Imiquimod hydrochloride

Category	Herpes simplex Virus (HSV)
CAS	99011-78-6
Description	Imiquimod hydrochloride 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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Synonyms	R 837 hydrochloride; R837 hydrochloride; R-837 hydrochloride; 1H-Imidazo[4,5-c]quinolin-4-amine, 1-(2-methylpropyl)-, hydrochloride (1:1); 1H-Imidazo[4,5-c]quinolin-4-amine, 1-(2-methylpropyl)-, monohydrochloride; Imiquimod monohydrochloride
IUPAC Name	1-(2-methylpropyl)imidazo[4,5-c]quinolin-4-amine;hydrochloride
Molecular Weight	276.76
Molecular Formula	C14H17ClN4
Canonical SMILES	NC1=NC2=CC=CC=C2C3=C1N=CN3CC(C)C.Cl
InChI	InChI=1S/C14H16N4.ClH/c1-9(2)7-18-8-16-12-13(18)10-5-3-4-6-11(10)17-14(12)15;/h3-6,8-9H,7H2,1-2H3,(H2,15,17);1H
InChIKey	RGKLRAHQVIHCCH-UHFFFAOYSA-N
Melting Point	>300°C
Purity	≥95%
Solubility	Soluble in DMSO
Appearance	White Lyophilized Powder
Shelf Life	2 month in rt, long time
Storage	Store at -20°C
Complexity	294
Exact Mass	276.1141743
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.
PSA	56.73000
Target	Toll-like Receptor (TLR); Autophagy; SARS-CoV; HSV