Synonym: AMD 3465; GENZ-644494; N-[[4-(1,4,8,11-Tetraazacyclotetradec-1-ylmethyl)phenyl]methyl]-2-pyridinemethanamine hexahydrobromide
CAS Number: 185991-07-5
Empirical Formula (Hill Notation): C24H38N6 · 6HBr
Molecular Weight: 896.07
Linear Formula: C24H38N6 · 6HBr
Product Type: Chemical
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| assay |
≥98% (HPLC) |
| color |
white to light brown |
| form |
powder |
| InChI |
1S/C24H38N6/c1-2-13-29-24(5-1)20-28-19-22-6-8-23(9-7-22)21-30-17-4-12-26-15-14-25-10-3-11-27-16-18-30/h1-2,5-9,13,25-28H,3-4,10-12,14-21H2 |
| InChI key |
CWJJHESJXJQCJA-UHFFFAOYSA-N |
| Quality Level |
100  |
| SMILES string |
N3(CCNCCCNCCNCCC3)Cc1ccc(cc1)CNCc2ncccc2 |
| solubility |
H2O: 25 mg/mL, clear |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| Biochem/physiol Actions: |
AMD3465 is a highly selective chemokine receptor CXCR4 antagonist with antiviral and anticancer activity. |
| Biochem/physiol Actions: |
AMD3465 is a highly selective chemokine receptor CXCR4 antagonist with antiviral and anticancer activity. The chemokine receptor CXCR4 is expressed on a wide variety of leukocytes and is the predominant receptor for stromal cell-derived factor-1 (SDF1, CXCL12) in addition to acting as a co-receptor for HIV entry into cells. AMD3465 blocks surface binding of CXCL12 (SDF-1α). AMD3465 is an antagonist of SDF-1 ligand binding (K(i) of 41.7+/-1.2 nM). AMD3465 was found to halt the progression of an agressive childhood blood cancer, T-cell acute lymphoblastic leukemia (T-ALL), within two weeks of starting treatment in an animal model. |
| Biochem/physiol Actions: |
AMD3465 is also termed as{N-[1,4,8,11-tetraazacyclotetradecanyl-1,4-phenylenebis(methylene)]-2-(aminomethyl)pyridine}. It controls oncogenic signaling and invasiveness in vitro. It inhibits breast cancer growth and metastasis in vivo. As a chemokine receptor 4 (CXCR4) antagonist, AMD3465 is ten times more efficient than bicyclam AMD3100. |
| Packaging: |
5, 25 mg in glass bottle |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
51111800 |