3)

• Pulmonary arterial hypertension
• Pulmonary hypertension
• Systemic sclerosis

Contraindications (13)

• Anemia
• Breastfeeding (mother)
• Decompensated cardiac failure
• Disease of liver
• Drug-induced hepatitis
• Edema
• Hepatic failure
• Hyperbilirubinemia
• Liver function tests abnormal
• Pregnancy, function
• Pulmonary edema
• Pulmonary veno-occlusive disease
• Thrombocytopenic disorder

Mechanism & targets

• Mechanism of action (MoA): Cytochrome P450 2C9 Inducers; Cytochrome P450 3A Inducers; Endothelin Receptor Antagonists
• Established pharmacologic class: Endothelin Receptor Antagonist

Molecular targets (9)

Target	Gene	Action	Activity
Endothelin-1 receptor	Ednra	unknown	Ki 8.19
Endothelin-1 receptor	EDNRA	antagonist	Ki 8.19
Endothelin-1 receptor	EDNRA	unknown	IC50 8.12
Endothelin B receptor	EDNRB	antagonist	Ki 7.10
Endothelin B receptor	Ednrb	unknown	IC50 7.02
Bile salt export pump	Abcb11	unknown	IC50 4.51
Bile salt export pump	ABCB11	unknown	IC50 4.42
Deoxyhypusine synthase	DHPS	unknown	IC50 4.22
Nuclear receptor subfamily 1 group I member 2	NR1I2	unknown	—

Regulatory approvals (2)

Date	Agency	Marketed as	Applicant	Orphan
2002-05-14	EMA	—	Janssen-Cilag International N.V.
2001-11-20	FDA	—	ACTELION PHARMS LTD	Yes

ATC classification

ATC code	Therapeutic hierarchy
C02KX01	CARDIOVASCULAR SYSTEM › ANTIHYPERTENSIVES › OTHER ANTIHYPERTENSIVES › Antihypertensives for pulmonary arterial hypertension

Reported adverse-event signals

Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.

MedDRA term	LLR
Death	9119.1
Dyspnoea	2561.2
Right ventricular failure	2311.5
Fluid retention	1421.1
Aspartate aminotransferase increased	1257.7
Pulmonary hypertension	1192.2
Alanine aminotransferase increased	1079.1
Liver function test abnormal	1058.0
Blood alkaline phosphatase increased	842.3
Lung transplant	821.1
Transfusion	818.7
Drug ineffective	737.4

Chemical structure

• Molecular formula: C₂₇H₂₉N₅O₆S
• Molecular weight: 551.62 g/mol
• CAS number: 147536-97-8
• InChIKey: GJPICJJJRGTNOD-UHFFFAOYSA-N
• PubChem CID: 104865

COC1=C(OC2=C(OCCO)N=C(N=C2NS(=O)(=O)C2=CC=C(C=C2)C(C)(C)C)C2=NC=CC=N2)C=CC=C1

Frequently asked questions

Answers are generated from the structured data on this page, not written by hand.

What is Bosentan used for?

DrugCentral lists the following indications for Bosentan: Pulmonary arterial hypertension, Pulmonary hypertension and Systemic sclerosis.

How does Bosentan work?

Bosentan is classified as Cytochrome P450 2C9 Inducers, Cytochrome P450 3A Inducers and Endothelin Receptor Antagonists; its molecular targets in DrugCentral include Ednra, EDNRA (antagonist), EDNRA and EDNRB (antagonist).

When was Bosentan first approved?

Bosentan was first approved by the FDA in 2001.

What drug class does Bosentan belong to?

Bosentan is in the Endothelin Receptor Antagonist class.

What is the chemical formula of Bosentan?

Bosentan has the molecular formula C27H29N5O6S and a molecular weight of 551.62 g/mol.

Sources

• DrugCentral drug card 392 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL957 — compound record and bioactivity
• PubChem CID 104865 — chemical identifiers
• DrugBank DB00559 — drug record
• FDA UNII Q326023R30 — substance identity
• DailyMed: FDA labels for Bosentan — current prescribing information (label search)
• UniProt P25101 (EDNRA) — target protein
• UniProt P24530 (EDNRB) — target protein
• UniProt O95342 (ABCB11) — target protein
• UniProt P49366 (DHPS) — target protein
• UniProt O75469 (NR1I2) — target protein
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral

How this page is built: methodology · editorial policy & corrections.