1-{[4-(1,4,8,11-tetraazacyclotetradecan-1-ylmethyl)(2H4)phenyl]methyl}-1,4,8,11-tetraazacyclotetradecane

• ChemBase ID: 176824
• Molecular Formular: C28H54N8
• Molecular Mass: 502.78196
• Monoisotopic Mass: 502.44714377
• SMILES: C1N(CCNCCCNCCNCC1)Cc1ccc(cc1)CN1CCNCCCNCCNCCC1
• Canonical SMILES: C1CNCCN(CCCNCCNC1)Cc1ccc(cc1)CN1CCNCCCNCCNCCC1
• InChI: InChI=1S/C28H54N8/c1-9-29-15-17-31-13-3-21-35(23-19-33-11-1)25-27-5-7-28(8-6-27)26-36-22-4-14-32-18-16-30-10-2-12-34-20-24-36/h5-8,29-34H,1-4,9-26H2
• InChIKey: YIQPUIGJQJDJOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[4-(1,4,8,11-tetraazacyclotetradecan-1-ylmethyl)(^2H₄)phenyl]methyl}-1,4,8,11-tetraazacyclotetradecane
• IUPAC Traditional name: 1-{[4-(1,4,8,11-tetraazacyclotetradecan-1-ylmethyl)(^2H₄)phenyl]methyl}-1,4,8,11-tetraazacyclotetradecane
• Synonyms: 1,1'-[1,4-(Phenylene-d4)bis(methylene)]bis-1,4,8,11-tetraazacyclotetradecane; Plerixafor-d4

Database IDs

• CAS Number: 1246819-87-3
• PubChem SID: 164232734
• PubChem CID: 71751717

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -14.815253
• LogD (pH = 7.4): -9.746932
• Log P: -0.43359208
• Molar Refractivity: 155.0134 cm^3
• Polarizability: 61.68806 Å^3
• Polar Surface Area: 78.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 100-102°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: Very Hygroscopic

DETAILS

Toronto Research Chemicals - P580502

Labelled Plerixafor, it is a hematopoietic stem cell (HSC) mobilizer that inhibits the CXCR4 chemokine receptor and blocks binding of its ligand, stromal cell-derived factor-1-α (SDF-1-α). This agent was approved on Dec. 15, 2008, as treatment in combinat

REFERENCES

• Xie, T., et al.: Science, 290, 328 (2000)
• Leone, D., et al.: J. Pharmacol. Exp. Ther., 305, 1150 (2000)
• Chigaev, A., et al.: J. Immunol. 178, 6828 (2000)
• Kiel, M., et al.: Cell Stem Cell, 1, 204 (2000)