2-[hydroxy(2H2)methyl]-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}(1-2H)ethyl)phenol

• ChemBase ID: 177683
• Molecular Formular: C25H37NO4
• Molecular Mass: 415.56558
• Monoisotopic Mass: 415.27225867
• SMILES: c1c(c(ccc1C(CNCCCCCCOCCCCc1ccccc1)O)O)CO
• Canonical SMILES: OCc1cc(ccc1O)C(CNCCCCCCOCCCCc1ccccc1)O
• InChI: InChI=1S/C25H37NO4/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2
• InChIKey: GIIZNNXWQWCKIB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[hydroxy(^2H₂)methyl]-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}(1-^2H)ethyl)phenol
• IUPAC Traditional name: 2-[hydroxy(^2H₂)methyl]-4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}(1-^2H)ethyl)phenol
• Synonyms: 4-Hydroxy-α1-[[[6-(4-phenylbutoxy)hexyl]amino]methyl]-1,3-benzenedimethanol-d3; GR-33343X-d3; Salmeterol-d3

Database IDs

• CAS Number: 497063-94-2
• PubChem SID: 164233593
• PubChem CID: 10938665

CALCULATED PROPERTIES

• Acid pKa: 10.116024
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 0.96173096
• LogD (pH = 7.4): 1.94889
• Log P: 3.6146963
• Molar Refractivity: 122.3904 cm^3
• Polarizability: 47.845905 Å^3
• Polar Surface Area: 81.95 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 75-77°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S090103

A deuterated β2-Adrenergic agonist. Deuterated structural analog of albuterol. Bronchodilator.A representative lot is 98% isotopically pure, 94% d3, 6% d2 with no d0.

REFERENCES

• Johnson, M.: Lung, 168, Suppl., 115 (1990)
• Ullman, A., et al.: Am. Rev. Resp. Dis., 142, 571 (1990)
• Twentyman, O.P., et al.: Lancet, 336, 1338 (1990)