INK1117

Base Information

• Chemical Name: INK1117
• CAS No.: 1268454-23-4
• Molecular Formula: C19H17N5O3
• Molecular Weight: 363.36998
• Mol file: 1268454-23-4.mol

Synonyms:Methanone, [6-(2-aMino-5-benzoxazolyl)iMidazo[1,2-a]pyridin-3-yl]-4-Morpholinyl-;INK-1117 MLN1117;MLN1117;MLN1117 (INK1117);TAK-117(INK1117,MLN1117);[6-(2-Amino-5-benzoxazolyl)imidazo[1,2-a]pyridin-3-yl]-4-morpholinylmethanone

Chemical Property of INK1117

Chemical Property:

• PKA: 4.75±0.50(Predicted)
• PSA: 99.62000
• Density: 1.55±0.1 g/cm3(Predicted)
• LogP: 2.06510
• Solubility.: ≤1mg/ml in DMSO;0.25mg/ml in dimethyl formamide

Purity/Quality:

99% ^*data from raw suppliers

MLN1117 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: INK1117 is an inhibitor of phosphoinositide 3-kinase α (PI3Kα) that is selective for p110α in vitro (IC50 = 15 nM for PI3Kα vs. >1 μM for other isoforms, as well as for mTOR) and in cells when used at 1 μM. It blocks signaling to Akt and inhibits growth of cancer cells harboring wild-type or mutated p110α. INK1117 does not interfere with B cell proliferation or NK cell maturation and survival.[Cayman Chemical] MLN 1117 is an inhibitor of PI3Kα which is selective for p110α in vitro. Useful in the attenuation of cell proliferation.

Technology Process of INK1117

There total 6 articles about INK1117 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: 85.0%

2-amino-benzooxazole-5-boronic acid hydrochloride (1404480-15-4) + C12H12BrN3O2 (1434089-03-8) → (6-(2-aminobenzo[d]oxazol-5-yl)imidazo[1,2-a]pyridin-3-yl)(morpholino)methanone (1268454-23-4)

Guidance literature:

2-amino-benzooxazole-5-boronic acid hydrochloride; C₁₂H₁₂BrN₃O₂; In 1,4-dioxane; water; at 20 ℃; for 0.166667h;

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 20 - 102 ℃; Inert atmosphere; Reflux;

Reference yield:

6-bromoimidazo[1,2-a]pyridine-3-carboxylic acid (944896-42-8) → (6-(2-aminobenzo[d]oxazol-5-yl)imidazo[1,2-a]pyridin-3-yl)(morpholino)methanone (1268454-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

1.2: 0 - 102 °C / Reflux; Inert atmosphere

1.3: 20 °C / Inert atmosphere

2.1: 1,4-dioxane; water / 0.17 h / 20 °C

2.2: 20 - 102 °C / Inert atmosphere; Reflux

In 1,4-dioxane; water;

Reference yield:

2-amino-4-bromo-phenol (40925-68-6) → (6-(2-aminobenzo[d]oxazol-5-yl)imidazo[1,2-a]pyridin-3-yl)(morpholino)methanone (1268454-23-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 15 h / 18 - 37 °C / Large scale

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 18 - 103 °C / Inert atmosphere; Reflux; Large scale

3.1: hydrogenchloride / water / 80 - 84 °C / Large scale

4.1: 1,4-dioxane; water / 0.17 h / 20 °C

4.2: 20 - 102 °C / Inert atmosphere; Reflux

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; methanol; water;

upstream raw materials:

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

6-bromoimidazo[1,2-a]pyridine-3-carboxylic acid

2-amino-benzooxazole-5-boronic acid hydrochloride

C₁₂H₁₂BrN₃O₂

Refernces

• 1、 -. "KINASE INHIBITOR POLYMORPHS". . . Retrieved 2013/05/23.