427-51-0

  • Product Name:Cyproterone Acetate
  • Molecular Formula:C24H29ClO4
  • Purity:99%
  • Molecular Weight:416.945
InquiryAdd to cart

Product Details;

CasNo: 427-51-0

Molecular Formula: C24H29ClO4

Appearance: Crystalline solid

Factory Supply 99% Pure Cyproterone Acetate 427-51-0 Cheap Price

  • Molecular Formula:C24H29ClO4
  • Molecular Weight:416.945
  • Appearance/Colour:Crystalline solid 
  • Vapor Pressure:3.78E-11mmHg at 25°C 
  • Melting Point:200-201 °C 
  • Refractive Index:1.582 
  • Boiling Point:525.9 °C at 760 mmHg 
  • Flash Point:177.6 °C 
  • PSA:60.44000 
  • Density:1.27 g/cm3 
  • LogP:4.60760 

Cyproterone acetate(Cas 427-51-0) Usage

Description

Cyproterone acetate (CPA) is an androgen receptor antagonist. It binds to human androgen receptors (Ki = 14 nM) and inhibits dihydrotestosterone-induced androgen receptor activation in CV-1 cells (IC50 = 26 nM). CPA (30 mg/kg) decreases ventral prostate weight in castrated immature rats. It also suppresses accessory sexual glands and fertility in adult male rats when administered at a dose of 10 mg/kg. CPA (0.3 μM) also induces apoptosis in primary adult female rat hepatocytes. Formulations containing cyproterone acetate have been used in the treatment of androgenization in females.

Chemical Properties

Crystalline Solid

Originator

Androcur ,Schering,W. Germany,1973

Uses

Used as an antiandrogen. Combinded with estrogen in the treatment of acne

Indications

Cyproterone acetate is a progestational antiandrogen that blocks androgen receptor binding and suppresses androgen-sensitive tissues. It is available in a topical form in Europe for the treatment of hirsutism.

Manufacturing Process

2.34 g of 1,2α-methylene-δ4,6-pregnadiene-17α-ol-3,20-dione-17-acetate are dissolved in 18.25 cc of ethylene chloride which contains 844 rng of perbenzoic acid. The solution is stored for 16 hours at +5°C and 7 hours at room temperature. It is then diluted with methylene chloride and, with aqueous ferrous sulfate solution, sodium bicarbonate solution and with water washed until neutral.The organic phase is dried over sodium sulfate and then concentrated to dryness. 1.62 g of the thus obtained crude 1,2α-methylene-6,7α-oxido-δ4- pregnene-17α-ol-3,20-dione-17-acetate are dissolved in 109 cc of glacial acetic acid. This solution is then saturated at room temperature with hydrogen chloride gas and stored for 20 hours, It is then diluted with methylene chloride and washed with water until neutral.The organic phase is dried over sodium sulfate and then concentrated to dryness. The thus obtained crude 6-chloro-1α-chloromethyl-δ4,6-pregnadiene17α-ol-3,20-dione-17-acetate is heated to boiling in 20 cc of collidine for 20 minutes under nitrogen. After dilution with ether it is washed with 4 N hydrochloric acid and washed with water until neutral.After drying over sodium sulfate and concentration to vacuum the remaining residue is subjected to chromatography over silica gel. Using a benzene-ethyl acetate mixture (19:1) there is eluated 900 mg of 6-chloro-1,2α-methyleneδ4,6-pregnadiene-17α-ol-3,20-dione-17-acetate, which upon recrystallization from isopropyl ether melts at 200° to 201°C.

Therapeutic Function

Antiandrogen

Clinical Use

#N/A

Drug interactions

Potentially hazardous interactions with other drugs None known

Metabolism

Cyproterone is metabolised by various pathways including hydroxylation and conjugation; about 35% of a dose is excreted in urine, the remainder being excreted in the bile. The principal metabolite, 15β-hydroxycyproterone, has anti-androgenic activity

InChI:InChI=1/C24H29ClO4/c1-12(26)24(29-13(2)27)8-6-16-14-10-20(25)19-11-21(28)15-9-18(15)23(19,4)17(14)5-7-22(16,24)3/h10-11,14-18H,5-9H2,1-4H3/t14?,15-,16?,17?,18+,22+,23+,24+/m1/s1

427-51-0 Relevant articles

Production technology and production device of c`yproterone acetate

-

Paragraph 0091; 0093, (2019/01/08)

The invention discloses a cyproterone ac...

Preparation process of cyproterone acetate (by machine translation)

-

, (2018/09/11)

The invention relates to a preparation p...

Further syntheses of cyproterone acetate

-

Page/Page column 3; 20; 30, (2010/02/07)

The present invention relates to improve...

KIT FOR FEMALE MAMMALS, COMPRISING A COMBINATION OF GESTAGEN AND OESTROGEN

-

, (2008/06/13)

-

427-51-0 Process route

6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione
13698-49-2

6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione

trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

cyproterone acetate
427-51-0

cyproterone acetate

Conditions
Conditions Yield
6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione; trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; at 5 - 20 ℃; for 29.5h;
With hydrogenchloride; In water; dimethyl sulfoxide; at 0 ℃;
51.51%
C<sub>24</sub>H<sub>30</sub>Cl<sub>2</sub>O<sub>4</sub>

C24H30Cl2O4

cyproterone acetate
427-51-0

cyproterone acetate

Conditions
Conditions Yield
With sodium carbonate; In methanol; N,N-dimethyl-formamide; at 50 - 55 ℃; for 5h;

427-51-0 Upstream products

  • 13698-49-2
    13698-49-2

    6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione

  • 1774-47-6
    1774-47-6

    trimethylsulfoxonium iodide

  • 17183-98-1
    17183-98-1

    6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate

  • 66212-25-7
    66212-25-7

    1,4,6-triene-3,20-dione-17α-hydroxyprogesterone

427-51-0 Downstream products

  • 34554-28-4
    34554-28-4

    cyproterone

Shopping Cart

Clear Inquiry