4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide

Base Information

• Chemical Name: 4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide
• CAS No.: 1443331-82-5
• Molecular Formula: C₂₁H₁₆F₄N₄O₂S
• Molecular Weight: 471.388
• Mol file: 1443331-82-5.mol

Synonyms:

Chemical Property of 4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide

Chemical Property:

• Melting Point: 196-199°C
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

MDV3100-d3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Labelled MDV 3100. MDV 3100 is an androgen-receptor antagonist that blocks androgens from binding to the androgen receptor and prevents nuclear translocation and co-activator recruitment of the ligand-receptor complex. MDV 3100 has also been shown to induce tumor cell apoptosis, and has no agonist activity. MDV 3100 is a candidate for the treatment of castration-resistant prostate cancer.

Technology Process of 4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide

There total 34 articles about 4-[3-[4-Cyano-3-(trifluoroMethyl)phenyl]-5,5-diMethyl-4-oxo-2-thioxo-1-iMidazolidinyl]-2-fluoro-N-(Methyl-d3)benzaMide 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: 92.8%

t-butyl (4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioimidazolidin-1-yl)-2-fluorophenyl)(methyl)formamide + methyl-d3-amine hydrochloride (7436-22-8) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-N-trideuteriomethylbenzamide (1443331-82-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 ℃; for 12h;

Reference yield: 80.7%

4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-imidazolidinethione-1-yl)-2-fluorobenzoic acid (1242137-15-0) + methyl-d3-amine hydrochloride (7436-22-8) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-N-trideuteriomethylbenzamide (1443331-82-5)

Guidance literature:

4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-imidazolidinethione-1-yl)-2-fluorobenzoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; for 2h; Large scale;

methyl-d3-amine hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 4h; Reagent/catalyst; Solvent; Large scale;

Reference yield: 73.9%

2-(3-fluoro-4-(trideuteromethylformamyl)phenylamino)-2-methylpropionic acid methyl ester + 4-isothiocyanato 2-(trifluoromethyl)benzonitrile (143782-23-4) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluoro-N-trideuteriomethylbenzamide (1443331-82-5)

Guidance literature:

In Isopropyl acetate; dimethyl sulfoxide; at 83 ℃; for 24h; Inert atmosphere;

upstream raw materials:

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

2-fluoro-4-nitrobenzoic acid

4-amino-2-trifluoromethylbenzonitrile

thiophosgene