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Gardiquimod - 97%, high purity , CAS No.1020412-43-4

    Grade & Purity:
  • ≥97%
In stock
Item Number
G274801
Grouped product items
SKU Size
Availability
Price Qty
G274801-5mg
5mg
2
$64.90
G274801-25mg
25mg
2
$178.90
G274801-50mg
50mg
1
$340.90

Selective toll-like receptor 7 (TLR7) agonist

Basic Description

Synonyms 1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol | 1-(4-amino-2-((ethylamino)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol | 1-(4-amino-2-ethylaminomethylimidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol
Specifications & Purity ≥97%
Biochemical and Physiological Mechanisms Selective TLR7 agonist. Inhibits HIV-1 reverse transcriptase. Induces pro-inflammatory cytokine production in thymocytes. Antiproliferative effects. Shows immunomodulatory effects in vivo. More active than Imiquimod.
Storage Temp Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Biochem/physiol Actions

Gardiquimod is a potent and specific agonist for human or mouse Toll-like receptor 7 (TLR7). Also, at high concentration gardiquimod activates TLR8. Similarly to imiquimod, gardiquimod could mimic the effects of viral nucleic acids on the immune system.

Gardiquimod is developed as a new imidazoquinoline compound. It stimulates NF-κB (nuclear factor-κB) activation in cells expressing human or murine toll like receptor 7 (TLR7). Gardiquimod is found to be ten times more efficient than imiquimod. It induces splenocyte activation and prevents murine B16 melanoma growth and metastasis. Gardiquimod might serve as a therapeutic agent to prevent HIV-1 (human immunodeficiency virus - 1) transmission. It hinders the life cycle of HIV-1, by blocking the action of HIV-1 reverse transcriptase.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Quinolines and derivatives
Subclass Imidazoquinolines
Intermediate Tree Nodes Not available
Direct Parent Imidazoquinolines
Alternative Parents Aminoquinolines and derivatives  Imidazo-[4,5-c]pyridines  Aralkylamines  Aminopyridines and derivatives  N-substituted imidazoles  Imidolactams  Benzenoids  Tertiary alcohols  Heteroaromatic compounds  Dialkylamines  Azacyclic compounds  Primary amines  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Imidazoquinoline - Aminoquinoline - Imidazopyridine - Imidazo-[4,5-c]pyridine - Aminopyridine - Aralkylamine - N-substituted imidazole - Pyridine - Benzenoid - Imidolactam - Tertiary alcohol - Imidazole - Azole - Heteroaromatic compound - Secondary amine - Secondary aliphatic amine - Azacycle - Amine - Primary amine - Organooxygen compound - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as imidazoquinolines. These are aromatic heterocyclic compounds containing an imidazole ring fused to a quinoline ring system. In some configurations, the imidazole ring shares a nitrogen atom with the quinoline moiety.
External Descriptors Not available

Associated Targets(Human)

TLR8 Tchem Toll-like receptor 8 (1853 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Tlr7 Toll-like receptor 7 (174 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol
INCHI InChI=1S/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)
InChIKey FHJATBIERQTCTN-UHFFFAOYSA-N
Smiles CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
Isomeric SMILES CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N
Molecular Weight 313.4
Reaxy-Rn 19659786
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=19659786&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number Certificate Type Date Item
D2402247 Certificate of Analysis Jun 17, 2025 G274801
D2402243 Certificate of Analysis Jun 17, 2025 G274801
D2402245 Certificate of Analysis Jun 17, 2025 G274801
H2409425 Certificate of Analysis May 12, 2025 G274801
H2409424 Certificate of Analysis May 12, 2025 G274801
D2402249 Certificate of Analysis Jan 16, 2025 G274801
D2402244 Certificate of Analysis Jan 16, 2025 G274801
D2402246 Certificate of Analysis Mar 19, 2024 G274801
I2109351 Certificate of Analysis Apr 17, 2023 G274801
I2109338 Certificate of Analysis Apr 17, 2023 G274801
I2109321 Certificate of Analysis Apr 17, 2023 G274801

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Chemical and Physical Properties

Solubility Soluble in DMSO to 100 mM
Molecular Weight 313.400 g/mol
XLogP3 1.000
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 5
Exact Mass 313.19 Da
Monoisotopic Mass 313.19 Da
Topological Polar Surface Area 89.000 Ų
Heavy Atom Count 23
Formal Charge 0
Complexity 404.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Solution Calculators

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