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915087-33-1

Basic Information
CAS No.: 915087-33-1
Name: MDV-3100
Article Data: 38
Molecular Structure:
Molecular Structure of 915087-33-1 (MDV-3100)
Formula: C21H16F4N4O2S
Molecular Weight: 464.443
Synonyms: MDV 3100
EINECS: 805-022-1
Density: 1.49g/cm3
PSA: 108.53000
LogP: 4.51338
Synthetic route

2-(3-fluoro-4-(methylcarbamoyl)phenylamino)-2-methylpropionate allyl

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In dimethyl sulfoxide at 80℃; for 4h; Concentration; Temperature; Edman Degradation;90.9%
In Isopropyl acetate at 75 - 85℃; for 8h;557 g

2-methoxyethyl 2-{[3-fluoro-4-(methylcarbamoyl)phenyl]amino}-2-methylpropanoate

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In Isopropyl acetate; dimethyl sulfoxide at 85℃; for 16h;90.3%
749927-69-3

4-bromo-2-fluoro-N-methylbenzanamide

143782-28-9

2-(trifluoromethyl)-4-(4,4-dimethyl 5-oxo-2-thioimidazolin-1-yl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
With copper(l) iodide; 2-acetylcyclohexanone; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 22h; Inert atmosphere;88.7%
Stage #1: 2-(trifluoromethyl)-4-(4,4-dimethyl 5-oxo-2-thioimidazolin-1-yl)benzonitrile With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 0.5h;
Stage #2: 4-bromo-2-fluoro-N-methylbenzanamide In N,N-dimethyl-formamide at 0 - 20℃; for 5h;
87.3%
1289942-66-0

2-((3-fluoro-4-(methylcarbamoyl)phenyl)amino)-2-methyl propanoic acid

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
Stage #1: 2-((3-fluoro-4-(methylcarbamoyl)phenyl)amino)-2-methyl propanoic acid With triethylamine In dichloromethane; toluene at 30℃; for 0.166667h;
Stage #2: 4-isothiocyanato 2-(trifluoromethyl)benzonitrile In toluene at 50 - 60℃; for 4h; Temperature; Solvent;
88.5%
With N-ethyl-N,N-diisopropylamine; phenol at 60℃; for 4h; Reagent/catalyst;77%
Stage #1: 4-isothiocyanato 2-(trifluoromethyl)benzonitrile With triethylamine In chloroform at 20℃; for 0.25h; Reflux; Inert atmosphere;
Stage #2: 2-((3-fluoro-4-(methylcarbamoyl)phenyl)amino)-2-methyl propanoic acid In chloroform for 6h; Reagent/catalyst; Reflux;
76.92%

4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fluorobenzoic acid methyl ester

74-89-5

methylamine

915087-33-1

enzalutamide

Conditions
ConditionsYield
In tetrahydrofuran; water at -13℃; for 5h;88.18%
In toluene at 50℃; for 0.5h; Solvent; Temperature;86%
In tetrahydrofuran; water at -11 - -7℃; for 22.6667h; Temperature; Large scale;83.6%

ethyl N-[3-fluoro-4-(methylcarbamoyl)phenyl]-2-methylalaninate

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In Isopropyl acetate; dimethyl sulfoxide at 80℃; for 6h; Temperature;88%
With Isopropyl acetate In dimethyl sulfoxide at 90 - 95℃;0.2 g
In Isopropyl acetate; dimethyl sulfoxide at 90 - 95℃;0.2 g

2-(3-fluoro-4-(methylcarbamoyl)phenylamino)-2-methylpropionate benzyl

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In Isopropyl acetate; dimethyl sulfoxide at 85℃; for 6h; Temperature;88%
In dimethyl sulfoxide at 84℃; for 4h; Edman Degradation;86%
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 80℃; Bucherer-Bergs Reaction; Inert atmosphere;309 g
1332524-01-2

2-(3-fluoro-4-(methylcarbamoyl)phenylamino)-2-methylpropanoic acid methyl ester

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In Isopropyl acetate; dimethyl sulfoxide at 70℃; for 6h; Temperature;85%
In Isopropyl acetate; dimethyl sulfoxide at 83 - 84℃; for 17.5h;82%
In Isopropyl acetate; dimethyl sulfoxide at 55 - 85℃; Inert atmosphere;80.2%

2-(3-fluoro-4-(methylcarbamoyl)phenylamino)-2-methylpropionate ethyloxirane

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
Edman Degradation;85%

C20H23FN2O4

143782-23-4

4-isothiocyanato 2-(trifluoromethyl)benzonitrile

915087-33-1

enzalutamide

Conditions
ConditionsYield
In Isopropyl acetate; dimethyl sulfoxide at 80 - 85℃;83%
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    Enzalutamide CAS: 915087-33-1 Specification Chemical Name enzalutamide Synonyms MDV 3100;XTANDI;UNII-93T0T9GKNU;[14C]-Enzalutamide;N-methyl-4-[3-(4-cyano-3-trifluoromethylphenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidi

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Specification

The Benzamide,4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methyl-, with CAS registry number 915087-33-1, has the systematic name of 4-{3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl}-2-fluoro-N-methylbenzamide. And the chemical formula of this chemical is C21H16F4N4O2S.

Physical properties of Benzamide,4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-5,5-dimethyl-4-oxo-2-thioxo-1-imidazolidinyl]-2-fluoro-N-methyl-: (1)ACD/LogP: 2.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.13; (4)ACD/LogD (pH 7.4): 2.13; (5)ACD/BCF (pH 5.5): 24.35; (6)ACD/BCF (pH 7.4): 24.35; (7)ACD/KOC (pH 5.5): 342.03; (8)ACD/KOC (pH 7.4): 342.03; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 99.74 Å2; (13)Index of Refraction: 1.629; (14)Molar Refractivity: 110.26 cm3; (15)Molar Volume: 310 cm3; (16)Polarizability: 43.71×10-24cm3; (17)Surface Tension: 64.2 dyne/cm; (18)Density: 1.49 g/cm3.

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(F)c3cc(N2C(=O)C(N(c1cc(F)c(C(=O)NC)cc1)C2=S)(C)C)ccc3C#N
(2)InChI: InChI=1/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)
(3)InChIKey: WXCXUHSOUPDCQV-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C21H16F4N4O2S/c1-20(2)18(31)28(12-5-4-11(10-26)15(8-12)21(23,24)25)19(32)29(20)13-6-7-14(16(22)9-13)17(30)27-3/h4-9H,1-3H3,(H,27,30)
(5)Std. InChIKey: WXCXUHSOUPDCQV-UHFFFAOYSA-N

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