3-(1,2-dihydroxyethyl)-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate

• ChemBase ID: 166189
• Molecular Formular: C14H20N2O6
• Molecular Mass: 312.3184
• Monoisotopic Mass: 312.13213637
• SMILES: c1c(cc(cc1OC(=O)N(C)C)C(CO)O)OC(=O)N(C)C
• Canonical SMILES: OCC(c1cc(cc(c1)OC(=O)N(C)C)OC(=O)N(C)C)O
• InChI: InChI=1S/C14H20N2O6/c1-15(2)13(19)21-10-5-9(12(18)8-17)6-11(7-10)22-14(20)16(3)4/h5-7,12,17-18H,8H2,1-4H3
• InChIKey: AFPBUKWDZAQWFJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1,2-dihydroxyethyl)-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate
• IUPAC Traditional name: 3-(1,2-dihydroxyethyl)-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate
• Synonyms: Dimethylcarbamic Acid 5-(1,2-Dihydroxyethyl)-1,3-phenylene Ester; 2-Bis-[3’,5’-(N,N-dimethylcarbamoyloxy)phenyl Ethylenediol; 5-Des[2-(tert-butylamino)] Bambuterol-5-ethylenediol

Database IDs

• CAS Number: 112935-92-9
• PubChem SID: 162260322
• PubChem CID: 13932694

CALCULATED PROPERTIES

• Acid pKa: 13.4576435
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.017696247
• LogD (pH = 7.4): 0.01769587
• Log P: 0.01769625
• Molar Refractivity: 78.0414 cm^3
• Polarizability: 30.179155 Å^3
• Polar Surface Area: 99.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288975

Bambuterol (B117500) impurity.

REFERENCES

• Birnbaum, S., et al.: J. Chromatography, 587, 268 (1991)