Gardiquimod

AdipoGen Life Sciences
Product Code: AG-CR1-3583
Product Group: Other Biochemicals
CodeSizePrice
AG-CR1-3583-M0055 mg£50.00
Quantity:
AG-CR1-3583-M02525 mg£150.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
+4°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
1-(4-Amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
Appearance:
White to off-white powder.
CAS:
1020412-43-4
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.Avoid freeze/thaw cycles.
Hazards:
H301, H315, H319, H335
InChi:
InChI=1/C17H23N5O/c1-4-19-9-13-21-14-15(22(13)10-17(2,3)23)11-7-5-6-8-12(11)20-16(14)18/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20)/f/h18H2
InChiKey:
FHJATBIERQTCTN-DZQCGVKKCV
Long Description:
Chemical. CAS: 1020412-43-4. Formula: C17H23N5O. MW: 313.4. Synthetic. Immune response modifier. Antiviral and antitumor compound Selective ligand for human or mouse Toll-like receptor 7 (TLR7). Induces the activation of NF-kappaB in HEK 293 cells expressing TLR7 at 0.1µg/ml. 10 times more active than Imiquimod (Prod. No. AG-CR1-3569 http://www.adipogen.com/ag-cr1-3569/imiquimod.html ). At high concentrations (3µg/ml) slightly activates TLR8. Shows adjuvant activity to increase the effectiveness of vaccines.
MDL:
MFCD11041176
Molecular Formula:
C17H23N5O
Molecular Weight:
313.4
Package Type:
Vial
PG:
III
Precautions:
P301, P310, P302, P352, P304, P340, P330
Product Description:
Immune response modifier. Antiviral and antitumor compound Selective ligand for human or mouse Toll-like receptor 7 (TLR7). Induces the activation of NF-kappaB in HEK 293 cells expressing TLR7 at 0.1µg/ml. 10 times more active than Imiquimod (Prod. No. AG-CR1-3569 http://www.adipogen.com/ag-cr1-3569/imiquimod.html ). At high concentrations (3µg/ml) slightly activates TLR8. Shows adjuvant activity to increase the effectiveness of vaccines.
Purity:
>98%
Signal word:
Danger
SMILES:
CCNCC1=NC2=C(N1CC(C)(C)O)C1=C(C=CC=C1)N=C2N
Solubility Chemicals:
Soluble in DMSO (30mg/ml), dioxane (5mg/ml), methanol (30mg/ml) or acetonitrile (2mg/ml).
Source / Host:
Synthetic.
Transportation:
Excepted Quantity
UN Nummer:
UN 2811
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Stock solutions are stable for at least 3 months when stored at -20°C.

References

Double-Stranded RNA Induces an Antiviral Defense Status in Epidermal Keratinocytes through TLR3-, PKR-, and MDA5/RIG-I-Mediated Differential Signaling: B.N. Kalali, et al.; J. Immunol. 181, 2694 (2008) | Porcine TLR8 and TLR7 are both activated by a selective TLR7 ligand, imiquimod: J. Zhu, et al.; Mol. Immunol. 45, 3238 (2008) | Regioisomerism-dependent TLR7 agonism and antagonism in an imidazoquinoline: N.M. Shukla, et al.; Bioorg. Med. Chem. Lett. 19, 2211 (2009) | Intradermal immunization improves protective efficacy of a novel TB vaccine candidate: S.L. Baldwin, et al; Vaccine 27, 3063 (2009) | Signaling through TLR7 enhances the immunosuppressive activity of murine CD4+CD25+ T regulatory cells: N.A. Forward, et al.; J. Leukoc. Biol. 87, 117 (2010) | The TLR7 agonists imiquimod and gardiquimod improve DC-based immunotherapy for melanoma in mice: F. Ma, et al.; Cell Mol. Immunol. 7, 381 (2010) | TLR8 agonists stimulate newly recruited monocyte-derived cells into potent APCs that enhance HBsAg immunogenicity: J. Du, et al.; Vaccine 28, 6273 (2010) | TLR7 agonists display potent antiviral effects against norovirus infection via innate stimulation: D.E. Tuipulotu, et al.; Antimicrob. Agents Chemother. ahead of print (2018)

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