Conditions | Yield |
---|---|
Stage #1: anecortave With tetrafluoroboric acid In dichloromethane; acetone at -5 - 0℃; for 5h; Inert atmosphere; Stage #2: With Jones reagent In dichloromethane; acetone at 0 - 5℃; for 4h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; | 95.8% |
Cortisone acetate
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide at 50℃; for 3h; | 93% |
Cortisone acetate
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate; bis(acetoxy)iodylbenzene In dichloromethane at 20℃; for 0.5h; | 93% |
21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione
Cortisone acetate
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In tetrahydrofuran Inert atmosphere; Reflux; | 90% |
Cortisone acetate
Conditions | Yield |
---|---|
With acetic acid; zinc In dichloromethane at 10℃; for 3h; Temperature; | 79.5% |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid | |
With pyridine; magnesium sulfate; pyridinium chlorochromate at 0 - 25℃; for 12h; | |
With chromium(VI) oxide; acetic acid; manganese(ll) chloride In chloroform; water at 30℃; Solvent; Reagent/catalyst; Temperature; | 19.2 g |
Conditions | Yield |
---|---|
With bromine durch aufeinanderfolgende Umsetzung mit Semicarbazid und mit Brenztraubensaeure; |
21-acetoxy-3,3-ethanediyldioxy-17-hydroxy-pregn-5-ene-11,20-dione
Cortisone acetate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid |
hydrocortisone acetate
A
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
B
Cortisone acetate
Conditions | Yield |
---|---|
Product distribution; Rate constant; Irradiation; radiolytic degradation; |
Cortisone acetate
Conditions | Yield |
---|---|
With chromium(VI) oxide |
Cortisone acetate
Conditions | Yield |
---|---|
With osmium(VIII) oxide; triethylamine N-oxide; dihydrogen peroxide |
21-acetoxy-17,20βF-dihydroxy-pregn-4-ene-3,11-dione
acetic acid
A
Cortisone acetate
B
adrenosterone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine 2: CrO3; acetic acid View Scheme |
11α-hydroxy-16α,17α-epoxyprogesterone
Cortisone acetate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: hydrogen bromide / 5 h / 5 - 10 °C 2: hydrogen; acetic acid / ethanol / 3 h / 40 - 45 °C 3: bromine; hydrogenchloride / ethanol; chloroform / 1 h / 20 - 25 °C 4: N,N-dimethyl-formamide / 0.5 h / 35 - 40 °C 5: manganese(ll) chloride; acetic anhydride; acetic acid / water / 4 h / 5 - 10 °C View Scheme |
Cortisone acetate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogen; acetic acid / ethanol / 3 h / 40 - 45 °C 2: bromine; hydrogenchloride / ethanol; chloroform / 1 h / 20 - 25 °C 3: N,N-dimethyl-formamide / 0.5 h / 35 - 40 °C 4: manganese(ll) chloride; acetic anhydride; acetic acid / water / 4 h / 5 - 10 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: bromine; hydrogenchloride / ethanol; chloroform / 1 h / 20 - 25 °C 2: N,N-dimethyl-formamide / 0.5 h / 35 - 40 °C 3: manganese(ll) chloride; acetic anhydride; acetic acid / water / 4 h / 5 - 10 °C View Scheme |
Conditions | Yield |
---|---|
With acetic anhydride; acetic acid; manganese(ll) chloride In water at 5 - 10℃; for 4h; | 29.1 g |
Conditions | Yield |
---|---|
With acetic acid; zinc In chloroform at 10 - 15℃; for 10h; Solvent; Inert atmosphere; | 32.6 g |
17α,21-dihydroxypregna-1,4-diene-3,20-dione 21-acetate
A
cortexolone 21-acetate
B
Cortisone acetate
Conditions | Yield |
---|---|
Stage #1: 17α,21-dihydroxypregna-1,4-diene-3,20-dione 21-acetate With potassium carbonate; sodium hydroxide In methanol; chloroform at -5 - 5℃; for 0.333333h; Inert atmosphere; Stage #2: With acetic acid In methanol; chloroform Inert atmosphere; Stage #3: With methanol; acetic anhydride; triethylamine In dichloromethane Reagent/catalyst; Solvent; Temperature; |
Conditions | Yield |
---|---|
Stage #1: Cortisone acetate With sodium tetrahydroborate In ethanol; dichloromethane for 1.5h; Inert atmosphere; Stage #2: With sodium periodate In water; acetone at 20℃; for 0.75h; Inert atmosphere; | 86% |
Product distribution; Rate constant; Irradiation; radiolytic degradation; |
Cortisone acetate
Conditions | Yield |
---|---|
Stage #1: Cortisone acetate With C19H26ClIrN3O(1+)*Cl(1-) In water; acetonitrile at 80℃; for 0.166667h; Green chemistry; Stage #2: With formic acid In water; acetonitrile at 80℃; for 8h; Green chemistry; regioselective reaction; | 81% |
Conditions | Yield |
---|---|
With thallium(III) nitrate In methanol at 0℃; for 0.5h; | 66% |
Conditions | Yield |
---|---|
With lipase from Candida cylindracea; octanol In water; acetonitrile at 37℃; for 144h; | 62% |
With potassium hydrogencarbonate | |
With potassium hydroxide | |
With sodium methylate |
formaldehyd
Cortisone acetate
17α,20;20,21-bismethylenedioxypregn-4-ene-3,11-dione
Conditions | Yield |
---|---|
With hydrogenchloride In chloroform; water at 23℃; for 12h; Inert atmosphere; | 61% |
Conditions | Yield |
---|---|
With chloranil In tert-butyl alcohol for 7h; Heating; | 60% |
With chloranil; xylene | |
Multi-step reaction with 3 steps 1: N-bromo-succinimide 2: salicylic acid 3: 4-hydroxy-benzaldehyde View Scheme |
diazomethane
Cortisone acetate
20,21-epoxy-17,22-dihydroxy-23,24-dinor-20ξH-chol-4-ene-3,11-dione
Conditions | Yield |
---|---|
With methanol; diethyl ether |
2-ethyl-2-methyl-1,3-dioxolane
Cortisone acetate
21-acetoxy-3,3-ethanediyldioxy-17-hydroxy-pregn-5-ene-11,20-dione
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid |
O-Methylhydroxylamin
Cortisone acetate
21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3,20-bis-(O-methyl oxime )
2-methallyl-2-methyl-[1,3]dioxolane
Cortisone acetate
21-acetoxy-3,3-ethanediyldioxy-17-hydroxy-pregn-5-ene-11,20-dione
Conditions | Yield |
---|---|
With tetrahydrofuran; sulfuric acid |
Conditions | Yield |
---|---|
With selenium(IV) oxide | |
With periodic acid | |
With iodine pentoxide | |
With Arthrobacter simplex By-2-13 | 17 g |
Cortisone acetate
21-acetoxy-4-chloro-17-hydroxy-pregn-4-ene-3,11,20-trione
Conditions | Yield |
---|---|
With hypochloric acid | |
Multi-step reaction with 2 steps 1: diethyl ether; propionic acid; chlorine 2: pyridine View Scheme | |
Multi-step reaction with 2 steps 1: aqueous perchloric acid / Erwaermen des Reaktionsprodukts mit Kaliumacetat in Aceton und danach mit Acetanhydrid und Pyridin 2: HCl View Scheme |
Cortisone acetate
21,21-dimethoxy-pregn-4-ene-3,11,20-trione
Conditions | Yield |
---|---|
With hydrogenchloride |
Cortisone acetate
B
17β-acetoxymethyl-17α-hydroxy-D-homo-androst-4-ene-3,11,17a-trione
Conditions | Yield |
---|---|
With cyclohexanone; aluminum isopropoxide; toluene beim anschliessender Acetylierung; |
Cortisone acetate
17β-acetoxymethyl-17α-hydroxy-D-homo-androst-4-ene-3,11,17a-trione
Conditions | Yield |
---|---|
With cyclohexanone; aluminum isopropoxide; toluene | |
With cyclohexanone; aluminum isopropoxide In toluene |
Cortisone acetate
21-acetoxy-6ξ-bromo-17-hydroxy-pregn-4-ene-3,11,20-trione
Conditions | Yield |
---|---|
With N-Bromosuccinimide |
Cortisone acetate
21-acetoxy-4β,5-dichloro-17-hydroxy-5α-pregnane-3,11,20-trione
Conditions | Yield |
---|---|
With diethyl ether; chlorine; propionic acid |
Cortisone acetate
21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3-oxime
Conditions | Yield |
---|---|
With hydrogenchloride; hydroxylamine |
Cortisone acetate
21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3,20-dioxime
Conditions | Yield |
---|---|
With hydrogenchloride; hydroxylamine |
Cortisone acetate
21-acetoxy-17,20βF-dihydroxy-pregn-4-ene-3,11-dione
Conditions | Yield |
---|---|
With sodium tetrahydroborate |
Cortisone acetate
A
21-acetoxy-17-hydroxy-5α-pregn-3-ene-11,20-dione
B
21-acetoxy-17-hydroxy-5β-pregn-3-ene-11,20-dione
Conditions | Yield |
---|---|
With acetic acid; zinc |
Conditions | Yield |
---|---|
With palladium Hydrogenation; |
Cortisone acetate
A
4α,5α-epoxyandrostene-3,11,17-trione
B
4ξ,5-epoxy-17α-hydroxy-3,11-dioxo-5ξ-androstane-17β-carboxylic acid
Conditions | Yield |
---|---|
With methanol; sodium hydroxide; dihydrogen peroxide |
Cortisone acetate
21-acetoxy-3,3-ethanediyldioxy-17-hydroxy-pregn-5-ene-11,20-dione
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; ethylene glycol; benzene | |
With toluene-4-sulfonic acid; ethylene glycol unter vermindertem Druck; |
The Cortisone acetate is an organic compound with the formula C23H30O6. The systematic name of this chemical is 17-hydroxy-3,11,20-trioxopregn-4-en-21-yl acetate. With the CAS registry number 50-04-4, it is also named as 2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl acetate. The product's categories are Biochemistry; Hydroxyketosteroids; Steroids. Besides, it should be stored in a closed and dark place. It has been used for prednisone acetate intermediate. As anti-inflammatory agent, it can be used for the treatment of adrenal cortical function with low disease, rheumatoid arthritis, rheumatism, lupus and other diseases.
Physical properties about Cortisone acetate are: (1)ACD/LogP: 2.53; (2)ACD/LogD (pH 5.5): 2.53; (3)ACD/LogD (pH 7.4): 2.53; (4)ACD/BCF (pH 5.5): 48.95; (5)ACD/BCF (pH 7.4): 48.95; (6)ACD/KOC (pH 5.5): 563.79; (7)ACD/KOC (pH 7.4): 563.78; (8)#H bond acceptors: 6; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 86.74 Å2; (12)Index of Refraction: 1.565; (13)Molar Refractivity: 103.75 cm3; (14)Molar Volume: 318.1 cm3; (15)Polarizability: 41.13×10-24cm3; (16)Surface Tension: 52.8 dyne/cm; (17)Density: 1.26 g/cm3; (18)Flash Point: 197.3 °C; (19)Enthalpy of Vaporization: 99.24 kJ/mol; (20)Boiling Point: 577.3 °C at 760 mmHg; (21)Vapour Pressure: 9.94E-16 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
When you are using it, wear suitable protective clothing and gloves and do not breathe dust.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC(=O)[C@@]3(O)CC[C@H]2[C@@H]4CC\C1=C\C(=O)CC[C@]1(C)[C@H]4C(=O)C[C@@]23C)C
(2)InChI: InChI=1/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-17,20,28H,4-9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
(3)InChIKey: ITRJWOMZKQRYTA-RFZYENFJBQ
(4)Std. InChI: InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-17,20,28H,4-9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
(5)Std. InChIKey: ITRJWOMZKQRYTA-RFZYENFJSA-N
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