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Nilutamide

Nilutamide
Nilutamide
CAS No.
63612-50-0
Chemical Name:
Nilutamide
Synonyms
ANANDRON;RU-23908;Nilandron;NILUTAMIDE;Nilandrone;nilutamida;RU 23908-10;Nilutamide(other anti-cancers);5,5-Dimethyl-3-[4-nitro-3-(trifluoromethyl)phenyl]hydantoin;1-3-Trifluoromethyl-4-nitrophenyl)-4,4-dimethylimidazoline-2,5-dione
CBNumber:
CB3278091
Molecular Formula:
C12H10F3N3O4
Formula Weight:
317.22
MOL File:
63612-50-0.mol

Nilutamide Properties

Melting point:
1490C
storage temp. 
Store at RT
solubility 
Very slightly soluble in water, freely soluble in acetone, soluble in anhydrous ethanol.
form 
solid
InChIKey
XWXYUMMDTVBTOU-UHFFFAOYSA-N
CAS DataBase Reference
63612-50-0(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
  • Hazard and Precautionary Statements (GHS)
Hazard Codes  T
Risk Statements  60-25
Safety Statements  53-36/37/39-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  NI9453300
Symbol(GHS):
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H301 Toxic if swalloed Acute toxicity,oral Category 3 Danger P264, P270, P301+P310, P321, P330,P405, P501
H360 May damage fertility or the unborn child Reproductive toxicity Category 1A, 1B Danger
Precautionary statements:
P201 Obtain special instructions before use.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P308+P313 IF exposed or concerned: Get medical advice/attention.

Nilutamide price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N8534 Nilutamide 63612-50-0 1g $81.9 2018-11-20 Buy
Sigma-Aldrich Y0000829 Nilutamide European Pharmacopoeia (EP) Reference Standard 63612-50-0 y0000829 $179 2018-11-23 Buy
Cayman Chemical 23953 Nilutamide ≥98% 63612-50-0 500mg $40 2018-11-19 Buy
Cayman Chemical 23953 Nilutamide ≥98% 63612-50-0 1g $76 2018-11-19 Buy
Cayman Chemical 23953 Nilutamide ≥98% 63612-50-0 5g $360 2018-11-19 Buy

Nilutamide Chemical Properties,Uses,Production

Chemical Properties

Crystalline Solid

History

The second nonsteroidal anti-androgen to be marketed was nilutamide. It was discovered from a series of flutamide analogues at Roussel Uclaf (now Sanofi) in the 1970s using a rat prostate assay determining the inhibition of androgen uptake.The investigational compound code was RU 23908. Its structure is closely related to hydroxyflutamide, particularly under the assumption that the α-hydroxyamide engages in an internal hydrogen bond when bound to the AR LBD. The hydantoin moiety of nilutamide mimics the active conformation of hydroxyflutamide.
Like flutamide, nilutamide blocks the action of androgens originating from both testis and adrenal. It also has neither agonist nor any other hormonal activity. Nilutamide has an elimination half-life of approximately 2 days in patients, which is significantly longer than that of flutamide. Thus, a single oral dose of 150 mg daily was feasible.

Uses

Nonsteroidal antiandrogen. Antineoplastic (hormonal)

Indications

Clinical trials with nilutamide were conducted predominantly in combination with orchiectomy. Results indicated retardation of disease progression and relief of metastatic bone pain in patientswith advanced prostate cancer.However, patient survival benefit was small compared with castration alone. Studies of nilutamide monotherapy or combination with LHRH agonists did not have sufficient patient numbers to allow reliable conclusions on efficacy. Nilutamide was first launched in France in 1987 for treatment of metastatic prostate cancer in adjuvant therapy with surgical castration. Approval in several major markets was granted in the following years.
The tolerability profile of nilutamide was similar to that of flutamide. Hot flushes, nausea, diarrhea, constipation, gastrointestinal pain, abnormal liver function, and gynecomastia were frequently reported adverse events with both drugs. Additional side effects were predominantly associated with nilutamide treatment: interstitial pneumonitis, impaired adaptation to darkness, and alcohol intolerance.
The nonsteroidal anti-androgens flutamide and nilutamide established combined androgen blockade as first-line treatment for metastatic prostate cancer. Still, there was room for improvement with regard to overall survival (OS) and tolerability.

brand name

Nilandron (Sanofi Aventis).

Biological Activity

Non-steroidal and silent antiandrogen. Binds to androgen receptors and also inhibits androgen biosynthesis in vitro . In rats in vivo it inhibits androgen-induced prostate weight increase and inhibits negative androgen-dependent gonadotropin feedback leading to an increase in luteinising hormone and testosterone. Orally active.

Nilutamide Preparation Products And Raw materials

Raw materials

Preparation Products


Nilutamide Suppliers

Global( 92)Suppliers
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