I5159

Imiquimod

≥98% (HPLC), solid, caspase 3 activator

• Synonym(e): 1-(2-Methylpropyl)-1H-imidazole[4,5-c]quinoline-4-amine
• Empirische Formel (Hill-System): C₁₄H₁₆N₄
• CAS-Nummer: 99011-02-6
• Molekulargewicht: 240.30
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724516
• NACRES: NA.77
• MDL number: MFCD00866946
• Assay: ≥98% (HPLC)
• Form: solid

Eigenschaften

• Produktname: Imiquimod, ≥98% (HPLC), solid
• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: solid
• solubility: H₂O: <2 mg/mL, DMSO: 4 mg/mL (warming to 60 °C for 15 minutes)
• SMILES string: CC(C)Cn1cnc2c(N)nc3ccccc3c12
• InChI: 1S/C14H16N4/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)
• InChI key: DOUYETYNHWVLEO-UHFFFAOYSA-N
• Gene Information: human ... TLR7(51284)

Beschreibung

General description

Imiquimod is a toll-like receptor (TLR)-7/8 agonist.

Application

Imiquimod has been used as TLR7 agonist for TLR7 agonist enhancement studies. It has also been used as an NLR family, pyrin domain containing 3 (NLRP3) stimulant to treat NLRP3-FL-Btn and FLAG-ASC-FL.

Biochem/physiol Actions

Imiquimod is a caspase 3 activator, which directly induces procaspase 3 cleavage to active caspase 3. Imiquimod induces apoptosis in vivo in basal cell carcinoma. Its anti-tumor activity is related to the induction of apoptosis. Imiquimod has anti-angiogenic, anti-inflammatory, anti-viral activities. Imiquimod also acts as an immune response modulator inducing the secretion of various cytokines and chemokines.

Imiquimod is a caspase 3 activator, which directly induces procaspase 3 cleavage to active caspase 3. Imiquimod induces apoptosis in vivo and acts as an immunomodulator with anti-viral and anti-inflammatory perties.

Imiquimod helps to induce the innate cutaneous immunity and the cellular arm of the adaptive immune response.

Features and Benefits

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Sicherheitshinweise

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H315,H319
• pcodes: P264 - P270 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges