Enzalutamide Carboxylic Acid Metabolite (M1)

Base Information

• Chemical Name: Enzalutamide Carboxylic Acid Metabolite (M1)
• CAS No.: 1242137-15-0
• Molecular Formula: C20H13F4N3O3S
• Molecular Weight: 451.401
• Mol file: 1242137-15-0.mol

Synonyms:Enzalutamide Carboxylic Acid Metabolite (M1)

Chemical Property of Enzalutamide Carboxylic Acid Metabolite (M1)

Chemical Property:

• Boiling Point: 590.2±60.0 °C(Predicted)
• PKA: 2.94±0.10(Predicted)
• PSA: 116.73000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 4.46108
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

EnzalutamideCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Enzalutamide Carboxylic Acid is used as hormone therapies to prevent androgen-fuled growth of castrate-resistant prostate cancer.

Technology Process of Enzalutamide Carboxylic Acid Metabolite (M1)

There total 17 articles about Enzalutamide Carboxylic Acid Metabolite (M1) 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: 98.2%

4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluorobenzoic acid methyl ester (1802242-43-8) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-imidazolidinethione-1-yl)-2-fluorobenzoic acid (1242137-15-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 4h;

Reference yield: 95.0%

enzalutamide (915087-33-1) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-imidazolidinethione-1-yl)-2-fluorobenzoic acid (1242137-15-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.8b01631

Reference yield: 92.0%

C19H12F4IN3OS + lithium formate (556-63-8) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-imidazolidinethione-1-yl)-2-fluorobenzoic acid (1242137-15-0)

Guidance literature:

lithium formate; With acetic anhydride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h;

C₁₉H₁₂F₄IN₃OS; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1124/mol.116.103416

upstream raw materials:

enzalutamide

2-fluoro-4-aminobenzoic acid

2-fluoro-4-bromobenzoic acid

4-bromo-2-fluorobenzoyl chloride

Downstream raw materials:

M₅

Refernces

• 1、 Rosati, Rayna,Chen, Bailing,Patki, Mugdha,Mcfall, Thomas,Ou, Siyu,Heath, Elisabeth,Ratnam, Manohar,Qin, Zhihui. "Hybrid enzalutamide derivatives with histone deacetylase inhibitor activity decrease heat shock protein 90 and androgen receptor levels and inhibit viability in enzalutamide-resistant C4-2 prostate cancer cells". . p. 225 - 237. Retrieved 2016.
• 2、 Bachmaier, Rafael D.,Baltes, Fabian,Bendas, Gerd,Gütschow, Michael,Gockel, Lukas M.,Pfeifer, Vladlena,Sosi?, Izidor,Steinebach, Christian,Wagner, Karl G.. "Design, synthesis, and characterization of PROTACs targeting the androgen receptor in prostate and lung cancer models". . . Retrieved 2022/02/16.
• 3、 -. "ANDROGEN RECEPTOR PROTEIN DEGRADERS". Paragraph 0173; 0183. . Retrieved 2020/07/21.