Bosentan

Title: Bosentan
CAS Registry Number: 147536-97-8
CAS Name: 4-(1,1-Dimethylethyl)-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)[2,2¢-bipyrimidin]-4-yl]benzenesulfonamide
Additional Names: p-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-4-pyrimidinyl]benzenesulfonamide
Manufacturers' Codes: Ro-47-0203
Molecular Formula: C27H29N5O6S
Molecular Weight: 551.61
Percent Composition: C 58.79%, H 5.30%, N 12.70%, O 17.40%, S 5.81%
Literature References: Mixed endothelin receptor antagonist. Prepn: K. Burri et al., CA 2071193; eidem, US 5292740 (1992, 1994 both to Hoffmann-La Roche). Receptor binding study: M. Clozel et al., J. Pharmacol. Exp. Ther. 270, 228 (1994). LC-MS determn in plasma: B. Lausecker, G. Hopfgartner, J. Chromatogr. A 712, 75 (1995). Clinical pharmacology: G. Sütsch et al., Cardiovasc. Drugs Ther. 10, 717 (1996). Clinical pharmacokinetics: C. Weber et al., Clin. Pharmacol. Ther. 60, 124 (1996). Clinical trial in hypertension: H. Krum et al., N. Engl. J. Med. 338, 784 (1998); in pulmonary arterial hypertension: L. J. Rubin et al., ibid. 346, 896 (2002).
Derivative Type: Monohydrate
CAS Registry Number: 157212-55-0
Trademarks: Tracleer (Actelion)
Molecular Formula: C27H29N5O6S.H2O
Molecular Weight: 569.63
Percent Composition: C 56.93%, H 5.49%, N 12.29%, O 19.66%, S 5.63%
Properties: White to yellowish powder. Soly (mg/100 ml): water 1.0; aq soln 0.1 (pH 1.1); 0.1 (pH 4.0); 0.2 (pH 5.0); 43 (pH 7.5).
Derivative Type: Sodium salt
CAS Registry Number: 150726-52-6
Molecular Formula: C27H28N5NaO6S
Molecular Weight: 573.60
Percent Composition: C 56.54%, H 4.92%, N 12.21%, Na 4.01%, O 16.74%, S 5.59%
Properties: mp 195-198°.
Melting point: mp 195-198°
Therap-Cat: Antihypertensive.
Keywords: Endothelin Receptor Antagonist; Antihypertensive.
Bostrycoidin Bottromycin Botulin Toxins Bradycor Bradykinin

Bosentan
Bosentan.svg
Systematic (IUPAC) name
4-tert-butyl-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide
Clinical data
Trade names Tracleer
AHFS/Drugs.com monograph
MedlinePlus a605001
Pregnancy cat. X
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Bioavailability 50%
Protein binding >98%
Metabolism Hepatic
Half-life 5 hours
Identifiers
CAS number 147536-97-8 YesY
ATC code C02KX01
PubChem CID 104865
DrugBank DB00559
ChemSpider 94651 YesY
UNII XUL93R30K2 YesY
KEGG D01227 N
ChEBI CHEBI:51450 YesY
ChEMBL CHEMBL957 YesY
Chemical data
Formula C27H29N5O6S 
Mol. mass 551.614 g/mol
 N (what is this?)  (verify)

Bosentan is a dual endothelin receptor antagonist used in the treatment of pulmonary artery hypertension (PAH). It is licensed in the United States, the European Union and other countries by Actelion Pharmaceuticals for the management of PAH under the trade name Tracleer.