bis(N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide); but-2-enedioic acid

• ChemBase ID: 153120
• Molecular Formular: C36H54N6O14
• Molecular Mass: 794.84576
• Monoisotopic Mass: 794.36980044
• SMILES: c1cc(ccc1O)OCC(CNCCNC(=O)N1CCOCC1)O.c1cc(ccc1O)OCC(CNCCNC(=O)N1CCOCC1)O.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(COc1ccc(cc1)O)CNCCNC(=O)N1CCOCC1.OC(COc1ccc(cc1)O)CNCCNC(=O)N1CCOCC1.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/2C16H25N3O5.C4H4O4/c2*20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19;5-3(6)1-2-4(7)8/h2*1-4,14,17,20-21H,5-12H2,(H,18,22);1-2H,(H,5,6)(H,7,8)
• InChIKey: QEDVGROSOZBGOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(N-(2-{[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino}ethyl)morpholine-4-carboxamide); but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; bis(xamoterol)
• Synonyms: (±)-N-[2-[[Hydroxy-3-(4-hydroxy)propyl]amino]ethyl-4-morpholinecarboxamide hemifumarate salt; ICI 118,587 hemifumarate salt; Xamoterol hemifumarate salt

Database IDs

• MDL Number: MFCD00661104
• PubChem SID: 162247260; 24278797
• PubChem CID: 6440459

CALCULATED PROPERTIES

• Acid pKa: 9.951954
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.5289507
• LogD (pH = 7.4): -1.9657273
• Log P: -0.8208275
• Molar Refractivity: 88.1272 cm^3
• Polarizability: 34.542187 Å^3
• Polar Surface Area: 103.29 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble18 mg/mL at 60 °C; H2O: soluble10 mg/mL at 60 °C
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ADRB1(153)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C16H25N3O5 · 0.5C4H4O4

DETAILS

Sigma Aldrich - X3253

Biochem/physiol Actions
Specific β1-adrenoceptor partial agonist.