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Basic information

  • Name:
  • Cyproterone acetate

  • CAS No.:
  • 427-51-0

  • Molecular Structure:
  • Formula:
  • C24H29ClO4
  • Molecular Weight:
  • 416.98
  • Synonyms:
  • SH 714;Cyproteron-r acetate;6-Chloro-1beta,2beta-dihydro-17-hydroxy-3H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate;Cyproteroneacetate;Cyproterone acetate (JAN/USAN);Cyproviron;1,2-alpha-Methylene-6-chloro-(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-alpha-acetate;6-Chloro-delta(sup 6)-1,2-alpha-methylene-17-alpha-hydroxyprogesterone acetate;3H-Cyclopropa[1,2]pregna-1,4,6-triene-3, 20-dione, 17- (acetyloxy)-6-chloro-1,2-dihydro-, (1.beta., 2.beta.)-;6-Chloro-delta-6-1,2alpha-methylene-17alpha-hydroxyprogesterone acetate;17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione;1,2-alpha-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17-alpha-acetate;Cyproterone acetate [USAN:JAN];Cyproterone 17-O-acetate;6-Chloro-1-beta,2-beta-dihydro-17-hydroxy-3H-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione 17-acetate;SH 80714;3H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-, acetate;6-Chloro-17-hydroxy-1.alpha.,2.alpha.-methylenepregna-4, 6-diene-3,20-dione acetate;Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1.alpha.,2.alpha.-methylene-, acetate;Cyproterone 17.alpha.-acetate;1, 2.alpha.-Methylene-6-chloro-(sup 4,6)-pregnadiene-17.alpha.-ol-3, 20-dione 17alpha-acetate;Progesterone, 6-chloro-6-dehydro-17-hydroxy-1.alpha.,2.alpha.-methylene-, acetate;Cyproterone 17alpha-acetate;3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20- dione,17-(acetyloxy)-6-chloro-1,2-dihydro-,(1a,2a)-;Cyproteron acetate;Cyprosterone acetate;Androcur;6-chloro-1-β,2-β-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione 17-acetate;
  • EINECS:
  • 207-048-3
  • Density:
  • 1.27 g/cm3
  • Melting Point:
  • 200-201 °C
  • Boiling Point:
  • 525.9 °C at 760 mmHg
  • Flash Point:
  • 177.6 °C
  • Appearance:
  • Crystalline solid
  • Hazard Symbols:
  • HarmfulXn, IrritantXi
  • Risk Codes:
  • 20/21/22-40-36/37/38
  • Safety Description:
  • 22-36-26 Details

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Chemistry

Product Name: Cyproterone acetate
Molecular Structure:

Molecular Formula: C24H29ClO4
Molecular Weight: 416.9377
Synonyms of Cyproterone acetate (CAS NO.427-51-0): 1,2-alpha-Methylene-6-chloro-(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-alpha-acetate ; 1,2-alpha-Methylene-6-chloro-delta(sup 6)-17-alpha-hydroxyprogesterone acetate ; 1,2-alpha-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17-alpha-acetate ; 17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione ; 3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1beta,2beta)- ; 6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat ; 6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat [German] ; 6-Chloro-1,2-alpha-methylene-17-alpha-hydroxy-delta(sup 6)-progesterone acetate ; 6-Chloro-1,2-alpha-methylene-6-dehydro-17-alpha-hydroxyprogesterone acetate ; 6-Chloro-17-hydroxy-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione acetate ; 6-Chloro-1beta,2beta-dihydro-17-hydroxy-3'H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate ; 6-Chloro-delta(sup 6)-1,2-alpha-methylene-17-alpha-hydroxyprogesterone acetate ; 6-Chloro-delta-6-1,2alpha-methylene-17alpha-hydroxyprogesterone acetate ; Androcur ; CCRIS 4385 ; Cyprostat ; Cyproteron-R acetate ; Cyproterone 17-O-acetate ; Cyproterone 17alpha-acetate ; Cyproterone acetate ; EINECS 207-048-3 ; HSDB 3592 ; NSC 81430 ; NSC-81430 ; Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1-alpha,2-alpha-methylene-, acetate ; SH 714 ; SH 80714 ; UNII-4KM2BN5JHF
CAS NO: 427-51-0
Classification Code: Androgen antagonists ; Anti-androgen ; Antineoplastic agents ; Contraceptive Agents ; Contraceptive agents, male ; Drug / Therapeutic Agent ; Hormone Antagonists ; Hormones, Hormone Substitutes, and Hormone Antagonists ; Human Data ; Mutation data ; Reproductive Control Agents ; Reproductive Effect ; Tumor data
Melting Point: 200-201°C 
Index of Refraction: 1.582
Molar Refractivity: 109.16 cm3
Molar Volume: 327 cm3
Surface Tension: 48.9 dyne/cm
Density: 1.27 g/cm3
Flash Point: 177.6 °C
Enthalpy of Vaporization: 80.01 kJ/mol
Boiling Point: 525.9 °C at 760 mmHg
Vapour Pressure: 3.78E-11 mmHg at 25°C

Uses

 Cyproterone acetate (CAS NO.427-51-0) is used in treating of benign prostatauxe and male contraceptive pill.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo oral 171mg/kg/17W- (171mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LIVER: LIVER FUNCTION TESTS IMPAIRED
Israel Journal of Medical Sciences. Vol. 30, Pg. 238, 1994.
man TDLo oral 514mg/kg/7W-I (514mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"

LIVER: LIVER FUNCTION TESTS IMPAIRED
Australian and New Zealand Journal of Medicine. Vol. 26, Pg. 724, 1996.
mouse LD50 intraperitoneal 3300mg/kg (3300mg/kg)   Drugs in Japan Vol. 6, Pg. APP-4, 1982.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-4, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-4, 1982.
rat LD50 intraperitoneal 565mg/kg (565mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 349, 1982.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-4, 1982.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-4, 1982.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Safety Information of Cyproterone acetate (CAS NO.427-51-0):
Hazard Codes:Xn,Xi  
Risk Statements:20/21/22-40-36/37/38
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
40:Limited evidence of a carcinogenic effect 
36/37/38:Irritating to eyes, respiratory system and skin  
Safety Statements:22-36-26
22:Do not breathe dust
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice    
WGK Germany:3
RTECS:GZ2230000
Hazardous Substances Data:427-51-0(Hazardous Substances Data)
Questionable carcinogen with experimental tumorigenic and teratogenic data. Moderately toxic by intraperitoneal route. Human reproductive effects by ingestion and possibly other routes: abnormal spermatogenesis, changes in the testes, epididymis, and sperm duct, impotence, and other paternal effects. Experimental reproductive effects. Mutation data reported. Used as a drug to arrest precocious puberty in children and hirsutism in women. A steroid. When heated to decomposition it emits toxic fumes of Cl.

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