(2E)-but-2-enedioic acid; 2-amino-4-(1-hydroxy-2-{[1-(4-methoxyphenyl)(2H6)propan-2-yl]amino}ethyl)phenol

• ChemBase ID: 165588
• Molecular Formular: C22H28N2O7
• Molecular Mass: 432.46692
• Monoisotopic Mass: 432.18965125
• SMILES: c1c(c(cc(c1)C(CNC(Cc1ccc(cc1)OC)C)O)N)O.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.COc1ccc(cc1)CC(NCC(c1ccc(c(c1)N)O)O)C
• InChI: InChI=1S/C18H24N2O3.C4H4O4/c1-12(9-13-3-6-15(23-2)7-4-13)20-11-18(22)14-5-8-17(21)16(19)10-14;5-3(6)1-2-4(7)8/h3-8,10,12,18,20-22H,9,11,19H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: PXTGQZLUNOONBX-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid; 2-amino-4-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)phenol
• IUPAC Traditional name: 2-amino-4-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)phenol; fumaric acid
• Synonyms: 3-Amino-4-hydroxy-α-[[[2-(4-methoxyphenyl)-1-(methylethyl-d6)]amino]methyl]benzenemethanol (2E)-2-Butenedioate Salt; 2-Hydroxy-5-[1-hydroxy-2-[[2-(4-methoxyphenyl)-1-(methylethyl-d6)]amino]ethyl]phenylamine (2E)-2-Butenedioate Salt; N-Deformyl Formoterol-d6 Fumarate (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162259721
• PubChem CID: 71315286

CALCULATED PROPERTIES

• Acid pKa: 10.396391
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1770656
• LogD (pH = 7.4): -0.27729693
• Log P: 1.6600828
• Molar Refractivity: 92.1994 cm^3
• Polarizability: 35.53403 Å^3
• Polar Surface Area: 87.74 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229072

Labelled N-Deformyl Formoterol fumarate (D229070). N-Deformyl Formoterol fumarate is an impurity of Formoterol fumarate dihydrate (F693400).

REFERENCES

• van Den Berg, B., et al.: Ther. Drug Monit., 16, 196 (1994)
• Bartow, R., et al.: Drug, 1998, 55, 303 (1994)
• Benhamou, D., et al.: Respir. Med., 95, 817 (1994)