Gardiquimod TFA
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 330135

CAS#: 1159840-61-5 (TFA)

Description: Gardiquimod is a chemical compound which acts selectively at both mouse and human forms of toll-like receptor 7 (TLR7). It functions as an immune response modifier. The core structure is 1H-imidazo[4,5-c]quinoline, as found in related drugs such as imiquimod and resiquimod. It is structurally very similar to resiquimod differing only by an oxygen for nitrogen switch.


Price and Availability

Size
Price

50mg
USD 550
500mg
USD 2550
5g
USD 9950
Size
Price

100mg
USD 950
1g
USD 3250
Size
Price

200mg
USD 1450
2g
USD 5150

Gardiquimod TFA, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 330135
Name: Gardiquimod TFA
CAS#: 1159840-61-5 (TFA)
Chemical Formula: C19H24F3N5O3
Exact Mass:
Molecular Weight: 427.43
Elemental Analysis: C, 53.39; H, 5.66; F, 13.33; N, 16.39; O, 11.23


Related CAS #: 1159840-61-5 (TFA)   1020412-43-4 (free base)    

Synonym: Gardiquimod TFA salt; Gardiquimod;

IUPAC/Chemical Name: 1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol 2,2,2-trifluoroacetate

InChi Key: POTWNBLXWPBSSG-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H23N5O.C2HF3O2/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;3-2(4,5)1(6)7/h5-8,19,23H,4,9-10H2,1-3H3,(H2,18,20);(H,6,7)

SMILES Code: CC(O)(C)CN1C(CNCC)=NC2=C1C3=CC=CC=C3N=C2N.O=C(O)C(F)(F)F


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Guo S, Zhang Y, Wang Z, Yu Y, Wang G. Intraperitoneal gardiquimod protects
against hepatotoxicity through inhibition of oxidative stress and inflammation in
mice with sepsis. J Biochem Mol Toxicol. 2017 Aug;31(8). doi: 10.1002/jbt.21923.
Epub 2017 Apr 19. PubMed PMID: 28422377.

2: Jia B, Luo X, Cheng FW, Li L, Hu DJ, Wang F, Zhang SQ. Gardiquimod inhibits
the expression of calcium-induced differentiation markers in HaCaT cells. Mol
Biol Rep. 2013 Nov;40(11):6363-9. doi: 10.1007/s11033-013-2750-9. Epub 2013 Sep
22. PubMed PMID: 24057248.

3: Buitendijk M, Eszterhas SK, Howell AL. Gardiquimod: a Toll-like receptor-7
agonist that inhibits HIV type 1 infection of human macrophages and activated T
cells. AIDS Res Hum Retroviruses. 2013 Jun;29(6):907-18. doi:
10.1089/AID.2012.0313. Epub 2013 Feb 5. PubMed PMID: 23316755; PubMed Central
PMCID: PMC3653394.

4: Ma F, Zhang J, Zhang J, Zhang C. The TLR7 agonists imiquimod and gardiquimod
improve DC-based immunotherapy for melanoma in mice. Cell Mol Immunol. 2010
Sep;7(5):381-8. doi: 10.1038/cmi.2010.30. Epub 2010 Jun 14. PubMed PMID:
20543857; PubMed Central PMCID: PMC4002679.