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I5159

Sigma-Aldrich

Imiquimod

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

Sinonimo/i:

1-(2-Methylpropyl)-1H-imidazole[4,5-c]quinoline-4-amine

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About This Item

Formula empirica (notazione di Hill):
C14H16N4
Numero CAS:
99011-02-6
Peso molecolare:
240.30
Numero MDL:
MFCD00866946
Codice UNSPSC:
12352200
ID PubChem:
24724516
NACRES:
NA.77

product name

Imiquimod, ≥98% (HPLC), solid

Livello qualitativo

100

Saggio

≥98% (HPLC)

Forma fisica

solid

Solubilità

H2O: <2 mg/mL
DMSO: 4 mg/mL (warming to 60 °C for 15 minutes)

Stringa SMILE

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)
DOUYETYNHWVLEO-UHFFFAOYSA-N

Informazioni sul gene

human ... TLR7(51284)

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Descrizione generale

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

Applicazioni

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.

Azioni biochim/fisiol

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

Caratteristiche e vantaggi

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

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301,H315,H319

Classi di pericolo

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificati d'analisi (COA)

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Aimée H M M Arits et al.
The Lancet. Oncology, 14(7), 647-654 (2013-05-21)
Superficial basal-cell carcinoma is most commonly treated with topical non-surgical treatments, such as photodynamic therapy or topical creams. Photodynamic therapy is considered the preferable treatment, although this has not been previously tested in a randomised control trial. We assessed the
Ryutaro Yoshiki et al.
The Journal of investigative dermatology, 134(7), 1912-1921 (2014-02-27)
Psoriasis is a common chronic inflammatory skin disease that involves dysregulated interplay between immune cells and keratinocytes. Recently, it has been reported that IL-23 induces CCR6+ γδ T cells, which have the pivotal role in psoriasis-like skin inflammation in mice
Microglial-derived miRNA let-7 and HMGB1 contribute to ethanol-induced neurotoxicity via TLR7
Coleman L G, et al.
Journal of Neuroinflammation, 14(1), 22-22 (2017)
Topical imiquimod is and effective and safe drug for molluscum contagiosum in children
Badavanis G, et al.
Acta Dermatovenerologica Croatica, 25(2), 164-164 (2017)
Poly (I: C) and hyaluronic acid directly interact with NLRP3, resulting in the assembly of NLRP3 and ASC in a cell-free system
Kaneko N, et al.
European journal of inflammation, 15(2), 85-97 (2017)
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