CAS 2098-66-0

Cyproterone

Description:

Cyproterone is a synthetic steroidal antiandrogen and progestin, primarily used in the treatment of conditions related to excessive androgen levels, such as hirsutism, acne, and certain types of hair loss in women. It is also utilized in hormone therapy for transgender women and in the management of prostate cancer. Chemically, cyproterone is characterized by its ability to inhibit the action of androgens by blocking androgen receptors and reducing testosterone production. It has a molecular formula that includes carbon, hydrogen, and oxygen, and its structure features a cyclopentanoperhydrophenanthrene core typical of steroid compounds. Cyproterone is administered orally or via injection, and its pharmacological effects include antiandrogenic, anti-inflammatory, and progestational properties. Side effects may include weight gain, mood changes, and potential impacts on liver function, necessitating monitoring during treatment. Overall, cyproterone is a significant compound in endocrinology and reproductive health, demonstrating the complex interplay of hormones in human physiology.

Formula: C₂₂H₂₇ClO₃

InChI: InChI=1/C22H27ClO3/c1-11(24)22(26)7-5-14-12-9-18(23)17-10-19(25)13-8-16(13)21(17,3)15(12)4-6-20(14,22)2/h9-10,12-16,26H,4-8H2,1-3H3/t12?,13-,14?,15?,16?,20+,21+,22+/m1/s1

InChI key: InChIKey=DUSHUSLJJMDGTE-ZJPMUUANSA-N

SMILES: C[C@]12[C@@]3([C@@](C3)(C(=O)C=C1C(Cl)=C[C@@]4([C@@]2(CC[C@@]5(C)[C@]4(CC[C@@]5(C(C)=O)O)[H])[H])[H])[H])[H]

Synonyms:

• (1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-1-hydroxy-8b,10a-dimethyl-2,3,3a,3b,7a,8,8a,8b,8c,9,10,10a-dodecahydrocyclopenta[a]cyclopropa[g]phenanthren-7(1H)-one
• (1R,7aR,8aS)-1-acetyl-5-chloro-1-hydroxy-8b,10a-dimethyl-2,3,3a,3b,7a,8,8a,8b,8c,9,10,10a-dodecahydrocyclopenta[a]cyclopropa[g]phenanthren-7(1H)-one
• (1R,7aR,8bS,10aS)-1-acetyl-5-chloro-1-hydroxy-8b,10a-dimethyl-2,3,3a,3b,7a,8,8a,8b,8c,9,10,10a-dodecahydrocyclopenta[a]cyclopropa[g]phenanthren-7(1H)-one
• (1β,2β)-6-Chloro-1,2-dihydro-17-hydroxy-3′H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione
• 1,2α-Methylene-6-chloro-⁶-17α-hydroxyprogesterone
• 3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-
• 3′H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 6-chloro-1,2-dihydro-17-hydroxy-, (1β,2β)-
• 3′H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 6-chloro-1β,2β-dihydro-17-hydroxy-
• 6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteron
• 6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteron [German]
• 6-Chloro-1,2α-methylene-4,6-pregnadien-17α-ol-3,20-dione
• 6-Chloro-17-hydroxy-1α,2α-methylenepregna-4,6-diene-3,20-dione
• 6-Chloro-6-dehydro-17α-hydroxy-1,2α-methyleneprogesterone
• Bay 94-8367
• Bay94-8367
• Ciproterona
• Ciproterona [INN-Spanish]
• Ciproterone
• Ciproterone [DCIT]
• Cyproteron
• Cyproterone [INN:BAN]
• Cyproteronum
• Cyproteronum [INN-Latin]
• Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1α,2α-methylene-
• Sh 80881
• Sh 881
• Unii-E61Q31Ek2F
• Cyproterone
• Cyproterone USP/EP/BP
• 6-chloro-1b,2b-dihydro-17-hydroxy-3'h-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione
• Cyproterone Acetate IMpurity F (Cyproterone)
• Cyproterone Acetate EP Impurity F
• Cyproterone Acetate 427-51-0 /Base
• 6-chlor-delta(sup6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteron
• 6-Chloro-1β,2β-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-4,6-diene-3,20-dione
• 3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione, 6-chloro-1,2-dihydro-17-hydroxy-, (1β,2β)-
• Cyproterone Acetate Impurity 6（Cyproterone Acetate EP Impurity F）
• Cyproterone Acetate Impurity F
• (1β,2β)-6-Chloro-1,2-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-1,4
• Cyproterone-d5
• 1,2α-Methylene-6-chloro-6-17α-hydroxyprogesterone
• ro-17-hydroxy-
• 3’h-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione,6-chloro-1-beta,2-beta-dihyd
• Cyproterone Acetate EP Impurity F (Cyproterone)

Cyproterone Acetate EP Impurity F-d3 (Cyproterone-d3)

CAS: 2098-66-0

Formula: C₂₂H₂₄D₃ClO₃

Molecular weight: 377.92

Ref: 4Z-C-2819

Cyproterone Acetate EP Impurity F (Cyproterone)

CAS: 2098-66-0

Formula: C₂₂H₂₇ClO₃

Color and Shape: Pale Yellow Solid

Molecular weight: 374.91

Ref: 4Z-C-281

Cyproterone Acetate EP Impurity D

CAS: 2098-66-0

Formula: C₂₄H₃₁ClO₅

Color and Shape: Pale Yellow Solid

Molecular weight: 434.96

Ref: 4Z-C-2817

Cyproterone

Controlled Product

CAS: 2098-66-0

Formula: C₂₂H₂₇ClO₃

Color and Shape: Neat

Molecular weight: 374.90

Ref: 04-C11917000

Cyproterone-d5

CAS: 2098-66-0

Formula: C₂₂H₂₂D₅ClO₃

Molecular weight: 379.94

Ref: 4Z-C-282

Cyproterone-d4

Controlled Product

CAS: 2098-66-0

Applications Labelled Cyproterone (C989090). 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.
References Gracia, T., et al.: Toxicol. App. Pharmacol., 225, 142 (2007), Ahlin, G., et al.: J. Med. Chem., 51, 5932 (2008), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010), Bovee, T., et al.: J. Steroid Biochem. Mol. Biol., 118, 85 (2010),

Formula: C₂₂H₂₃D₄ClO₃

Color and Shape: Neat

Molecular weight: 378.93

Ref: TR-C989092

Cyproterone

Controlled Product

CAS: 2098-66-0

Impurity Cyproterone Acetate EP Impurity F
Applications Cyproterone (Cyproterone Acetate EP Impurity F) is 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.
References Gracia, T., et al.: Toxicol. App. Pharmacol., 225, 142 (2007), Ahlin, G., et al.: J. Med. Chem., 51, 5932 (2008), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010), Bovee, T., et al.: J. Steroid Biochem. Mol. Biol., 118, 85 (2010),

Formula: C₂₂H₂₇ClO₃

Color and Shape: Off White Solid

Molecular weight: 374.90

Ref: TR-C989090

Cyproterone

Controlled Product

CAS: 2098-66-0

Cyproterone is a steroidal anti-androgen that is used in the treatment of prostate cancer and other diseases. Cyproterone acetate (CPA) is an ester prodrug of cyproterone, which has been used as a contraceptive for more than 25 years. It binds to cytoplasmic receptors, blocking the effects of androgens on these receptors. CPA also inhibits transcriptional regulation by reducing the basal level of androgen receptor expression in target tissues. Cyproterone acetate has been shown to inhibit the growth of breast cancer cells through its ability to bind to and activate growth factor-β1 (GF-β1). CPA also has been shown to have positive effects on energy metabolism by regulating the activity of enzymes in this process. Cyproterone acetate is not active against many Gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA).

Formula: C₂₂H₂₇ClO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 374.9 g/mol

Ref: 3D-FC20763

Cyproterone-13C2,d8

Controlled Product

CAS: 2098-66-0

Formula: C₂C₂₀D₈H₁₉ClO₃

Color and Shape: Neat

Molecular weight: 384.936

Ref: TR-C989093

Cyproterone Acetate EP Impurity F

CAS: 2098-66-0

Formula: C₂₂H₂₇ClO₃

Molecular weight: 374.9

Ref: ST-EA-CP-C148017

Cyproterone

CAS: 2098-66-0

Cyproterone, an anti-androgen, treats female hirsutism and acne, and is used palliatively in prostate cancer.

Formula: C₂₂H₂₇ClO₃

Color and Shape: Solid

Molecular weight: 374.9

Ref: TM-T21016