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H0915

Sigma-Aldrich

Hydroxychloroquine sulfate

≥98% (HPLC), powder

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Synonym(s):
Hydroxychloroquine sulfate, 7-Chloro-4-[4-(N-ethyl-N-b-hydroxyethylamino)-1-methylbutylamino]quinoline sulfate
Empirical Formula (Hill Notation):
C18H26ClN3O · H2SO4
CAS Number:
747-36-4
Molecular Weight:
433.95
EC Number:
212-019-3
MDL number:
MFCD00078203
UNSPSC Code:
12352200
PubChem Substance ID:
329815141
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to off-white

solubility

H2O: >20 mg/mL

SMILES string

OS(O)(=O)=O.CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12

InChI

1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)

InChI key

JCBIVZZPXRZKTI-UHFFFAOYSA-N

Gene Information

human ... TLR7(51284) , TLR9(54106)

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Application

Hydroxychloroquine sulfate has been used:
  • as an inhibitor of autophagy to treat cells for apoptosis assay to study the role of pirarubicin induced autophagy in bladder cancer cell line
  • to evaluate the antiviral mechanism of hydroxychloroquine against DENV-2 (dengue virus-2) infection by immunofluorescence assay
  • to inhibit lysosome fusion with the autophagosome

Biochem/physiol Actions

Hydroxychloroquine is also used for treating rheumatoid arthritis and systemic lupus erythematosus.
Hydroxychloroquine sulfate is an anti-inflammatory (via TNF), disease-modifying antirheumatic drug (DMARD), and a heme polymerase inhibitor. It is used in treating malaria.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Barry Ladizinski et al.
Journal of the American Academy of Dermatology, 68(5), 749-755 (2013-02-05)
Frontal fibrosing alopecia (FFA) is a type of scarring hair loss primarily observed in postmenopausal women and characterized by fronto-tempero-parietal hairline recession, perifollicular erythema, and loss of eyebrows. The incidence is unknown, but the number of women presenting with this
Pharmacotherapeutics for Advanced Practice, 536, 435-435 (2006)
The autophagy inhibitor spautin-1, either alone or combined with doxorubicin, decreases cell survival and colony formation in canine appendicular osteosarcoma cells
Schott CR, et al.
Testing, 13(10), e0206427-e0206427 (2018)
Pirarubicin induces an autophagic cytoprotective response through suppression of the mammalian target of rapamycin signaling pathway in human bladder cancer cells
Li K, et al.
Biochemical and Biophysical Research Communications, 460(2), 380-385 (2015)
Hamed Rezaei et al.
BMC musculoskeletal disorders, 14, 79-79 (2013-03-19)
To investigate hand bone loss (HBL) measured by digital X-ray radiogrammetry (DXR) in patients with early rheumatoid arthritis (RA) receiving different treatment regimens, and to evaluate if DXR change rates during the first 12 months correlate with radiological damage after 24 months.
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