tert-butyl 4-(2-aminoethyl)-1H-imidazole-1-carboxylate

• ChemBase ID: 162586
• Molecular Formular: C10H17N3O2
• Molecular Mass: 211.26088
• Monoisotopic Mass: 211.1320768
• SMILES: c1c(ncn1C(=O)OC(C)(C)C)CCN
• Canonical SMILES: NCCc1ncn(c1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C10H17N3O2/c1-10(2,3)15-9(14)13-6-8(4-5-11)12-7-13/h6-7H,4-5,11H2,1-3H3
• InChIKey: PLBPXSOWZJBJAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(2-aminoethyl)-1H-imidazole-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(2-aminoethyl)imidazole-1-carboxylate
• Synonyms: 4-(2-Aminoethyl)-1H-imidazole-1-carboxylic Acid 1-Dimethylethyl Ester; N-Boc HistamineDiscontinued

Database IDs

• CAS Number: 186700-06-1
• PubChem SID: 162256721
• PubChem CID: 53249380

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.7001164
• LogD (pH = 7.4): -1.7787291
• Log P: 0.29208875
• Molar Refractivity: 56.3629 cm^3
• Polarizability: 22.238129 Å^3
• Polar Surface Area: 70.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B656200

Used in the preparation of quinolinone derivatives as HIV inhibitors useful in the treatment of HIV-1 infection.

REFERENCES

• Freeman, G., et al.: J. Med. Chem., 47, 5923 (2004)