tert-butyl N-{[3-(ethanimidamidomethyl)phenyl]methyl}carbamate hydrochloride

• ChemBase ID: 163194
• Molecular Formular: C15H24ClN3O2
• Molecular Mass: 313.82296
• Monoisotopic Mass: 313.1557047
• SMILES: c1c(cccc1CNC(=O)OC(C)(C)C)CNC(=N)C.Cl
• Canonical SMILES: CC(=N)NCc1cccc(c1)CNC(=O)OC(C)(C)C.Cl
• InChI: InChI=1S/C15H23N3O2.ClH/c1-11(16)17-9-12-6-5-7-13(8-12)10-18-14(19)20-15(2,3)4;/h5-8H,9-10H2,1-4H3,(H2,16,17)(H,18,19);1H
• InChIKey: LTLBLVCQQFRNNL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-{[3-(ethanimidamidomethyl)phenyl]methyl}carbamate hydrochloride
• IUPAC Traditional name: tert-butyl N-{[3-(ethanimidamidomethyl)phenyl]methyl}carbamate hydrochloride
• Synonyms: [[3-[[(1-Iminoethyl)amino]methyl]phenyl]methyl]Carbamic Acid 1,1-Dimethylethyl Ester Monohydrochloride; tert-Butyl N-[3-(Acetimidoylaminomethyl)benzyl]carbamate, Hydrochloride

Database IDs

• CAS Number: 180001-98-3
• PubChem SID: 162257329
• PubChem CID: 46783533

CALCULATED PROPERTIES

• Acid pKa: 14.751263
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.7559461
• LogD (pH = 7.4): -0.75402695
• Log P: 1.6594882
• Molar Refractivity: 89.7936 cm^3
• Polarizability: 30.657423 Å^3
• Polar Surface Area: 74.21 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; Ethanol; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B690320

An intermediate for a selective inducible nitric oxide synthase (iNOS) inhibitor. A long-acting human iNOS inhibitor possessing an IC50 value of 2.0uM.

REFERENCES

• Garvey, E.P., et al.: J. Biol. Chem., 272, 4959 (1997)
• Thomsen, L.L., et al.: Cancer Res., 57, 3300 (1997)