Defluoro-MDV 3100 (Defluoro-enzalutamide)

• CAT Number: C000402
• CAS Number: 915087-16-0
• Molecular Formula: C₂₁H₁₇F₃N₄O₂S
• Molecular Weight: 446.45
• Purity: ≥95%
• Synonyms: 4-[3-[4-Cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-N-methylbenzamide; 4-[3-(4-Cyano-3-trifluoromethylphenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl]-N-methylbenzamide
• Solubility: Acetone (Slightly), Chloroform (Slightly)
• Appearance: Pale Yellow to Light Yellow Solid
• Storage: 4°C, Inert atmosphere
• IUPAC Name: 4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-sulfanylideneimidazolidin-1-yl]-N-methylbenzamide
• InChI: 1S/C21H17F3N4O2S/c1-20(2)18(30)27(15-9-6-13(11-25)16(10-15)21(22,23)24)19(31)28(20)14-7-4-12(5-8-14)17(29)26-3/h4-10H,1-3H3,(H,26,29)
• InChIKey: GOTJOTNPYGBVOP-UHFFFAOYSA-N
• SMILES: CC1(C(=O)N(C(=S)N1C2=CC=C(C=C2)C(=O)NC)C3=CC(=C(C=C3)C#N)C(F)(F)F)C

Defluoro-MDV 3100 (Defluoro-enzalutamide) (Cat No.: C000402) is an impurity of Enzalutamide , which 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. Enzalutamide has been shown to induce tumor cell apoptosis, and is used for the treatment of castration-resistant prostate cancer.

Reference

Scher, H.I. et al.: Lancet, 375, 1437 (2010); Bellmunt, J. et al.: Ther. Adv. Med. Oncol., 2, 189 (2010); Ryan, C.J. et al.: J. Clin. Oncol., 29, 3651 (2011); Ma, X., et al.: J. Pharm. Biomed. Anal., 131, 436 (2016);