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| CAS No.: | 63612-50-0 |
|---|---|
| Name: | Nilutamide |
| Article Data: | 3 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H10F3N3O4 |
| Molecular Weight: | 317.224 |
| Synonyms: | 2,4-Imidazolidinedione,5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-;1-(3-Trifluoromethyl-4-nitrophenyl)-4,4-dimethylimidazolidine-2,5-dione;1-(3-Trifluoromethyl-4-nitrophenyl)-4,4-dimethylimidazoline-2,5-dione;Anandron;Nilandron;Nilandrone;RU 23908;RU 23908-10; |
| Density: | 1.463 g/cm3 |
| Melting Point: | 149 °C |
| Appearance: | Crystalline solid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 60-25 |
| Safety: | 53-36/37/39-45 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 95.23000 |
| LogP: | 3.36540 |
- 81281-59-67-Benzylideneaminotheophylline
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- 99170-93-1N-Methyl-2-oxazolamine
- 717878-06-31-(4-fluorophenyl)-4-nitro-1H-imidazole
- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
- 400-74-8
2-Fluoro-5-nitrobenzotrifluoride
- 1245322-30-8
5,5-dimethyl(trimethylsilyl)hydantoin
- 63612-50-0
nilutamide
| Conditions | Yield |
|---|---|
| Stage #1: 2-Fluoro-5-nitrobenzotrifluoride With cesium fluoride In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere; Stage #2: 5,5-dimethyl(trimethylsilyl)hydantoin In N,N-dimethyl-formamide at 60℃; for 16h; |
- 63612-50-0
nilutamide
| Conditions | Yield |
|---|---|
| With hydrogen In tetrahydrofuran; water at 120℃; under 37503.8 Torr; for 15h; chemoselective reaction; | 96% |
| With formic acid; triethylamine In tetrahydrofuran at 100℃; for 15h; Inert atmosphere; Sealed tube; chemoselective reaction; | 96% |
| With formic acid; triethylamine for 24h; chemoselective reaction; | 94% |
| With tin(ll) chloride In ethanol |
- 862700-62-7
methanesulfonic acid 9-(4,4,5,5,5-pentafluoro-pentyl-sulfanyl)-nonyl ester
- 63612-50-0
nilutamide
- 1252642-89-9
5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-1-{9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl}imidazolidine-2,4-dione
| Conditions | Yield |
|---|---|
| Stage #1: nilutamide With sodium hydride In N,N-dimethyl-formamide at 23℃; for 1h; Inert atmosphere; Stage #2: methanesulfonic acid 9-(4,4,5,5,5-pentafluoro-pentyl-sulfanyl)-nonyl ester In N,N-dimethyl-formamide for 15h; Inert atmosphere; | 72% |
- 628-77-3
1,5-diiodopentane
- 63612-50-0
nilutamide
- 1252642-93-5
1-(5-iodopentyl)-5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]imidazolidine-2,4-dione
| Conditions | Yield |
|---|---|
| Stage #1: nilutamide With sodium hydride In N,N-dimethyl-formamide at 23℃; for 1h; Inert atmosphere; Stage #2: 1,5-diiodopentane In N,N-dimethyl-formamide for 15h; Inert atmosphere; | 47% |
- 110-52-1
1,4-dibromo-butane
- 63612-50-0
nilutamide
- 1252687-62-9
1,1'-butane-1,4-diylbis{5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)-phenyl]imidazolidine-2,4-dione}
| Conditions | Yield |
|---|---|
| Stage #1: nilutamide With sodium hydride In N,N-dimethyl-formamide at 23℃; for 0.5h; Inert atmosphere; Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 55℃; for 1h; Inert atmosphere; | 45% |
- 141-32-2
acrylic acid n-butyl ester
- 63612-50-0
nilutamide
| Conditions | Yield |
|---|---|
| With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper(II) acetate monohydrate In 2-methyltetrahydrofuran at 100℃; for 18h; Sealed tube; | 14% |
- 63612-50-0
nilutamide
- 1252642-90-2
5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-1-{9-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]nonyl}imidazolidine-2,4-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 23 °C / Inert atmosphere 1.2: 15 h / Inert atmosphere 2.1: Oxone / water; tetrahydrofuran / 0.33 h View Scheme |
- 63612-50-0
nilutamide
- 1252642-91-3
5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-1-{9-[(4,4,5,5,5-pentafluoropentyl)sulphonyl]nonyl}imidazolidine-2,4-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 23 °C / Inert atmosphere 1.2: 15 h / Inert atmosphere 2.1: Oxone / water; tetrahydrofuran / 0.33 h 3.1: Oxone / water; tetrahydrofuran / 3.5 h / 23 °C View Scheme |
- 63612-50-0
nilutamide
- 1252643-10-9
3-[4-amino-3-(trifluoromethyl)phenyl]-5,5-dimethyl-1-{9-[(4,4,5,5,5-pentafluoropentyl)thio]nonyl}imidazolidine-2,4-dione
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 23 °C / Inert atmosphere 1.2: 15 h / Inert atmosphere 2.1: tin(II) chloride dihdyrate / ethyl acetate / 5.5 h / Reflux View Scheme |
- 63612-50-0
nilutamide
- 1252643-49-4
N-[(1Z)-(9-{5,5-dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-2,4-dioxoimidazolidin-1-yl}nonyl)(4,4,5,5,5-pentafluoropentyl)-λ4-sulphanylidene]-2,2,2-trifluoroacetamide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 23 °C / Inert atmosphere 1.2: 15 h / Inert atmosphere 2.1: magnesium oxide; [bis(acetoxy)iodo]benzene / dirhodium tetraacetate / dichloromethane / 6 h / 23 °C View Scheme |
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Chemistry
Molecular Formula: C12H10F3N3O4
Molecular Weight:: 317.22
Melting point: 149 °C
RTECS: NI9453300
Merck: 12,6636
Form: Solid
Density: 1.463 g/cm3
Index of Refraction: 1.523
Appearance: Crystalline Solid
Surface Tension: 42.8 dyne/cm
Solubility in water: Insoluble
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Active Pharmaceutical Ingredients;Molecular Targeted Antineoplastic;Aromatics Compounds;Aromatics;Heterocycles
The molecular structure of Nilutamide (63612-50-0):
Uses
Nilutamide (63612-50-0) is an antiandrogen medication used in the treatment of advanced stage prostate cancer. Nilutamide blocks the androgen receptor, preventing its interaction with testosterone. Because most prostate cancer cells rely on the stimulation of the androgen receptor for growth and survival, nilutamide can prolong life in men with prostate cancer.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | Drugs of the Future. Vol. 12, Pg. 763, 1987. | |
| mouse | LD50 | oral | 200mg/kg (200mg/kg) | Drugs of the Future. Vol. 12, Pg. 763, 1987. | |
| rat | LD50 | intraperitoneal | 125mg/kg (125mg/kg) | Drugs of the Future. Vol. 12, Pg. 763, 1987. | |
| rat | LD50 | oral | 195mg/kg (195mg/kg) | Drugs of the Future. Vol. 12, Pg. 763, 1987. |
Safety Profile
Hazard Codes: 
T
Risk Statements: 60-25
R60:May impair fertility.
R25 :Toxic if swallowed.
Safety Statements: 53-36/37/39-45
S53:Avoid exposure - obtain special instructions before use.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: NI9453300
Specification
Nilutamide , its CAS number is 63612-50-0. The chemical synonyms of Nilutamide (63612-50-0) are Anandron ; 5,5-Dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]-2,4-imidazolidinedione ; Nilandrone ; Nilutamida ; 1-(3'-Trifluoromethyl-4'-nitrophenyl)-4,4-dimethylimidazolidine-2,5-dione ; 5,5-Dimethyl-3-(4-nitro-3-(trifluoromethyl)phenyl)-4-imidazolidinedione ; and 5,5-Dimethyl-3-(alpha,alpha,alpha-trifluoro-4-nitro-m-tolyl)hydantoin 1-(3'-Trifluoromethyl-4'-nitrophenyl)-4,4-dimethylimidazolidine-2,5-dione .
Nilutamide is marketed under the name Nilandron in the United States and under the name Anandron in Canada.
Nilutamide should be stored in original container in a cool dark place. It will emits toxic fumes under fire conditions. If inhalate the product, first, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen. Then seek medical attention at the same time. While on skin, immediately wash skin with soap and copious amounts of water for at least 15 minutes. If irritation persists, seek medical attention. When in eyes, immediately flush eyes with copious amounts of water for at least 15 minutes. Then seek medical advice. If swallowed the product, wash out mouth with water, provided person is conscious. Seek medical advice.