2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-(2H3)methoxy-3,3-diphenylpropanoic acid

• ChemBase ID: 159763
• Molecular Formular: C22H22N2O4
• Molecular Mass: 378.42108
• Monoisotopic Mass: 378.15795719
• SMILES: c1(cc(nc(n1)OC(C(c1ccccc1)(c1ccccc1)OC)C(=O)O)C)C
• Canonical SMILES: COC(C(C(=O)O)Oc1nc(C)cc(n1)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)
• InChIKey: OUJTZYPIHDYQMC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-(^2H₃)methoxy-3,3-diphenylpropanoic acid
• IUPAC Traditional name: 2-[(4,6-dimethylpyrimidin-2-yl)oxy]-3-(^2H₃)methoxy-3,3-diphenylpropanoic acid
• Synonyms: α-[(4,6-Dimethyl-2-pyrimidinyl)oxy]-β-(methoxy-d3)-β-phenylbenzenepropanoic Acid; BSF 208075-d3; LU 208075-d3; rac Ambrisentan-d3

Database IDs

• CAS Number: 1189479-60-4
• PubChem SID: 162253898
• PubChem CID: 46780134

CALCULATED PROPERTIES

• Acid pKa: 3.5927522
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.7895693
• LogD (pH = 7.4): 0.39863935
• Log P: 3.4995804
• Molar Refractivity: 104.1739 cm^3
• Polarizability: 40.498962 Å^3
• Polar Surface Area: 81.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid
• Melting Point: 164-166°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A575862

Nonpeptide endothelin ETA receptor antagonist. Antihypertensive.

REFERENCES

• Riechers, H., et al.: J. Med. Chem., 39, 2123 (1996)
• Billman, G.E., et al.: Curr. Opin. Invest. Drugs, 3, 1483 (1996)
• Vatter, H., et al.: Clin. Neuropharmacol., 26, 73 (1996)