MI-192

Base Information

• Chemical Name: MI-192
• CAS No.: 1415340-63-4
• Molecular Formula: C₂₄H₂₁N₃O₂
• Molecular Weight: 383.45
• Mol file: 1415340-63-4.mol

Synonyms:N-(2-aminophenyl)-4-[(4-methylene-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)methyl]benzamide

Chemical Property of MI-192

Chemical Property:

• Storage Temp.: 2-8°C
• Solubility.: ≤5mg/ml in DMSO;1mg/ml in dimethyl formamide

Purity/Quality:

97% ^*data from raw suppliers

MI-192 ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: MI-192 is a histone deacetylase (HDAC) 2 and 3 inhibitor. It also showed cytotoxic effect by inducing differentiation and apoptosis in acute myeloid leukemia cells in human.

Technology Process of MI-192

There total 4 articles about MI-192 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: 65.0%

1,2-propanediene (463-49-0) + 4-(aminomethyl)-N-(2-aminophenyl)benzamide (394253-88-4) + o-iodo-methyl-benzoic acid (610-97-9) → N-(2-aminophenyl)-4-[(4-methylene-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)methyl]benzamide (1415340-63-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 25.5h; under 413.729 Torr; Time; Schlenk technique;

Reference yield:

4-(tert-Butoxycarbonylaminomethyl)benzoic acid (33233-67-9) → N-(2-aminophenyl)-4-[(4-methylene-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)methyl]benzamide (1415340-63-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / N,N-dimethyl-formamide / 20 °C

2: hydrogenchloride; water / 1.5 h / 20 °C

3: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane / N,N-dimethyl-formamide / 21 h / 80 °C / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; water; potassium carbonate; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In N,N-dimethyl-formamide;

Reference yield:

1,2-diamino-benzene (95-54-5) → N-(2-aminophenyl)-4-[(4-methylene-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)methyl]benzamide (1415340-63-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / 4 h / 20 °C

2: sodium tetrahydroborate / tetrahydrofuran / 20 °C

3: diethylamino-sulfur trifluoride / dichloromethane / 2 h / 0 - 20 °C

With sodium tetrahydroborate; diethylamino-sulfur trifluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;

upstream raw materials:

1,2-diamino-benzene

1,2-propanediene

4-(aminomethyl)-N-(2-aminophenyl)benzamide

o-iodo-methyl-benzoic acid