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401020

Imiquimod

≥98% (HPLC), TLR7 agonist, solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C14H16N4
CAS Number:
99011-02-6
Molecular Weight:
240.30
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00866946
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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Product Name

Imiquimod, An imidazoquinoline compound that acts as a potent immunomodulator and displays anti-angiogenic, anti-viral and anti-inflammatory properties.

Quality Segment

100

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 3 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

[n]1(c2c(nc1)c(nc3c2cccc3)N)CC(C)C

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

General description

An imidazoquinoline compound that acts as a potent immunomodulator and displays anti-angiogenic, anti-viral and anti-inflammatory properties. Reported to bind to the cell surface receptor, TLR7 (toll-like receptor 7), and induce the secretion of several pro-inflammatory cytokines and chemokines both in vitro and in vivo.

Biochem/physiol Actions

Primary Target
TLR7 (toll-like receptor 7)
Product does not compete with ATP.
Reversible: no
Cell permeable: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Upon thawing, warming may be required to resolubilize precipitated product.
warming to 60°C is required for complete solubilization.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Majewski, S., et al. 2005. Int. J. Dermatol.44, 14.
Gibson, S.J., et al. 2002. Cell. Immunol.218, 74.
Hemmi, H., et al. 2002. Nat. Immunol.3, 196.
Megyeri, K., et al. 1995. Mol. Cell. Biol.15, 2207.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

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pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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