RGFP 109

Base Information

• Chemical Name: RGFP 109
• CAS No.: 1215493-56-3
• Molecular Formula: C20H25N3O2
• Molecular Weight: 339.437
• Mol file: 1215493-56-3.mol

Synonyms:N-(6-(2-aminophenylamino)-6-oxohexyl)-4-methylbenzamide;RG-2833;UNII-17V14R89EU;RG2833 (RGFP109);S7292;RGFP 109;

Chemical Property of RGFP 109

Chemical Property:

• Boiling Point: 620.1±50.0 °C(Predicted)
• PKA: 14.62±0.70(Predicted)
• PSA: 87.71000
• Density: 1.163±0.06 g/cm3(Predicted)
• LogP: 5.12770
• Solubility.: insoluble in H2O; ≥16.95 mg/mL in DMSO; ≥8.05 mg/mL in EtOH with gentle warming and ultrasonic

Purity/Quality:

99%+, ^*data from raw suppliers

RGFP 109 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: RGFP 109 is a histone deacetylase (HDAC) inhibitor that has shown to reverse FXN gene silencing in short-term studies of Friedreich ataxia (FRDA) patient cells.

Technology Process of RGFP 109

There total 3 articles about RGFP 109 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: 33.9%

1,2-diamino-benzene (95-54-5) + 6-(4-methylbenzamido)hexanoic acid (78521-43-4) → N-(6-(2-aminophenylamino)-6-oxohexyl)-4-methylbenzamide (1215493-56-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;

Reference yield:

p-Toluic acid (99-94-5) → N-(6-(2-aminophenylamino)-6-oxohexyl)-4-methylbenzamide (1215493-56-3)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride

2: dmap / tetrahydrofuran / 0 - 20 °C

3: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0 °C / Inert atmosphere

With dmap; thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

C15H21NO3 (1156424-90-6) → N-(6-(2-aminophenylamino)-6-oxohexyl)-4-methylbenzamide (1215493-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0 °C / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In dichloromethane;

upstream raw materials:

1,2-diamino-benzene

6-(4-methylbenzamido)hexanoic acid

p-Toluic acid

C₁₅H₂₁NO₃

Refernces