55778-02-4 Usage
Description
N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine, also known as WZ811, is a potent inhibitor of the CXC chemokine receptor-4 (CXCR4). It is a compound that specifically targets the CXCR4 receptor, which plays a crucial role in various biological processes, including hematopoietic stem cell homing, lymphocyte chemotaxis, and the growth and metastasis of certain cancer cell types. WZ811 is effective in blocking the binding of an SDF-1 peptide mimic to CXCR4, thus preventing SDF-1/CXCL12-mediated modulation of cAMP and SDF-1-induced Matrigel invasion by cancer cells.
Uses
Used in Pharmaceutical Industry:
N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine is used as an inhibitor for the chemokine receptor CXCR4 for its ability to block the binding of SDF-1 peptide mimic to CXCR4 (EC50 = 0.3 nM). This inhibition 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), making it a potential therapeutic agent for cancer treatment.
Used in HIV Treatment:
N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine is used as an inhibitor for CXCR4 on CD4+ T-cells, as it prevents the use of this receptor by CXCR4-selective HIV forms as a gateway for T-cell infection. This application could potentially contribute to the development of new strategies for HIV treatment and prevention.
The effectiveness of WZ811 in animals and its potential applications in other industries remain to be further investigated and elucidated.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 55778-02-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,7,7 and 8 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 55778-02:
(7*5)+(6*5)+(5*7)+(4*7)+(3*8)+(2*0)+(1*2)=154
154 % 10 = 4
So 55778-02-4 is a valid CAS Registry Number.
55778-02-4Relevant articles and documents
Pyridinium N-(2′-azinyl)aminides: Regioselective synthesis of N-(2-pyridyl) substituted polyamines
José Reyes,Delgado, Francisca,Luisa Izquierdo,Alvarez-Builla, Julio
, p. 8573 - 8579 (2002)
The regioselective alkylation of pyridinium-N-(2′-pyridyl)aminide with alkyl dihalides under mild conditions, followed by N-N bond reduction of the corresponding bis-salts, allowed an easy preparation of N,N′-bis(2-pyridyl)diamines. The same methodology h
Discovery of small molecule CXCR4 antagonists
Zhan, Weiqiang,Liang, Zhongxing,Zhu, Aizhi,Kurtkaya, Serdar,Shim, Hyunsuk,Snyder, James P.,Liotta, Dennis C.
, p. 5655 - 5664 (2008/03/17)
In light of a proposed molecular mechanism for the C-X-C chemokine receptor type 4 (CXCR4) antagonist 1 (AMD3100), a template with the general structure 2 was designed, and 15 was identified as a lead by means of an affinity binding assay against the liga