An aminoquinolone with antimalarial and anti-inflammatory activities
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Hydroxychloroquine (sulfate)

Item No. 17911

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-ethanol, monosulfate
CAS Number
747-36-4
Synonyms
  • HCQ
  • NSC 4375
Molecular Formula
C18H26ClN3O • H2SO4
Formula Weight
434.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
λmax
221, 236, 256, 329, 343 nm
SMILES
CC(CCCN(CC)CCO)NC1=CC=NC2=CC(Cl)=CC=C21.O=S(O)(O)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Hydroxychloroquine is an aminoquinoline with antimalarial, anti-inflammatory, and antiviral activities.1,2,3,4 It is active against the chloroquine-sensitive NF54 and D6 strains of P. falciparum (IC50s = 16.3 and 15 nM, respectively) but has decreased activity against chloroquine-resistant P. falciparum strains (IC50s = 422.7-1,735.3 nM).1 Hydroxychloroquine inhibits production of IL-22, IL-17A, and IL-6 induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) and ionomycin (Item No. 10004974) in peripheral blood mononuclear cells (PBMCs) isolated from healthy individuals or patients with systemic lupus erythematosus (SLE) or rheumatoid arthritis (RA).3 It inhibits accumulation of sequestosome-1 (SQSTM1) puncta, a marker of autophagy, in mouse embryonic fibroblasts (MEFs) in a concentration-dependent manner.2 Hydroxychloroquine reduces viral titers of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in the culture supernatant of infected Vero E6 cells but does not reduce SARS-CoV-2 viral titers in an in vitro human airway epithelium model or the respiratory tract of infected cynomolgus macaques.4 Formulations containing hydroxychloroquine have been used in the prevention or treatment of malaria, as well as in the treatment of RA and SLE.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Delves, M., Plouffe, D., Scheurer, C., et al. The activities of current antimalarial drugs on the life cycle stages of Plasmodium: A comparative study with human and rodent parasites. PLoS Med. 9(2), e1001169 (2012).

    2. Mauthe, M., Orhon, I., Rocchi, C., et al. Chloroquine inhibits autophagic flux by decreasing autophagosome-lysosome fusion. Autophagy 14(8), 1435-1455 (2018).

    3. da Silva, J.C., Mariz, H.A., da Rocha, L.F., Jr., et al. Hydroxychloroquine decreases Th17-related cytokines in systemic lupus erythematosus and rheumatoid arthritis patients. Clinics (Sao Paulo) 68(6), 766-771 (2013).

    4. Maisonnasse, P., Guedj , J., Contreras, V., et al. Hydroxychloroquine use against SARS-CoV-2 infection in non-human primates. Nature 585(7826), 584-587 (2020).

    Product Citations

    Nakajima, W., Miyazaki, K., Asano, Y., et al. Krüppel-like factor 4 and its activator APTO-253 induce NOXA-mediated, p53-independent apoptosis in triple-negative breast cancer cells. Genes (Basel) 12(4), 539 (2021).

    Yuen, C.-K., Wong, W.-M., Mak, L.-F., et al. Suppression of SARS-CoV-2 infection in ex-vivo human lung tissues by targeting class III phosphoinositide 3-kinase. J. Med. Virol. 93(4), 2076-2083 (2021).