Gardiquimod diTFA - ≥99% , CAS No.1159840-61-5

CAS: 1159840-61-5 Cat. No.: G647706 Formule: C₂₁H₂₅F₆N₅O₅ Poids moléculaire: 541.4 PubChem CID: 44592365

GRADE & PURITY ≥99%

Synonyms

1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-alpha,alpha-dimethyl-, 2,2,2-trifluoroacetate (1:2) | 4Y6M4HJ0WU | 1H-IMIDAZO(4,5-C)QUINOLINE-1-ETHANOL, 4-AMINO-2-((ETHYLAMINO)METHYL)-.ALPHA.,.ALPHA.-DIMETHYL-, 2,2,2-TRIFLUOROACETATE

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Vue d’ensemble

Gardiquimod diTFA, an imidazoquinoline analog, is a TLR7/8 agonist. Gardiquimod diTFA could inhibit HIV-1 infection of macrophages and activated peripheral blood mononuclear cells (PBMCs). Gardiquimod diTFA specifically activates TLR7 when used at concentrations below 10 μM

In Vitro

Gardiquimod diTFA (6-60 μM ) significantly inhibits cDNA synthesis by HIV-1 reverse transcriptase. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Dendritic cells (DCs) in combination with Gardiquimod (1 mg/kg per mouse; i.p.; daily for 7 days) improves the anti-tumor effects of NK cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Male athymic nude mice (Balb-nu/nu, 5 weeks old) (bearing human HepG2 liver carcinoma xenografts)Dosage: 1 mg/kg per mouse Administration: i.p.; daily for 7 days Result: Significantly suppressed the growth of human HepG2 liver carcinoma xenografts.

Form:Solid

IC50& Target:TLR7 TLR8 HIV-1

Specifications

Synonymes

1H-Imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-[(ethylamino)methyl]-alpha,alpha-dimethyl-, 2,2,2-trifluoroacetate (1:2) | 4Y6M4HJ0WU | 1H-IMIDAZO(4,5-C)QUINOLINE-1-ETHANOL, 4-AMINO-2-((ETHYLAMINO)METHYL)-.ALPHA.,.ALPHA.-DIMETHYL-, 2,2,2-TRIFLUOROACETATE

Spécifications et pureté

≥99%

Mécanismes biochimiques et physiologiques

Gardiquimod diTFA, an imidazoquinoline analog, is a TLR7/8 agonist. Gardiquimod diTFA could inhibit HIV-1 infection of macrophages and activated peripheral blood mononuclear cells (PBMCs). Gardiquimod diTFA specifically activates TLR7 when used at concent

Conditions de stockage de stockage

Store at 2-8°C,Desiccated

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Pureté

≥99%

Noms et identifiants

Sourires canoniques

CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O

IUPAC Name

1-[4-amino-2-(ethylaminomethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol;2,2,2-trifluoroacetic acid

InChIKey

XFQPQSJDMJVOBN-UHFFFAOYSA-N

INCHI

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

Isomères SMILES

CCNCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O

PubChem CID

44592365

Poids moléculaire

541.4

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Quinolines and derivatives
      • Subclass Imidazoquinolines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Quinolines and derivatives
• Subclass: Imidazoquinolines
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazoquinolines
• Alternative Parents: Aminoquinolines and derivatives Imidazo-[4,5-c]pyridines Aminopyridines and derivatives Aralkylamines Benzenoids N-substituted imidazoles Imidolactams Alpha-halocarboxylic acids Tertiary alcohols Heteroaromatic compounds Dialkylamines Carboxylic acids Azacyclic compounds Monocarboxylic acids and derivatives Carbonyl compounds Organic oxides Organofluorides Primary amines Alkyl fluorides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Imidazoquinoline - Aminoquinoline - Imidazopyridine - Imidazo-[4,5-c]pyridine - Aminopyridine - Aralkylamine - N-substituted imidazole - Pyridine - Imidolactam - Benzenoid - Alpha-halocarboxylic acid - Alpha-halocarboxylic acid or derivatives - Azole - Imidazole - Heteroaromatic compound - Tertiary alcohol - Azacycle - Secondary amine - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Secondary aliphatic amine - Organonitrogen compound - Alcohol - Organic oxide - Hydrocarbon derivative - Organohalogen compound - Carbonyl group - Alkyl halide - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Primary amine - Alkyl fluoride - Organofluoride - Amine - 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: DMSO : 50 mg/mL (92.35 mM; Need ultrasonic) H2O : 25 mg/mL (46.17 mM; Need ultrasonic)
• Poids moléculaire: 541.400 g/mol
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 5
• Exact Mass: 541.176 Da
• Monoisotopic Mass: 541.176 Da
• Topological Polar Surface Area: 164.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 488.000
• 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: 3

XLogP3

Foire aux questions

What is the purity of this product?

This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1159840-61-5, the molecular formula is C21H25F6N5O5, and the molecular weight is 541.4 g/mol. InChIKey XFQPQSJDMJVOBN-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.