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6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯

Cyproterone acetate

CAS: 427-51-0

Molecular Formula: C24H29ClO4

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  5. 6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯

6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯 - Names and Identifiers

Name Cyproterone acetate
Synonyms SH 714
SH 80714
Androcur
NSC-81430
HSDB 3592
NSC 81430
Cyprostat
CCRIS 4385
UNII-4KM2BN5JHF
Cyproteron acetate
Cyproterone acetate
cyprosteroneacetate
Cyproteron-R acetate
Cyproterone 17-O-acetate
Cyproterone 17alpha-acetate
6-Chloro-delta-6-1,2alpha-methylene-17alpha-hydroxyprogesterone acetate
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
1,2-alpha-methylene-6-chloro-pregna-4,6-diene-3,20-dione17-alpha-acetate
6-chlor-delta(sup6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat
6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat
1,2-alpha-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17-alpha-acetate
1,2-alpha-methylene-6-chloro-delta(sup6)-17-alpha-hydroxyprogesteroneacetat
6-Chloro-1,2-alpha-methylene-6-dehydro-17-alpha-hydroxyprogesterone acetate
1,2-alpha-methylene-6-chloro-delta-(sup4,6)-pregnadiene-17-alpha-ol-3,20-dio
17-alpha-acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dio
1,2-alpha-Methylene-6-chloro-delta(sup 6)-17-alpha-hydroxyprogesterone acetate
6-Chloro-delta(sup 6)-1,2-alpha-methylene-17-alpha-hydroxyprogesterone acetate
17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione
6-Chloro-1,2-alpha-methylene-17-alpha-hydroxy-delta(sup 6)-progesterone acetate
6-Chloro-17-hydroxy-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione acetate
6-Chlor-delta(sup 6)-1,2-alpha-methylen-17-alpha-hydroxyprogesteronacetat [German]
Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1-alpha,2-alpha-methylene-, acetate
1,2-alpha-Methylene-6-chloro-(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-alpha-acetate
6-Chloro-1beta,2beta-dihydro-17-hydroxy-3'H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate
6-Chloro-1-beta,2-beta-dihydro-17-hydroxy-3'H-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione 17-acetate
3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-, acetate
3'H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 17-(acetyloxy)-6-chloro-1,2-dihydro-, (1beta,2beta)-
(1R,7aR,8aS,8bS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate
CAS 427-51-0
EINECS 207-048-3
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

6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯 - Physico-chemical Properties

Molecular FormulaC24H29ClO4
Molar Mass416.94
Density1.0677 (rough estimate)
Melting Point200-201°C
Boling Point528.8°C (rough estimate)
Flash Point177.6°C
Solubility Practically insoluble in water, very soluble in methylene chloride, freely soluble in acetone, soluble in methanol, sparingly soluble in anhydrous ethanol.
Vapor Presure3.78E-11mmHg at 25°C
Appearanceneat
ColorWhite to Off-White
Maximum wavelength(λmax)['281nm(MeOH)(lit.)']
Merck14,2774
Storage ConditionSealed in dry,Store in freezer, under -20°C
Refractive Index1.4429 (estimate)
UseAnti-androgen, used to treat benign prostatic hypertrophy in men, and can be used as a male contraceptive
In vitro studyCyproterone acetate has significant antagonistic properties and also has partial activator properties, activating AR at relatively high concentrations with an EC50 of 4.0 μm. In the presence of 10 nM testosterone, low concentrations of Cyproterone acetate inhibited T-stimulated 3XHRE-LUC transcription, but high concentrations stimulated transcription.
In vivo studyThe effects of Cyproterone acetate on the reproductive organs had a direct negative effect on weight and significantly reduced sperm count and CaCyproterone acetate treatment, coupled with prolonged daylight hours in the fall, had a negative effect on sperm motility and morphology. Androgen receptor treatment with Cyproterone acetate preferentially reduced spermatocyte protamine levels in the testis and also decreased sperm levels involved in nuclear chromatin condensation.

6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯 - Risk and Safety

Risk CodesR20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R40 - Limited evidence of a carcinogenic effect
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS22 - Do not breathe dust.
S36 - Wear suitable protective clothing.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany3
RTECSGZ2230000
HS Code29372900
6-氯-1α,2α-亚甲基-4,6-孕甾二烯-17α-羟基-3,20-二酮-17-醋酸酯
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View History
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