CAS No.427-51-0,Cyproterone acetate Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	427-51-0
Name:	Cyproterone acetate
Article Data:	14

Formula:	C₂₄H₂₉ClO₄
Molecular Weight:	416.945
Synonyms:	SH 714;Cyproteron-r acetate;6-Chloro-1beta,2beta-dihydro-17-hydroxy-3H-cyclopropa(1,2)-pregna-1,4,6-triene-3,20-dione acetate;Cyproteroneacetate;Cyproterone acetate (JAN/USAN);Cyproviron;1,2-alpha-Methylene-6-chloro-(sup 4,6)-pregnadiene-17-alpha-ol-3,20-dione 17-alpha-acetate;6-Chloro-delta(sup 6)-1,2-alpha-methylene-17-alpha-hydroxyprogesterone acetate;3H-Cyclopropa[1,2]pregna-1,4,6-triene-3, 20-dione, 17- (acetyloxy)-6-chloro-1,2-dihydro-, (1.beta., 2.beta.)-;6-Chloro-delta-6-1,2alpha-methylene-17alpha-hydroxyprogesterone acetate;17-alpha-Acetoxy-6-chloro-1-alpha,2-alpha-methylenepregna-4,6-diene-3,20-dione;1,2-alpha-Methylene-6-chloro-pregna-4,6-diene-3,20-dione 17-alpha-acetate;Cyproterone acetate [USAN:JAN];Cyproterone 17-O-acetate;6-Chloro-1-beta,2-beta-dihydro-17-hydroxy-3H-cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione 17-acetate;SH 80714;3H-Cyclopropa(1,2)pregna-1,4,6-triene-3,20-dione, 6-chloro-1-beta,2-beta-dihydro-17-hydroxy-, acetate;6-Chloro-17-hydroxy-1.alpha.,2.alpha.-methylenepregna-4, 6-diene-3,20-dione acetate;Pregna-4,6-diene-3,20-dione, 6-chloro-17-hydroxy-1.alpha.,2.alpha.-methylene-, acetate;Cyproterone 17.alpha.-acetate;1, 2.alpha.-Methylene-6-chloro-(sup 4,6)-pregnadiene-17.alpha.-ol-3, 20-dione 17alpha-acetate;Progesterone, 6-chloro-6-dehydro-17-hydroxy-1.alpha.,2.alpha.-methylene-, acetate;Cyproterone 17alpha-acetate;3'H-Cyclopropa[1,2]pregna-1,4,6-triene-3,20- dione,17-(acetyloxy)-6-chloro-1,2-dihydro-,(1a,2a)-;Cyproteron acetate;Cyprosterone acetate;Androcur;6-chloro-1-β,2-β-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione 17-acetate;
EINECS:	207-048-3
Density:	1.27 g/cm³
Melting Point:	200-201 °C
Boiling Point:	525.9 °C at 760 mmHg
Flash Point:	177.6 °C
Appearance:	Crystalline solid
Hazard Symbols:	Xn, Xi
Risk Codes:	20/21/22-40-36/37/38
Safety:	22-36-26
PSA:	60.44000
LogP:	4.60760

Synthetic route

: 13698-49-2
6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione

: 1774-47-6
trimethylsulfoxonium iodide

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Stage #1: 6-chloro-17a-acetoxy-pregnane-1,4,6-,triene-3,20-dione; trimethylsulfoxonium iodide With sodium hydride In dimethyl sulfoxide at 5 - 20℃; for 29.5h; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃;	51.51%

: 17183-98-1
6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Stage #1: 6-chloro-1α-chloromethyl-Δ4,6-pregnadien-17α-ol-3,20-dione-17-acetate With 2,4,6-trimethyl-pyridine for 0.333333h; Heating / reflux; Stage #2: With hydrogenchloride In diethyl ether; water pH=7; Product distribution / selectivity;
With sodium acetate In methanol; N,N-dimethyl-formamide at 60℃; for 8h; Temperature;

: C24H30O5

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 2: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

: C24H32O4

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: sulfuric acid / N,N-dimethyl-formamide / 2 h / pH 2 2: chloroform / 58 °C 3: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C 4: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 5: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

: 66212-25-7
1,4,6-triene-3,20-dione-17α-hydroxyprogesterone

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: orthoformic acid triethyl ester / dichloromethane / 5 h / 30 °C 2: N,N-dimethyl-formamide / 3 h / 42 °C 3: sulfuric acid / N,N-dimethyl-formamide / 2 h / pH 2 4: chloroform / 58 °C 5: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C 6: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 7: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: orthoformic acid triethyl ester / dichloromethane / 5 h / 30 °C
2: N,N-dimethyl-formamide / 3 h / 42 °C
3: sulfuric acid / N,N-dimethyl-formamide / 2 h / pH 2
4: chloroform / 58 °C
5: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C
6: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C
7: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C
View Scheme

: C23H30O4

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: N,N-dimethyl-formamide / 3 h / 42 °C 2: sulfuric acid / N,N-dimethyl-formamide / 2 h / pH 2 3: chloroform / 58 °C 4: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C 5: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 6: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

: 2098-65-9
17α-hydroxy-1α,2α-methylene-4,6-pregnadiene-3,20-dione

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: chloroform / 58 °C 2: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C 3: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 4: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

: 2701-50-0
1,2α-methylene-Δ4,6-pregnadiene-17α-ol-3,20-dione-17-acetate

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dihydrogen peroxide; phthalic anhydride / ethyl acetate / 8 h / 20 °C 2: acetic anhydride; acetic acid; hydrogenchloride / water / 11 h / 0 - 27 °C 3: sodium acetate / N,N-dimethyl-formamide; methanol / 8 h / 60 °C View Scheme

: C24H30Cl2O4

: 427-51-0
cyproterone acetate

Conditions

Conditions	Yield
With sodium carbonate In methanol; N,N-dimethyl-formamide at 50 - 55℃; for 5h;

: 427-51-0
cyproterone acetate

: 77730-89-3
6-chloro-1α,2α-methylene-4,6,16-pregnatriene-3,20-dione

Conditions

Conditions	Yield
	89%

Total:190 Page 1 of 5 1 2 3 4 5 Next>>

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Specification

Cyproterone acetate, with the CAS NO.427-51-0, is also called 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. Cyproterone acetate is very soluble in dichloromethane, soluble in methyl alcohol, freely soluble in acetone, sparingly soluble in dehydrated alcohol, and insoluble in water. Cyproterone acetate is a medicine which is used in prostate cancer.

Physical properties about Cyproterone acetate are: (1)ACD/LogP: 4.216; (2)ACD/LogD (pH 5.5): 4.22; (3)ACD/LogD (pH 7.4): 4.22; (4)ACD/BCF (pH 5.5): 942.43; (5)ACD/BCF (pH 7.4): 942.43; (6)ACD/KOC (pH 5.5): 4683.45; (7)ACD/KOC (pH 7.4): 4683.45; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.582 ; (11)Molar Refractivity: 109.164 cm³; (12)Molar Volume: 327.087 cm³; (13)Polarizability: 43.276 10-24cm³; (14)Surface Tension: 48.9609985351563 dyne/cm; (15)Density: 1.275 g/cm³; (16)Flash Point: 177.633 °C; (17)Enthalpy of Vaporization: 80.007 kJ/mol; (18)Boiling Point: 525.853 °C at 760 mmHg

Uses of Cyproterone acetate: Cyproterone acetate is used in the treatment of prostate cancer. It blocks the effects of hormones that may worsen certain types of prostate cancer. Tablet forms of this medicine must not be taken by women.

When you are using this chemical, please be cautious about it as the following:
1. Do not breathe dust;
2. Wear suitable protective clothing;
3. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure: (1)InChI=1S/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-/m0/s1;
(2)InChIKey=UWFYSQMTEOIJJG-FDTZYFLXSA-N;
(3)SmilesC1=2[C@@]([C@@H]3[C@@H](C(=O)C2)C3)([C@@H]2[C@H]([C@H]3[C@]([C@@](OC(C)=O)(C(C)=O)CC3)(C)CC2)C=C1Cl)C

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	LDLo	oral	171mg/kg/17W- (171mg/kg)	LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: LIVER FUNCTION TESTS IMPAIRED	Israel Journal of Medical Sciences. Vol. 30, Pg. 238, 1994.
man	TDLo	oral	514mg/kg/7W-I (514mg/kg)	LIVER: LIVER FUNCTION TESTS IMPAIRED LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"	Australian and New Zealand Journal of Medicine. Vol. 26, Pg. 724, 1996.
mouse	LD50	intraperitoneal	3300mg/kg (3300mg/kg)		Drugs in Japan Vol. 6, Pg. APP-4, 1982.
mouse	LD50	oral	> 5gm/kg (5000mg/kg)		Drugs in Japan Vol. 6, Pg. APP-4, 1982.
mouse	LD50	subcutaneous	> 5gm/kg (5000mg/kg)		Drugs in Japan Vol. 6, Pg. APP-4, 1982.
rat	LD50	intraperitoneal	565mg/kg (565mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 13, Pg. 349, 1982.
rat	LD50	oral	> 5gm/kg (5000mg/kg)		Drugs in Japan Vol. 6, Pg. APP-4, 1982.
rat	LD50	subcutaneous	> 5gm/kg (5000mg/kg)		Drugs in Japan Vol. 6, Pg. APP-4, 1982.