Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listCyproterone

Cyproterone

Cyproterone Structural

What is Cyproterone?

Chemical properties

White Solid

The Uses of Cyproterone

An antiandrogen, suppresses Testosterone and its metabolites. Derivatives of Cyproterone are administered to patients suffering from hypersexuality and to help facilitate the sexual transformation of male-to-female transsexuals.

The Uses of Cyproterone

insecticide

The Uses of Cyproterone

Cyproterone is used to control sexual attraction in men in cases of sexual deviations, as well as for inoperable prostate gland carcinoma. In women, it is used for severe cases of androgenization, and in children with idiopathic premature sexual maturity.

Definition

ChEBI: Cyproterone is a 20-oxo steroid, a 17alpha-hydroxy steroid, a chlorinated steroid, a 3-oxo-Delta(4) steroid and a tertiary alpha-hydroxy ketone. It has a role as an androgen antagonist. It derives from a hydride of a pregnane.

World Health Organization (WHO)

Cyproterone was introduced in the late sixties. It is an orallyactive anti-androgen with competitive inhibitory effects on androgen-sensitive target organs. It also has anti-gonadotropic and progestative properties. In 1995 the drug was found to have a hepatotoxic effect.

Synthesis

Cyproterone, 6-chloro-17|á-hydroxy-1|á,2|á-methylenpregna-4,6-dien-3,20- dione acetate (29.2.14), is made from 17|á-hydroxyprogesterone acetate (28.3.36). Dehydrating this using chloranyl (tetrachloro-p-benzoquinone) results in formation of an additional double bond at position C6¨CC7 (29.2.8), and subsequent dehydration using selenium dioxide to form the corresponding divinyl ketone, 17|á-acetoxy-1,4,6-pregnatrien- 3,20-dione (29.2.9). Reacting this with diazomethane results in a 1,3-dipolar addition reaction at C1¨CC2 of the double bond of the steroid system, which forms a derivative of dihydropyrazole (29.2.10). This compound cleaves when reacted with chloric acid, releasing nitrogen molecules and forming a cyclopropane derivative (29.1.11). Next, the double bond at C6¨CC7 is selectively oxidized by benzoyl peroxide, and the resulting epoxide (29.2.12) undergoes a reaction with hydrochloric acid in acetic acid, resulting in the formation of chlorine and its subsequent dehydration, and a simultaneous opening of the cyclopropane ring, forming the compound (29.2.13). Heating this in collidine results in intramolecular alkylation, causing cyclization into a cyclopropane ring, which forms cyproterone (29.2.14).

Synthesis_2098-66-0

Properties of Cyproterone

Melting point: 208-210°C
Boiling point: 521.0±50.0 °C(Predicted)
Density  1.29±0.1 g/cm3(Predicted)
storage temp.  Refrigerator
solubility  Chloroform (Slightly), Methanol (Slightly)
form  Solid
pka 12.86±0.70(Predicted)
color  Off-White to Yellow

Safety information for Cyproterone

Computed Descriptors for Cyproterone

Related products of tetrahydrofuran

You may like

  • 1-Methyl-6-oxo-1,6-dihydropyridazine-3-carbonitrile 98%
    1-Methyl-6-oxo-1,6-dihydropyridazine-3-carbonitrile 98%
    99903-60-3
    View Details
  • 88491-46-7 98%
    88491-46-7 98%
    88491-46-7
    View Details
  • 1823368-42-8 98%
    1823368-42-8 98%
    1823368-42-8
    View Details
  • 2-(3-(tert-butyl)phenoxy)-2-methylpropanoic acid 1307449-08-6 98%
    2-(3-(tert-butyl)phenoxy)-2-methylpropanoic acid 1307449-08-6 98%
    1307449-08-6
    View Details
  • Ethyl 3-(furan-2-yl)-3-hydroxypropanoate 25408-95-1 98%
    Ethyl 3-(furan-2-yl)-3-hydroxypropanoate 25408-95-1 98%
    25408-95-1
    View Details
  • 2-Chloro-5-fluoro-1-methoxy-3-methylbenzene 98%
    2-Chloro-5-fluoro-1-methoxy-3-methylbenzene 98%
    1805639-70-6
    View Details
  • 1784294-80-9 98%
    1784294-80-9 98%
    1784294-80-9
    View Details
  • Lithium Clavulanate
    Lithium Clavulanate
    61177-44-4
    View Details
Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.