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5.09272

Sigma-Aldrich

Hydroxychloroquine Sulfate

Synonym(s):

Hydroxychloroquine Sulfate, HCQ, Autophagy Inhibitor

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About This Item

Empirical Formula (Hill Notation):
C18H28ClN3O5S
CAS Number:
747-36-4
Molecular Weight:
433.95
UNSPSC Code:
12352200
PubChem Substance ID:
12947
NACRES:
NA.77

Assay

≥98% (HPLC)

Quality Level

100

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

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.
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.

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319

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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