239822

CXCR4 Antagonist III

The CXCR4 Antagonist III controls the biological activity of CXCR4. This small molecule/inhibitor is primarily used for Biochemicals applications.

• Synonym(s): CXCR4 Antagonist III, N²-(4-((3-(Cyclohexylamino)propylamino)methyl)benzyl)-N⁴-(piperidin-4-yl) quinazoline-2,4-diamine, 2HCl, Fusin Antagonist III
• Empirical Formula (Hill Notation): C₃₀H₄₃N₇ · 2HCl
• CAS Number: 1357819-69-2
• Molecular Weight: 574.63
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: solid
• Storage condition: OK to freeze, desiccated (hygroscopic), protect from light

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated (hygroscopic), protect from light
• color: white
• solubility: DMSO: 25 mg/mL, water: 25 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: C1(N=C(NCC2=CC=C(CNCCCNC3CCCCC3)C=C2)N=C4NC5CCNCC5)=C4C=CC=C1
• InChI: 1S/C30H43N7/c1-2-7-25(8-3-1)33-18-6-17-32-21-23-11-13-24(14-12-23)22-34-30-36-28-10-5-4-9-27(28)29(37-30)35-26-15-19-31-20-16-26/h4-5,9-14,25-26,31-33H,1-3,6-8,15-22H2,(H2,34,35,36,37)
• InChI key: SHIKEDQVUTVKBS-UHFFFAOYSA-N

Description

General description

A cell-permeable quinazoline compound that acts as a potent and reversible CXCR4 antagonist (IC₅₀ = 36.2 nM for SDF-1/CXCL12 binding to hCXCR4-transfected HEK293 membrane) with selectivity over closely related human chemokine receptors CXCR2, CCR2, CCR4 and CCR5 (IC₅₀ >10 µM). Shown to inhibit CXCL12-induced Ca²⁺-mobilization and cell migration in hCXCR4-HEK293 cells (IC₅₀ = 100.1 and 41 nM, respectively), and rapidly mobilize CXCR4⁺, CD34⁺ and CD133⁺ stem cells from bone marrow in C57BL/6 male mice (6 mg/kg, s.c).

Biochem/physiol Actions

Cell permeable: yes

Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Wu, C.H., et al. 2012. Chem. Med. Chem.7, In press.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable