ChemicalBook > Product Catalog >API >Hormones and the Endocrine System >Estrogen and progestin drugs >Cyproterone acetate

Cyproterone acetate

Cyproterone acetate Structure
CAS No.
427-51-0
Chemical Name:
Cyproterone acetate
Synonyms
ANDROCUR;CYPROSTAT;CIPROTERONE ACETATE;SH-714;nsc-81430;Cyproviron;cyprosteroneacetate;CYPROTERONE ACETATE;CYPROFERONE ACETATE;cyproteron-racetate
CBNumber:
CB7338955
Molecular Formula:
C24H29ClO4
Molecular Weight:
416.94
MOL File:
427-51-0.mol
Modify Date:
2024/4/29 14:28:21

Cyproterone acetate Properties

Melting point 200-201°C
Boiling point 528.8°C (rough estimate)
Density 1.0677 (rough estimate)
refractive index 1.4429 (estimate)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility Practically insoluble in water, very soluble in methylene chloride, freely soluble in acetone, soluble in methanol, sparingly soluble in anhydrous ethanol.
color White to Off-White
λmax 281nm(MeOH)(lit.)
Merck 14,2774
InChIKey UWFYSQMTEOIJJG-KIXORDEXNA-N
SMILES C[C@@]12C(=CC(=O)[C@@H]3C[C@H]13)C(Cl)=C[C@@]1([H])[C@]3([H])CC[C@@](C(=O)C)(OC(=O)C)[C@@]3(C)CC[C@]21[H] |&1:1,6,8,12,14,18,26,30,r|
EPA Substance Registry System 3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1.beta.,2.beta.)- (427-51-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H312+H332-H351
Precautionary statements  P202-P261-P280-P302+P352+P312-P304+P340+P312-P308+P313
Hazard Codes  Xn,Xi
Risk Statements  20/21/22-40-36/37/38
Safety Statements  22-36-26
WGK Germany  3
RTECS  GZ2230000
HS Code  29372900
NFPA 704
0
4 0

Cyproterone acetate price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR2809 Cyproterone acetate Pharmaceutical Secondary Standard; Certified Reference Material, certified reference material 427-51-0 50MG ₹30970.33 2022-06-14 Buy
Sigma-Aldrich(India) C3412 Cyproterone acetate ≥98% 427-51-0 250MG ₹21303.6 2022-06-14 Buy
TCI Chemicals (India) C2942 Cyproterone Acetate 427-51-0 200MG ₹9600 2022-05-26 Buy
TCI Chemicals (India) C2942 Cyproterone Acetate 427-51-0 1G ₹12300 2022-05-26 Buy
Product number Packaging Price Buy
PHR2809 50MG ₹30970.33 Buy
C3412 250MG ₹21303.6 Buy
C2942 200MG ₹9600 Buy
C2942 1G ₹12300 Buy

Cyproterone acetate Chemical Properties,Uses,Production

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

Uses

Cyproterone acetate (CPA) has been shown to exert gestagenic and glucocorticoid effects. Because it inhibits the negative diencephalic pituitary testicular feedback system, it lowers luteinizing hormone (LH) and testosterone production and plasma levels. cyproterone acetate is both an anti-androgen and a progestogen. CPA is used in combined birth control pills, in the treatment of androgen-dependent skin and hair conditions such as acne (Combined with estrogen), seborrhea, excessive hair growth, and scalp hair loss, high androgen levels, in transgender hormone therapy, to treat prostate cancer, to reduce sex drive in sex offenders or men with paraphilias or hypersexuality, to treat early puberty, and for other uses. It is used both at low doses and at higher doses.

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.

Mechanism of action

The mechanism of action of Cyproterone acetate at the molecular level has never been described conclusively. Studies have found that in rat ventral prostate nuclei, CPA interferes with androgen binding to the androgen receptor. It is possible that CPA interferes with the translocation of the androgen receptor from the cytoplasm to the nuclear compartment. At the transcription level, the effects of CPA also include a reduction of androgen-dependent cellular functions, such as a reduction of acid phosphatase, prostate-specific androgen, and androgen-dependent enzymes such as 5-a-reductase[1].

Side effects

Vbreast tenderness and swelling. Tiredness and weakness (fatigue). Depression or mood changes. Hot flushes or sweats. Swelling in parts of the body (fluid build up). Weight changes. Liver changes (you will have regular blood tests to check for this). Shortness of breath.

References

[1] Schr?der F, et al. Cyproterone Acetate-Mechanism of Action and Clinical Effectiveness in Prostate Cancer Treatment. Cancer, 1993; 72: 3810-3815.

Cyproterone acetate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 416)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
PANCHSHEEL ORGANICS LTD +91-9821053955 +91-9324201019 Mumbai, India 82 58 Inquiry
Cipla Ltd +912224826000 Maharashtra, India 133 58 Inquiry
Swati Spentose Pvt Ltd +91-2261505232 +91-2261505232 Maharashtra, India 44 58 Inquiry
Ralington Pharma +91-7948911722 +91-9687771722 Gujarat, India 1350 58 Inquiry
BDR Pharmaceuticals International Pvt Ltd +91-2240560560 +91-7718884418 Maharashtra, India 206 58 Inquiry
CIPLA LIMITED +91 22 24826000 New Delhi, India 72 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Samchem India Private Limited 08048618089 Delhi, India 5 58 Inquiry
Shaivya Pharmachem. 08048371708Ext 729 Gujarat, India 56 58 Inquiry
cyprosteroneacetate 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 6-chloro-1,2-alpha-methylene-6-dehydro-17-alpha-hydroxyprogesteroneacetate 6-chloro-17-hydroxy-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dioneacet 6-chloro-delta(sup6)-1,2-alpha-methylene-17-alpha-hydroxyprogesteroneacetat CYPROTERONE ACETATE CYPROFERONE ACETATE 6-CHLORO-1BETA,2BETA-DIHYDRO-17-HYDROXY-3'H-CYCLOPROPA[1,2]-PREGNA-1,4,6-TRIENE-3,20-DIONE ACETATE 6-chloro-1b,2b-dihydro-17-hydroxy-3'h-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione 17-acetate 4,6-PREGNADIEN-6-CHLORO-1-ALPHA, 2-ALPHA-METHYLENE-17-OL-3,20-DIONE ACETATE cyproterone17-alpha-acetate cyproteron-racetate nsc-81430 Cyproterone Acetate BP2000,EP2000 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione 17-acetate Androcur, Cyprostat 3H-Cyclopropa1,2pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1.beta.,2.beta.)- 6-Chloro-1α,2α-methylene-3,20-dioxopregna-4,6-dien-17-yl acetate CyproteroneAcetateedmfep5 CyproteroneAcetateEdmf 6-Chloro-1β,2β-dihydro-17-hydroxy-3μH-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate Androcurone acetate SH-714 Cyproterone acetate(Androcur) Cyproviron (1β,2β)-17-(acetyloxy)-6-chloro-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione Cyproterone acetate for peak identification * Color Pronk (cyproterone) Cyproterone D3 Acetate Cyproterone acetate, 98%, an androgen receptor (AR) antagonist Cyproterone acetate CRS Cyproterone acetate for peak identification CRS Cyproterone Acetate > Cyproterone 17-O-acetate 6-Chloro-3,20-dioxo-1β,2β-dihydro-3′H-cyclopropa-[1,2]pregna-1,4,6-trien-17-yl acetate (1aR,5aR,5bS,8R,8aS,9aS,9bS,9cS)-8-Acetyl-4-chloro-8a,9b-dimethyl-2-oxo-1a,2,5a,5b,6,7,8,8a,9,9a,9b,9c-dodecahydro-1H-cyclopropa[a]pentaleno[1,2-h]naphthalen-8-yl acetate Cyproterone acetate USP/EP/BP Cyproterone Acetate-13C,d3 Cyproterone acetateQ: What is Cyproterone acetate Q: What is the CAS Number of Cyproterone acetate Q: What is the storage condition of Cyproterone acetate Q: What are the applications of Cyproterone acetate Cyproterone acetate (C3283000) Cyproterone Acetate D3Q: What is Cyproterone Acetate D3 Q: What is the CAS Number of Cyproterone Acetate D3 Q: What is the storage condition of Cyproterone Acetate D3 Q: What are the applications of Cyproterone Acetate D3 CIPROTERONE ACETATE ANDROCUR CYPROSTAT Cyproterone acetate API Cyproterone acetate chloride Cyproterone (+)-bitartrate salt 3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1β,2β)- 4, 6-PREGNADIEN-6-CHLORO-1α, 2α-METHYLENE-17-OL-3, 20-DIONE ACETATE (2aR,3aS,3bS,3cS,5aS,6R,8aS,8bR)-6-acetyl-10-chloro-3b,5a-dimethyl-2-oxo-2,2a,3,3a,3b,3c,4,5,5a,6,7,8,8a,8b-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-6-yl acetate 427-51-0