Bardoxolone

Base Information

• Chemical Name: Bardoxolone
• CAS No.: 890707-28-5
• Molecular Formula: C9H11ClN2O
• Molecular Weight: 198.652
• Hs Code.: 29242990
• Mol file: 890707-28-5.mol

Synonyms:2-Amino-5-chloro-N,3-dimethylhenzamide

Chemical Property of Bardoxolone

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 130-132 °C
• Boiling Point: 308.8 °C at 760 mmHg
• PKA: 14.24±0.46(Predicted)
• Flash Point: 140.5 °C
• PSA: 58.61000
• Density: 1.239g/cm³
• LogP: 2.74620
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

98%, ^*data from raw suppliers

2-Amino-5-chloro-N,3-dimethylbenzamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Bardoxolone is a synthetic oleanane triterpenoid that exerts multifunctional activities in the control of cellular growth and differentiation. Bardoxolone is capable of activating the transcription factor peroxisome proliferator activator receptor-γ (PPARγ), its apoptotic effects in malignant cells have been shown to occur independently of PPARγ. Bardoxolone was developed as an potential drug for the improvement of hyperglycemia, proteinuria, glomerulus structure, serum creatine, which may in turn be beneficial to treat diabetic kidney diseases, cancer and thromboembolic events.

Technology Process of Bardoxolone

There total 32 articles about Bardoxolone 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: 98.0%

2-amino-3-methyl-5-chlorobenzoic acid methyl ester (79101-83-0) + methylamine (74-89-5) → 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine (890707-28-5)

Guidance literature:

In methanol; at 65 - 68 ℃; for 5h; Temperature;

Reference yield: 96.8%

isopropyl 2-amino-5-chloro-3-methylbenzoate + methylamine (74-89-5) → 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine (890707-28-5)

Guidance literature:

In isopropyl alcohol; at 60 ℃; for 7h;

Reference yield: 95.4%

2-amino-5-chloro-3-methylbenzoic acid ethyl ester (1032668-60-2) + methylamine (74-89-5) → 2-amino-3-methyl-5-chlorobenzoyl-N-methylamine (890707-28-5)

Guidance literature:

In methanol; at 50 ℃; for 6h;

upstream raw materials:

6-chloro-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

methylamine

2-amino-3-methyl-5-chlorobenzoic acid methyl ester

N-methyl-3-methyl-2-aminobenzamide

Downstream raw materials:

2-amino-3-methyl-5-cyanobenzoyl-N-methylamine

C₁₉H₁₄Cl₂N₆O₂

C₂₀H₁₉Cl₂N₅O₅S

C₂₆H₂₃Cl₂N₅O₅S

Refernces

• 1、 -. "AN EFFICIENT NEW PROCESS FOR SYNTHESIS OF 2-AMINO-5-CHLORO-N-,3-DIMETHYLBENZAMIDE". Paragraph 0318-0319. . Retrieved 2021/05/07.
• 2、 -. "Improved synthesis process of 2-amino-5-chloro-N, 3-dimethylbenzamide". Paragraph 0031; 0035. . Retrieved 2021/03/11.