5.09272

Hydroxychloroquine Sulfate

≥98% (HPLC), primaquine analog, powder

• Synonym(s): Hydroxychloroquine Sulfate, HCQ, Autophagy Inhibitor
• Empirical Formula (Hill Notation): C₁₈H₂₈ClN₃O₅S
• CAS Number: 747-36-4
• Molecular Weight: 433.95
• MDL number: MFCD00078203
• UNSPSC Code: 12352200
• PubChem Substance ID: 12947
• NACRES: NA.77

Properties

• Product Name: Hydroxychloroquine Sulfate,
• 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
• InChI key: JCBIVZZPXRZKTI-UHFFFAOYSA-N

Description

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.

Packaging

Packaged under inert gas

Preparation Note

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

Disclaimer

Toxicity: Harmful (C)

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 - H315 - H319
• pcodes: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable