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About This Item
Empirical Formula (Hill Notation):
C18H28ClN3O5S
CAS Number:
Molecular Weight:
433.95
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay
≥98% (HPLC)
Quality Level
form
powder
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
off-white
solubility
water: 100 mg/mL
storage temp.
2-8°C
SMILES string
CCN(CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl)CCO.OS(=O)(=O)O
InChI key
JCBIVZZPXRZKTI-UHFFFAOYSA-N
General description
A cell-permeable, orally available quinoline derivative with anti-malarial properties. Increases intralysosomal pH and thereby impairs autophagic degradation process. Reduces metabolic activity and suppresses proliferation of human dermal fibroblasts (IC50 = 30 µM). Shown to inhibit ERK1/2 phosphorylation (Thr202/Try204), but does not affect Akt and mTOR phosphorylation. Shown to directly block the binding of CXCL12 to CXCR4 and inhibit downstream effects in pancreatic cancer cells (EC50 = 9.8 µM). Effectively antagonizes CXCR4-mediated cell proliferation in PANC-1, Hs-766T, and MIAPaCa-2 cells. Suppresses Toll-like receptor 9 (TLR-9)-mediated dendritic cell activation and displays anti-inflammatory properties.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Packaging
Packaged under inert gas
Warning
Toxicity: Harmful (C)
Reconstitution
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Other Notes
Kim, J., et al. 2012. PLoS ONE.7, e31004.
Ramser, B., et al. 2009. J. Invest. Dermatol.129, 2419.
Boya., P., et al. 2005. Mol. Cell. Biol.22, 1025.
Oikarinen, A., et al. 2009. J. Invest. Dermatol.129, 2333.
Kuznik, A., et al. 2011. J. Immunol.186, 4794.
Ramser, B., et al. 2009. J. Invest. Dermatol.129, 2419.
Boya., P., et al. 2005. Mol. Cell. Biol.22, 1025.
Oikarinen, A., et al. 2009. J. Invest. Dermatol.129, 2333.
Kuznik, A., et al. 2011. J. Immunol.186, 4794.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
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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