tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetate hydrobromide

• ChemBase ID: 179297
• Molecular Formular: C26H51BrN4O6
• Molecular Mass: 595.61034
• Monoisotopic Mass: 594.29919737
• SMILES: C1CNCCN(CCN(CCN1CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C.Br
• Canonical SMILES: O=C(OC(C)(C)C)CN1CCN(CCNCCN(CC1)CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C.Br
• InChI: InChI=1S/C26H50N4O6.BrH/c1-24(2,3)34-21(31)18-28-12-10-27-11-13-29(19-22(32)35-25(4,5)6)15-17-30(16-14-28)20-23(33)36-26(7,8)9;/h27H,10-20H2,1-9H3;1H
• InChIKey: GMECCVFSBLSIKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetate hydrobromide
• IUPAC Traditional name: tert-butyl 2-{4,7-bis[2-(tert-butoxy)-2-oxoethyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetate hydrobromide
• Synonyms: 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic Acid 1,4,7-Tris(1,1-dimethylethyl) Ester Hydrobromide; 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetic Acid Tris(1,1-dimethylethyl) Ester Monohydrobromide; Tri-tert-butyl 1,4,7-Tris(tert-butoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane Hydrobromide; Tri-tert-butyl 1,4,7,10-Tetraazacyclododecane-1,4,7-triacetate Hydrobromide

Database IDs

• CAS Number: 149353-23-1
• PubChem SID: 164235207
• PubChem CID: 21832608

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -2.8395822
• LogD (pH = 7.4): -0.55755943
• Log P: 1.7250412
• Molar Refractivity: 140.7596 cm^3
• Polarizability: 56.305023 Å^3
• Polar Surface Area: 100.65 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T886460

Macrocylcle used in the preparation of Gd-complex conjugates of tranexamates for use as a new class of blood-pool magnetic resonance imaging contrast agents.

REFERENCES

• Gu, S. et al.: J. Med. Chem., 54, 143 (2011)