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Basic information

  • Name:
  • Bicalutamide

  • CAS No.:
  • 90357-06-5

  • Formula:
  • C18H14F4N2O4S
  • Synonyms:
  • (2S)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methyl-propanamide;Casodex;Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+-)-;Bicalutamide (JAN/USP);Casodex (TN);(±)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-methyl-[(4- fluorophenyl) sulfonyl]-2-hydroxy- 2-methyl propanamide;N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-fluorophenylsulfonyl)-2-hydroxy-2-methylpropanamide;Bicalutamide [USAN:BAN:INN];ICI 176334;Propanamide,N-[4-cyano-3-(trifluoromethyl)- phenyl]-3-[(4-fluorophenyl)sulfonyl]-2- hydroxy-2-methyl-;
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Chemistry

Molecular structure of Bicalutamide (CAS NO.90357-06-5) is:

Product Name: Bicalutamide
CAS Registry Number: 90357-06-5
IUPAC Name: (2R)-N-[4-cyano-3-(trifluoromethyl)phenyl]-3-(4-fluorophenyl)sulfonyl-2-hydroxy-2-methylpropanamide
Molecular Weight: 430.373373 [g/mol]
Molecular Formula: C18H14F4N2O4S
XLogP3-AA: 2.3
H-Bond Donor: 2
H-Bond Acceptor: 9
Melting Point: 191-193 °C
Surface Tension: 58.2 dyne/cm
Density: 1.52 g/cm3
Flash Point: 347.1 °C
Enthalpy of Vaporization: 100.72 kJ/mol
Boiling Point: 650.3 °C at 760 mmHg
Vapour Pressure: 8.47E-18 mmHg at 25°C
Product Categories: Active Pharmaceutical Ingredients;Antiandrogen;Antineoplastic (Hormonal);anti-neoplastic;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;API's

Uses

  Bicalutamide (CAS NO.90357-06-5) is good for the treatment of stage D2 metastatic prostate cancer in combination with a luteinizing hormone-releasing hormone analogue or as a monotherapy.It has also been used in clinical trials for ovarian cancer and in combination with castration.Most advanced prostate cancer patients eventually become resistant to antiandrogen including bicalutamide therapy.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
mouse LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
mouse LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.
rabbit LD50 oral > 200mg/kg (200mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.
rat LD oral > 2gm/kg (2000mg/kg)   Journal of Toxicological Sciences. Vol. 22, Pg. 75, 1997.
rat LD50 intraperitoneal > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 42, Pg. 197, 2000.

Safety Profile

 Bicalutamide (CAS NO.90357-06-5) is contraindicated ,females and children  must not be given to any patient who has shown a hypersensitivity reaction to its use. 
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
 S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: 3077
HazardClass: 9
PackingGroup: III

Standards and Recommendations

 Bicalutamide (CAS NO.90357-06-5) is preventing the activation of the AR and acts as a pure anti-androgen by binding to the androgen receptor (AR) and subsequent upregulation of androgen responsive genes by androgenic hormones. In addition, bicalutamide accelerates the degradation of the androgen receptor.

Specification

 Bicalutamide , its cas register number is 90357-06-5. It also can be called Bicalutamide [USAN:INN:BAN] ; (+-)-4'-Cyano-alpha,alpha,alpha-trifluoro-3-((p-fluorophenyl)sulfonyl)-2-methyl-m-lactotoluidide ; BRN 5364666 ; CCRIS 8728 ; Casodex ; HSDB 7655 ; ICI 176334 ; UNII-A0Z3NAU9DP ; Propanamide, N-(4-cyano-3-(trifluoromethyl)phenyl)-3-((4-fluorophenyl)sulfonyl)-2-hydroxy-2-methyl-, (+-)- .It is a off-white crystalline solid. It  is practically insoluble in water.

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