Cyproterone Acetate Antiandrogen Hormone Drugs

Cyproterone Acetate Antiandrogen Hormone Drugs Product Name: Cyproterone acetate Synonyms:...
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Cyproterone Acetate Antiandrogen Hormone Drugs




Product Name: Cyproterone acetate

Synonyms: 1,2-alpha-methylene-6-chloro-delta-(sup4,6)-pregnadiene-17-alpha-ol-3,20-dio;1,2-alpha-methylene-6-chloro-delta(sup6)-17-alpha-hydroxyprogesteroneacetat;1,2-alpha-methylene-6-chloro-pregna-4,6-diene-3,20-dione17-alpha-acetate;17-alpha-acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dio;20-dione,6-chloro-17-hydroxy-1-alpha,2-alpha-methylene-pregna-6-diene-3;6)-pregnadiene-17-alpha-ol-3,20-dione17-2-alpha-methylene-6-chloro-(sup4;6-chlor-delta(sup6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat;6-chloro-1,2-alpha-methylene-17-alpha-hydroxy-delta(sup6)-progesteroneaceta

CAS: 427-51-0

MF: C24H29ClO4

MW: 416.94

EINECS: 207-048-3

Chemical PropertiesCrystalline Solid

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

UsesThe free alcohol is an anti-androgen; the acetate is both an anti-androgen and a progestogen. Combined with estrogen it is used in the treatment of acne.

Usesantiparasitic, fasciolicide


Results of Analysis Tests

DescriptionWhite or almost white Crystalline Powder
Ref.StandardEP6 Standard
Results of Analysis Tests
TestAnalysis StandardResults of Analysis
IdentificationRequirements StandardConform
Melting PointAbout 210210.5
Specific Rotation+152°~+157°+155°
Loss On Drying≤0.5%0.24%
Related Substance by HPLC≤0.5%
Not more than 0.5%
0.3%
Assay97.0-103.0%99.8%
Sulphate ash≤0.1%
Not more than 0.1%
0.035%
ConclusionThe specification conform with EP6


Application:

1) It is primarily used in the treatment of androgen-related conditions by virtue of its ability to suppress androgenic activity in the body, an effect which it mediates by preventing endogenous androgens from interacting with the androgen receptor and by suppressing androgen biosynthesis. CPA is also used for its progestogenic effects,


2) CPA has been in use as an antiandrogen since 1964, and was the first antiandrogen introduced for clinical use. It is used widely throughout Europe, and is also used in Canada, Mexico, and other countries. CPA has been approved for the treatment of prostate cancer, precocious puberty, androgen-related dermatological conditions such as acne, seborrhea, hirsutism, and androgenic alopecia, and to reduce sex drive in sex offenders.


Description:

Cyproterone acetate (INN, USAN, BAN, JAN), sometimes abbreviated as CPA, and sold under brand names such as Androcur and Cyprostat, is a synthetic steroide antiandrogen drug with additional progestogen and antigonadotropic properties. Its primary action is to suppress the activity of the androgen hormones such as testosterone and its more potent metabolite dihydrotestosterone (DHT) in the body, effects which it mediates via competitive antagonism of the androgen receptor and inhibition of enzymes in the androgen biosynthesis pathway. The main therapeutic indications of cyproterone acetate are prostate cancer, benign prostatic hyperplasia, priapism, hypersexuality (e.g., as a form of chemical castration), and other conditions in which androgen action maintains the disease process. In addition, it can also be used to treat acne and hirsutism in females, and is a common component in hormone therapy for transsexual women.


In addition to its antiandrogen properties, cyproterone acetate has weak progestogen activity (i.e., it acts like progesterone). Accordingly, it can be used to treat hot flashes, and is also a component of some combined oral contraceptive pills such as Dianette in the United Kingdom and Diane-35 in other countries such as Canada. It is called Dixi-35 in Chile. No form of cyproterone acetate is available in the United States.


Until the development of leuprorelin, cyproterone acetate was one of the few drugs used to treat precocious puberty. It was also used in animal experimentation to investigate the actions of androgens in fetal sexual differentiation.


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