3-[2-(tert-butylamino)acetyl]-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate

• ChemBase ID: 172043
• Molecular Formular: C18H27N3O5
• Molecular Mass: 365.42408
• Monoisotopic Mass: 365.19507098
• SMILES: c1c(cc(cc1OC(=O)N(C)C)C(=O)CNC(C)(C)C)OC(=O)N(C)C
• Canonical SMILES: O=C(N(C)C)Oc1cc(OC(=O)N(C)C)cc(c1)C(=O)CNC(C)(C)C
• InChI: InChI=1S/C18H27N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,19H,11H2,1-7H3
• InChIKey: TWHUHQNUVSCRPV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[2-(tert-butylamino)acetyl]-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate
• IUPAC Traditional name: 3-[2-(tert-butylamino)acetyl]-5-[(dimethylcarbamoyl)oxy]phenyl N,N-dimethylcarbamate
• Synonyms: N,N-Dimethylcarbamic Acid C,C'-[5-[[(1,1-Dimethylethyl)amino]acetyl]-1,3-phenylene] Ester; Dimethylcarbamic Acid 5-[[(1,1-Dimethylethyl)amino]acetyl]-1,3-phenylene Ester; Bis[3',5'-(N,N-dimethylcarbamoyloxi)]-2-N-tert-butylaminoacetophenone; 1-Keto Bambuterol

Database IDs

• CAS Number: 112935-94-1
• PubChem SID: 164227953
• PubChem CID: 13932696

CALCULATED PROPERTIES

• Acid pKa: 17.673895
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.9146279
• LogD (pH = 7.4): 0.81907207
• Log P: 1.5354387
• Molar Refractivity: 97.6057 cm^3
• Polarizability: 37.80564 Å^3
• Polar Surface Area: 88.18 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K171500

Bambuterol (B117500) impurity.

REFERENCES

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