CU-CPT-9a

Base Information

• Chemical Name: CU-CPT-9a
• CAS No.: 2162962-69-6
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.285
• Mol file: 2162962-69-6.mol

Synonyms:

Chemical Property of CU-CPT-9a

Chemical Property:

• Boiling Point: 452.6±45.0 °C(Predicted)
• PKA: 8.46±0.20(Predicted)
• Density: 1.287±0.06 g/cm3(Predicted)

Purity/Quality:

99%+, ^*data from raw suppliers

CUCPT9a ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: CU-CPT9b is an antagonist of toll-like receptor 8 (TLR8; Kd = 21 nM). It inhibits activation of NF-?B induced by the TLR8 agonist R-848 in TLR8-overexpressing HEK-Blue cells with an IC50 value of 0.7 nM.
• Uses: CU-CPT9a is a potent TLR8 inhibitor (IC50 = 0.5 nM and Kd = 21 nM). Stabilizes the TLR8 dimer in its resting state, preventing activation. Suppresses TLR8-mediated proinflammatory signaling in various cell lines and human primary cells.

Technology Process of CU-CPT-9a

There total 2 articles about CU-CPT-9a which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-Bromo-2-methylphenol (2362-12-1) → C16H13NO2 (2162962-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 90 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 100 °C / Inert atmosphere

3: boron tribromide / dichloromethane / 1.5 h / 20 °C / Cooling with ice

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; boron tribromide; potassium carbonate; In 1,4-dioxane; dichloromethane; water;

Reference yield:

4-chloro-7-methoxyquinoline (68500-37-8) + 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (627906-52-9) → C16H13NO2 (2162962-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 100 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 1.5 h / 20 °C / Cooling with ice

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; boron tribromide; potassium carbonate; In 1,4-dioxane; dichloromethane; water;

upstream raw materials:

4-chloro-7-methoxyquinoline

2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

4-Bromo-2-methylphenol

Refernces