sodium 1-(3-{[(4-chloro-3-methyl-1,2-oxazol-5-yl)azanidyl]sulfonyl}thiophen-2-yl)-2-(6-methyl-2H-1,3-benzodioxol-5-yl)ethan-1-one

• ChemBase ID: 177789
• Molecular Formular: C18H14ClN2NaO6S2
• Molecular Mass: 476.88633
• Monoisotopic Mass: 475.98795014
• SMILES: c1c(c(sc1)C(=O)Cc1cc2c(cc1C)OCO2)S(=O)(=O)[N-]c1c(c(no1)C)Cl.[Na+]
• Canonical SMILES: O=C(c1sccc1S(=O)(=O)[N-]c1onc(c1Cl)C)Cc1cc2OCOc2cc1C.[Na+]
• InChI: InChI=1S/C18H14ClN2O6S2.Na/c1-9-5-13-14(26-8-25-13)7-11(9)6-12(22)17-15(3-4-28-17)29(23,24)21-18-16(19)10(2)20-27-18;/h3-5,7H,6,8H2,1-2H3;/q-1;+1
• InChIKey: MDTNUYUCUYPIHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-(3-{[(4-chloro-3-methyl-1,2-oxazol-5-yl)azanidyl]sulfonyl}thiophen-2-yl)-2-(6-methyl-2H-1,3-benzodioxol-5-yl)ethan-1-one
• IUPAC Traditional name: sodium 1-{3-[(4-chloro-3-methyl-1,2-oxazol-5-yl)azanidylsulfonyl]thiophen-2-yl}-2-(6-methyl-2H-1,3-benzodioxol-5-yl)ethanone
• Synonyms: N-(4-Chloro-3-methyl-5-isoxazolyl)-2-[2-(6-methyl-1,3-benzodioxol-5-yl)acetyl]-3-thiophenesulfonamide Sodium; IPI 1040; Sitax; Sitaxentan Sodium; TBC 11251; Thelin; Sitaxsentan Sodium; Sitaxentan sodium (TBC-11251)

Database IDs

• CAS Number: 210421-74-2
• PubChem SID: 164233699
• PubChem CID: 11477084

CALCULATED PROPERTIES

• Acid pKa: 6.8883843
• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 3.0762937
• LogD (pH = 7.4): 2.6003387
• Log P: 3.091686
• Molar Refractivity: 105.0045 cm^3
• Polarizability: 41.088886 Å^3
• Polar Surface Area: 104.93 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: ETA Receptor

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - S493500

Selective endothelin A (ETA) receptor antagonist. Antihypertensive. Used in treatment of chronic heart failure.

REFERENCES

• Wu, C., et al.: J. Med. Chem., 40, 1690 (1997)
• Tilton, R.G., et al.: Pulm. Pharmacol. Ther., 13, 87 (1997)
• Horn, E.M., et al.: Expert. Opin. Invest. Drugs, 13, 1483 (1997)
• Langleben, D., et al.: Chest, 126, 1377 (1997)