4-[1-hydroxy-2-(2H3)methyl(3,3,3-2H3)propan-2-yl]-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide

• ChemBase ID: 170295
• Molecular Formular: C27H29N5O7S
• Molecular Mass: 567.61346
• Monoisotopic Mass: 567.17876929
• SMILES: c1cc(ccc1S(=O)(=O)Nc1nc(nc(c1Oc1ccccc1OC)OCCO)c1ncccn1)C(CO)(C)C
• Canonical SMILES: OCCOc1nc(nc(c1Oc1ccccc1OC)NS(=O)(=O)c1ccc(cc1)C(CO)(C)C)c1ncccn1
• InChI: InChI=1S/C27H29N5O7S/c1-27(2,17-34)18-9-11-19(12-10-18)40(35,36)32-23-22(39-21-8-5-4-7-20(21)37-3)26(38-16-15-33)31-25(30-23)24-28-13-6-14-29-24/h4-14,33-34H,15-17H2,1-3H3,(H,30,31,32)
• InChIKey: FAJQMBCLPZWTQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-hydroxy-2-(^2H₃)methyl(3,3,3-^2H₃)propan-2-yl]-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzene-1-sulfonamide
• IUPAC Traditional name: 4-[1-hydroxy-2-(^2H₃)methyl(3,3,3-^2H₃)propan-2-yl]-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)pyrimidin-4-yl]benzenesulfonamide
• Synonyms: 4-[2-Hydroxy-1,1-(dimethyl-d6)ethyl]-N-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)[2,2'-bipyrimidin]-4-yl]-benzenesulfonamide; Ro 48-8634-d6; Ro 48-5033-d6; Hydroxy Bosentan-d6

Database IDs

• CAS Number: 1246817-57-1
• PubChem SID: 164226205
• PubChem CID: 71748908

CALCULATED PROPERTIES

• Acid pKa: 5.778412
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): 3.5166147
• LogD (pH = 7.4): 2.712367
• Log P: 3.6811087
• Molar Refractivity: 168.4319 cm^3
• Polarizability: 57.05556 Å^3
• Polar Surface Area: 165.88 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H830273

A labelled analogue of the active metabolite of Bosentan, a mixed endothelin receptor antagonist which is used as a vasodilator.

REFERENCES

• Clozel, M., et al.: J. Pharmacol. Exp. Ther., 270, 228 (1994)
• Gutsch, G., et al.: Cardiovasc. Drugs Ther., 10, 717 (1994)
• Weber, C., et al.: Clin Pharmacol. Ther., 60, 124 (1994)
• Krum, H., et al.: N. Engl. J. Med., 338, 784 (1998)