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Imiquimod maleate

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Category Herpes simplex Virus (HSV)
CAS 896106-16-4
Description Imiquimod maleate is an immune response modifier. It acts as a toll-like receptor 7 agonist. It is commonly used topically to treat warts on the skin of the genital and anal areas. It is also used to treat certain diseases of the skin, including skin cancers, such as basal cell carcinoma, Bowen's disease, superficial squamous cell carcinoma, some superficial malignant melanomas, and actinic keratosis. It can lead to the activation of Langerhans cells, which subsequently migrate to local lymph nodes to activate the adaptive immune system when applied to skin.
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Product Information

Synonyms R 837 maleate; R837 maleate; R-837 maleate
IUPAC Name (Z)-but-2-enedioic acid;1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine
Molecular Weight 356.38
Molecular Formula C18H20N4O4
Canonical SMILES NC1=NC2=CC=CC=C2C3=C1N=CN3CC(C)C.O=C(O)/C=C\C(O)=O
InChI InChI=1S/C14H16N4.C4H4O4/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15;5-3(6)1-2-4(7)8/h3-6,8-9H,7H2,1-2H3,(H2,15,17);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKey KYQFLNAOJRNEDV-BTJKTKAUSA-N
Purity >98%
Solubility 10 mM in DMSO
Appearance Solid powder
Application Imiquimod maleat is commonly used topically to treat warts on the skin of the genital and anal areas. It is also used to treat certain diseases of the skin, including skin cancers, such as basal cell carcinoma, Bowen's disease, superficial squamous cell carcinoma, some superficial malignant melanomas, and actinic keratosis.
Shelf Life 2 month in rt, long time
Storage -20°C Freezer
Complexity 413
Exact Mass 356.14845513
In Vitro TLR7, HSV-1
In Vivo In animal models, imiquimod stimulates the innate immune response by increasing NK cell activity, activating macrophages to secretecytokines and nitric oxide, and inducing proliferation and differentiation of B lymphocytes. Imiquimod stimulates the innate immune response through induction, synthesis, and release of cytokines, including interferon-a (IFN-α), interleukin (IL)-6, and tumour necrosis factor (TNF)-α.
Target Toll-like Receptor (TLR); Autophagy; SARS-CoV; HSV

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