Identification | Back Directory | [Name]
N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine | [CAS]
55778-02-4 | [Synonyms]
WZ 811 CS-567 WZ 811, >=98% WZ-811; WZ811 N,N'-Di-2-pyridinyl-1,4-benzenedimethanamine N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine 1,4-Benzenedimethanamine, N1,N4-di-2-pyridinyl- N,N'-(1,4-PHENYLENEBIS(METHYLENE))DIPYRIDIN-2-AMINE N,N'-(1,4-phenylenebis(methylene))bis(pyridin-2-amine) N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine USP/EP/BP N-[[4-[(pyridin-2-ylamino)methyl]phenyl]methyl]pyridin-2-amine N1,N4-di-2-pyridinyl-1,4-benzenedimethanamine WZ811 WZ 811 N,N'-Di-2-pyridinyl-1,4-benzenedimethanamine | [EINECS(EC#)]
200-256-5 | [Molecular Formula]
C18H18N4 | [MDL Number]
MFCD18086914 | [MOL File]
55778-02-4.mol | [Molecular Weight]
290.362 |
Chemical Properties | Back Directory | [Melting point ]
192-194℃ (methanol ) | [Boiling point ]
493.2±35.0 °C(Predicted) | [density ]
1.229±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: ≥7mg/mL | [form ]
powder | [pka]
6.55±0.10(Predicted) | [color ]
white to tan |
Hazard Information | Back Directory | [Description]
The CXC chemokine receptor-4 (CXCR4) is a G protein-coupled receptor that is specific for stromal cell-derived factor-1 (SDF-1/ CXCL12). Activation of CXCR4 promotes homing of hematopoietic stem cells, chemotaxis and quiescence of lymphocytes, and growth and metastasis of certain cancer cell types. Moreover, CXCR4 on CD4+ T-cells is used by CXCR4-selective HIV forms as a gateway for T-cell infection. WZ811 is a potent inhibitor of binding of an SDF-1 peptide mimic to CXCR4 (EC50 = 0.3 nM).1 It prevents SDF-1/CXCL12-mediated modulation of cAMP (EC50 = 1.2 nM) in cells and blocks SDF-1-induced Matrigel™ invasion by MDA-MB-231 human breast adenocarcinoma cells (EC50 = 5.2 nM).1 The effectiveness of WZ811 in animals remains to be elucidated. | [Uses]
N1,N4-di-2-Pyridinyl-1,4-benzenedimethanamine acts as an inhibitor for the chemokine receptor CXCR4. | [References]
[1] zhan w, liang z, zhu a, et al. discovery of small molecule cxcr4 antagonists. journal of medicinal chemistry, 2007, 50(23): 5655-5664. [2] choi w t, duggineni s, xu y, et al. drug discovery research targeting the cxc chemokine receptor 4 (cxcr4). journal of medicinal chemistry, 2011, 55(3): 977-994. |
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