Conditions | Yield |
---|---|
Stage #1: testosterone acetate With 3,3-dimethyldioxirane In acetone at 20℃; for 8h; Epoxidation; Stage #2: With Amberlyst 15; sodium chloride In acetone at 20℃; for 12h; Chlorination; | 89% |
With pyridine; sulfuryl dichloride for 1h; Product distribution; Ambient temperature; other steroids; | |
With pyridine; sulfuryl dichloride for 1h; Ambient temperature; | |
Multi-step reaction with 2 steps 1: N-chloro-succinimide, HN3 / CHCl3; 2-methyl-propan-2-ol 2: SiO2 / benzene View Scheme | |
Multi-step reaction with 2 steps 1: N-chloro-succinimide, HN3 / CHCl3; 2-methyl-propan-2-ol 2: SiO2 / benzene View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid |
Conditions | Yield |
---|---|
(i) H2SO4, MeOH, (ii) /BRN= 385737/, Py; Multistep reaction; |
4β-Chlor-5β-azido-androstanol-17β-on-3-acetat
clostebol acetate
Conditions | Yield |
---|---|
With silica gel In benzene |
clostebol acetate
Conditions | Yield |
---|---|
With silica gel In benzene |
Conditions | Yield |
---|---|
With acetic acid; zinc In methanol |
clostebol acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) POCl3, DMF, trichloroethene, (ii) NaOAc 2: (i) H2SO4, MeOH, (ii) /BRN= 385737/, Py View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SO2Cl2, Py 2: Zn, AcOH / methanol View Scheme |
clostebol acetate
acetic anhydride
3,17β-diacetoxy-4-chloro-androsta-3,5-diene
Conditions | Yield |
---|---|
With pyridine hydrochloride |
clostebol acetate
propionic acid anhydride
17β-acetoxy-4-chloro-3-propionyloxy-androsta-3,5-diene
Conditions | Yield |
---|---|
With pyridine hydrochloride |
clostebol acetate
A
C42H60Cl2O6
B
17β-acetoxy-4-chloro-androst-3-ene
Conditions | Yield |
---|---|
With acetic acid; zinc for 5.5h; Ambient temperature; | A 233 mg B 3.1 g |
clostebol acetate
17β-acetoxy-4-chloro-androst-3-ene
Conditions | Yield |
---|---|
With acetic acid; zinc In water at 15℃; for 0.25h; ultrasonic irradiation; Yield given; |
clostebol acetate
A
17β-acetoxy-4-chloroandrosta-4,6-diene-3-one
B
17β-acetoxy-4-chloroandrosta-1,4-diene-3-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene for 24h; Heating; | A 350 mg B 500 mg |
clostebol acetate
A
17β-acetoxy-3α-hydroxy-4-chloroandrost-4-ene
B
17β-acetoxy-3β-hydroxy-4-chloroandrost-4-ene
Conditions | Yield |
---|---|
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran for 3h; | A 250 mg B 6.7 g |
clostebol acetate
A
17β-acetoxy-4β-chloro-4,5-epoxy-5α-androstan-3-one
B
17β-acetoxy-4α-chloro-4,5-epoxy-5β-androstan-3-one
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide In methanol at 5℃; for 18h; | A n/a B 230 mg |
clostebol acetate
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; trichlorophosphate |
clostebol acetate
6-dehydrotestosterone
Conditions | Yield |
---|---|
With sulfuric acid; dimethyl sulfoxide | |
Multi-step reaction with 2 steps 1: LiCl / dimethylformamide 2: aq. K2CO3 / methanol View Scheme |
clostebol acetate
17β-acetoxy-5α-androstan-3,6-dione
Conditions | Yield |
---|---|
With sulfuric acid; dimethyl sulfoxide |
Conditions | Yield |
---|---|
With sulfuric acid; dimethyl sulfoxide | |
With lithium chloride In N,N-dimethyl-formamide |
clostebol acetate
17beta-Acetoxyandrost-4-ene-3,6-dione
Conditions | Yield |
---|---|
With dimethyl sulfoxide at 150℃; |
clostebol acetate
17β-acetoxy-4-chloroandrosta-1,4-diene-3-one
Conditions | Yield |
---|---|
With acetic anhydride; selenious acid In tert-Amyl alcohol |
clostebol acetate
Conditions | Yield |
---|---|
(i) (CO2Et)2, NaH, benzene, (ii) NBS, Py; Multistep reaction; |
Conditions | Yield |
---|---|
(i) (CO2Et)2, NaH, benzene, (ii) N-chloro-succinimide, Py, (iii) /BRN= 385737/, Py; Multistep reaction; |
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol |
clostebol acetate
17β-acetoxy-3β-hydroxy-4-chloroandrost-4-ene
Conditions | Yield |
---|---|
With chromium chloride; sodium tetrahydroborate In methanol at 0℃; for 0.333333h; | 910 mg |
clostebol acetate
(aminooxy)acetic acid hemihydrochloride
Conditions | Yield |
---|---|
With pyridine In ethanol at 20℃; |
Conditions | Yield |
---|---|
With hydrogenchloride In acetone at 75℃; for 15h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1 N aq. HCl / acetone / 15 h / 75 °C 2: pyridine / 120 h / 20 °C View Scheme |
clostebol acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: pyridine / ethanol / 20 °C 2: 2 N aq. HCl / 3 h / 80 °C 3: aq. CrO3; H2SO4 / acetone / 0.08 h / 0 °C View Scheme |
clostebol acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / ethanol / 20 °C 2: 2 N aq. HCl / 3 h / 80 °C View Scheme |
IUPAC Name: [(8R,9S,10R,13S,14S,17S)-4-Chloro-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate
Synonyms of 4-Chlorotestosterone 17-acetate (CAS NO.855-19-6): 17beta-Acetoxy-4-chloroandrost-4-en-3-one ; 4-Chlorotestosterone acetate ; 4-Chlortestosterone acetate ; Alfa-Trofodermin ; Anabolit ; Chlorotestosterone acetate ; Clostebol acetate ; Clostebolacetate ; Clostene ; EINECS 212-720-4 ; Macrobin ; Megagrisevit ; NSC 72159 ; Stearanabol ; Sterabol ; Steranabol ; Test-anabol ; Testomed ; Turinabol ; Androst-4-en-3-one, 17-(acetyloxy)-4-chloro-, (17beta)- ; Androst-4-en-3-one, 4-chloro-17-beta-hydroxy-, acetate ; Testosterone, 4-chloro-, acetate ; DEA No. 4000
CAS NO: 855-19-6
Classification Code: Hormone ; Reproductive Effect
Molecular Formula of 4-Chlorotestosterone 17-acetate (CAS NO.855-19-6): C21H29ClO3
Molecular Weight: 364.9062
Molecular Structure:
Polar Surface Area: 43.37 Å2
Index of Refraction: 1.548
Molar Refractivity: 97.3 cm3
Molar Volume: 306.2 cm3
Surface Tension: 43.7 dyne/cm
Density of 4-Chlorotestosterone 17-acetate (CAS NO.855-19-6): 1.19 g/cm3
Flash Point: 155.7 °C
Enthalpy of Vaporization: 71.73 kJ/mol
Boiling Point: 457.2 °C at 760 mmHg
Vapour Pressure: 1.52E-08 mmHg at 25°C
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 2780ug/kg (2.78mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. |
A poison by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic vapors of Cl−.
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