HS-173

Base Information

• Chemical Name: HS-173
• CAS No.: 1276110-06-5
• Molecular Formula: C₂₁H₁₈N₄O₄S
• Molecular Weight: 422.464
• Mol file: 1276110-06-5.mol

Synonyms:HS-173;6-[5-[(Phenylsulfonyl)amino]-3-pyridinyl]imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;ethyl 6-(5-(phenylsulfonamido)pyridin-3-yl)imidazo[1,2-a]pyridine-3-carboxylate;6-[5-[(Phenylsulfonyl)amino]-3-pyridinyl]imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester HS-173

Chemical Property of HS-173

Chemical Property:

• PKA: 6.84±0.40(Predicted)
• PSA: 111.04000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 4.52760
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

HS-173 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: HS-173 is an imidazopyridine analog that acts as a PI3Kα inhibitor with an IC50 value of 0.8 nM. It demonstrates antiproliferative activity in T47D, SK-BR-3, and MCF-7 cells with IC50 values of 0.6, 1.5, and 7.8 μM, respectively. HS-173 is reported to induce apoptosis by arresting the cell cycle at the G2/M phase and by activating caspases. It has also been shown to block VEGF-induced angiogenesis both in vitro and in vivo.
• Uses: HS-173 is a potent PI3Kα inhibitor with anticancer activity.

Technology Process of HS-173

There total 5 articles about HS-173 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:

ethyl 6-bromoimidazol[1,2-a]pyridine-3-carboxylate (372198-69-1) + N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-benzenesulfonamide (1083326-28-6) → ethyl 6-(5-(phenylsulfonamido)pyridin-3-yl)imidazo[1,2-a]-pyridine-3-carboxylate (1276110-06-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm101582z

Reference yield:

3-amino-5-bromopyridine (13535-01-8) → ethyl 6-(5-(phenylsulfonamido)pyridin-3-yl)imidazo[1,2-a]-pyridine-3-carboxylate (1276110-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 20 °C / Inert atmosphere

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

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 12 h / 100 °C / Inert atmosphere

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In 1,4-dioxane; dichloromethane; water; 3: Suzuki coupling;

DOI:10.1021/jm101582z

Reference yield:

benzenesulfonyl chloride (98-09-9) → ethyl 6-(5-(phenylsulfonamido)pyridin-3-yl)imidazo[1,2-a]-pyridine-3-carboxylate (1276110-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 20 °C / Inert atmosphere

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

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 12 h / 100 °C / Inert atmosphere

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium carbonate; In 1,4-dioxane; dichloromethane; water; 3: Suzuki coupling;

DOI:10.1021/jm101582z

upstream raw materials:

3-amino-5-bromopyridine

5-bromo-2-pyridylamine

ethyl 6-bromoimidazol[1,2-a]pyridine-3-carboxylate

N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-benzenesulfonamide

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