benzyl N-{1-[(Z)-N'-hydroxycarbamimidoyl]-1-methylethyl}carbamate

• ChemBase ID: 53708
• Molecular Formular: C12H17N3O3
• Molecular Mass: 251.28168
• Monoisotopic Mass: 251.12699142
• SMILES: C(=N\O)(/C(NC(=O)OCc1ccccc1)(C)C)\N
• Canonical SMILES: O/N=C(/C(NC(=O)OCc1ccccc1)(C)C)\N
• InChI: InChI=1S/C12H17N3O3/c1-12(2,10(13)15-17)14-11(16)18-8-9-6-4-3-5-7-9/h3-7,17H,8H2,1-2H3,(H2,13,15)(H,14,16)
• InChIKey: WWSJZCLRWHEHPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-{1-[(Z)-N'-hydroxycarbamimidoyl]-1-methylethyl}carbamate
• IUPAC Traditional name: benzyl N-{1-[(Z)-N'-hydroxycarbamimidoyl]-1-methylethyl}carbamate
• Synonyms: Benzyl N-[1-(N'-hydroxycarbamimidoyl)-1-methylethyl]carbamate; N-[2-(Hydroxyamino)-2-imino-1,1-dimethylethyl]-carbamic Acid Benzyl Ester; N-[2-(Hydroxyamino)-2-imino-1,1-dimethylethyl]-carbamic Acid Phenylmethyl Ester; Benzyl [2-Amino-2-(hydroxyimino)-1,1-dimethylethyl]carbamate

Database IDs

• CAS Number: 518047-98-8
• MDL Number: MFCD18157682
• PubChem SID: 162058471
• PubChem CID: 29415032

CALCULATED PROPERTIES

• Acid pKa: 10.114099
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.2469248
• LogD (pH = 7.4): 1.2750239
• Log P: 1.2763692
• Molar Refractivity: 66.6566 cm^3
• Polarizability: 25.85845 Å^3
• Polar Surface Area: 96.94 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Colourless Solid
• Melting Point: 160 - 162 °C; 160-162°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: >95%

DETAILS

Toronto Research Chemicals - B225700

An intermediate in the preparation of HIV-integrase inhibitors

REFERENCES

• Summa, V., et al.: J. Med. Chem., 51, 5843 (2008)