Gardiquimod TFA
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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 Shipping out time Quantity
50mg USD 550 2 Weeks
100mg USD 950 2 Weeks
200mg USD 1450 2 Weeks
500mg USD 2550 2 Weeks
1g USD 3250 2 Weeks
2g USD 5150 2 Weeks
5g USD 9950 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-31. Prices are subject to change without notice.

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).

HS Tariff Code:
2934.99.9001


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.