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SML0088

Sigma-Aldrich

WZ811

≥98% (HPLC)

Synonym(s):

N1,N4-Di-2-pyridinyl-1,4-benzenedimethanamine

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About This Item

Empirical Formula (Hill Notation):
C18H18N4
CAS Number:
55778-02-4
Molecular Weight:
290.36
MDL number:
MFCD18086914
UNSPSC Code:
51111800
PubChem Substance ID:
329825148
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥7 mg/mL

storage temp.

2-8°C

SMILES string

C(Nc1ccccn1)c2ccc(CNc3ccccn3)cc2

InChI

1S/C18H18N4/c1-3-11-19-17(5-1)21-13-15-7-9-16(10-8-15)14-22-18-6-2-4-12-20-18/h1-12H,13-14H2,(H,19,21)(H,20,22)

InChI key

KBVFRXIGQQRMEF-UHFFFAOYSA-N

Biochem/physiol Actions

WZ811 is a potent, specific antagonist of CXCR4 (IC50 = 0.3 nM). WZ811 blocks SDF-1 mediated changes in cellular cAMP levels in U87 glioma cells (IC50 = 1.2 nM) and Matirgel infiltration of MDA-MB-231 cells (IC50 = 5.2 nM).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Andrew J Shepherd et al.
PloS one, 8(9), e76698-e76698 (2013-10-03)
Infection with human immunodeficiency virus-1 (HIV-1) within the brain has long been known to be associated with neurodegeneration and neurocognitive disorder (referred as HAND), a condition characterized in its early stages by declining cognitive function and behavioral disturbances. Mechanistically, the
Miodrag Dragoj et al.
Investigational new drugs, 35(6), 718-732 (2017-07-25)
Non-small cell lung carcinoma (NSCLC) is the most common type of lung cancer. At the time of diagnosis, a large percentage of NSCLC patients have already developed metastasis, responsible for extremely high mortality rates. CXCR4 receptor and focal adhesion kinase
Thomas A Werner et al.
British journal of cancer, 117(12), 1837-1845 (2017-11-08)
Medullary thyroid carcinoma (MTC) is a rare and challenging endocrine malignancy. Once spread, the therapeutic options are limited and the outcome poor. For these patients, the identification of new druggable biological markers is of great importance. Here, we investigated the
Miodrag Dragoj et al.
Cellular oncology (Dordrecht), 40(1), 47-62 (2016-11-09)
Current high lung cancer mortality rates are mainly due to the occurrence of metastases and therapeutic resistance. Therefore, simultaneous targeting of these processes may be a valid approach for the treatment of this type of cancer. Here, we assessed relationships
Chun-Hui Zheng et al.
Cell biology international, 42(10), 1386-1394 (2018-07-05)
CXCR4 has been shown to play a key role in the metastasis of non-small cell lung cancer (NSCLC). And CXCR may be associated with the Hippo-Yes kinase-associated protein (YAP) pathway, thus involving in the occurrence and progression of NSCLC. This

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