4-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)-2-(hydroxymethyl)phenol

• ChemBase ID: 156450
• Molecular Formular: C13H21NO3
• Molecular Mass: 239.31074
• Monoisotopic Mass: 239.15214354
• SMILES: CC(C)(C)NCC(c1ccc(c(c1)CO)O)O
• Canonical SMILES: OCc1cc(ccc1O)C(CNC(C)(C)C)O
• InChI: InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3
• InChIKey: NDAUXUAQIAJITI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)-2-(hydroxymethyl)phenol
• IUPAC Traditional name: 4-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)-2-(hydroxymethyl)phenol
• Synonyms: 4-Hydroxy-3-hydroxymethyl-α[(t-butyl-d9-amino)methyl]benzyl alcohol; Albuterol-d9; Salbutamol-tert-butyl-d9; α1-[[(1,1-Dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol-d9; Salbutamol-d9; rac Albuterol-d9; 4-羟基-3-羟甲基-a[(叔丁基-d9-氨基)甲基]苄醇; 沙丁胺醇-d9; 沙丁胺醇-叔丁基-d9

Database IDs

• CAS Number: 1173021-73-2
• MDL Number: MFCD08702933
• PubChem SID: 162250588
• PubChem CID: 46780102

CALCULATED PROPERTIES

• Acid pKa: 10.121162
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.306487
• LogD (pH = 7.4): -1.3223417
• Log P: 0.34441614
• Molar Refractivity: 67.8709 cm^3
• Polarizability: 26.575071 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 142-146°C
• Mass Shift: M+9

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97% (CP)
• Isotopic Purity: 98 atom % D
• Mol. Weight: mol wt 248.20 by atom % calculation
• Empirical Formula (Hill Notation): C13D9H12NO3

DETAILS

Toronto Research Chemicals - A514502

A labelled β2-adrenoceptor agonist. Bronchodilator; tocolytic.

REFERENCES

• Miyagawa, N., et al.: Biol. Pharm. Bull., 31, 2260 (2008)
• Gonzalez-Munoz, C., et al.: Eur. J. Pharmacol., 607, 151 (2008)
• Kern, C., et al.: J. Med. Chem., 52, 1773 (2008)