Product Name

  • Name

    Prednisone 21-acetate

  • EINECS 204-726-0
  • CAS No. 125-10-0
  • Article Data40
  • CAS DataBase
  • Density 1.28 g/cm3
  • Solubility 23mg/L(25 oC)
  • Melting Point 240-242°C (dec.)
  • Formula C23H28O6
  • Boiling Point 582 °C at 760 mmHg
  • Molecular Weight 400.472
  • Flash Point 200.2 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes R20/21/22; R36/37/38
  • Molecular Structure Molecular Structure of 125-10-0 (Prednisone 21-acetate)
  • Hazard Symbols Xi
  • Synonyms Pregna-1,4-diene-3,11,20-trione,17,21-dihydroxy-, 21-acetate (6CI,7CI,8CI);21-Acetoxy-17a-hydroxypregna-1,4-diene-3,11,20-trione;Cortancyl;Delcortin;Delta-Corlin;Deltalone;Ferrosan;NSC 10965;Nisone;Prednisone acetate;D1-Cortisone 21-acetate;D1-Dehydrocortisone acetate;
  • PSA 97.74000
  • LogP 2.33660

Synthetic route

prednisolone 21-acetate
52-21-1

prednisolone 21-acetate

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 23 - 25℃; for 5h;99%
With 1-hydroxy-1.oxo-1H-1λ5-benzo[d][1,2]iodoxol-3-one pyridinium salt In N,N-dimethyl-formamide at 24 - 28℃; for 4h;97%
With N-bromoacetamide
With chromium(VI) oxide
21-acetoxy-9-bromo-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione
4224-31-1

21-acetoxy-9-bromo-11β,17-dihydroxy-pregna-1,4-diene-3,20-dione

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
With tert-Butyl peroxybenzoate Inert atmosphere; Reflux;81%
Cortisone acetate
50-04-4

Cortisone acetate

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
With selenium(IV) oxide
With periodic acid
With iodine pentoxide
With Arthrobacter simplex By-2-1317 g
prednisolone 21-acetate
52-21-1

prednisolone 21-acetate

A

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione
898-84-0

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione

B

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
Product distribution; Rate constant; Irradiation; radiolytic degradation;
21-acetoxy-17-hydroxy-5α(or β)-pregn-1-ene-3,11,20-trione

21-acetoxy-17-hydroxy-5α(or β)-pregn-1-ene-3,11,20-trione

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
With selenium(IV) oxide
With iodine pentoxide; periodic acid
21-acetoxy-17-hydroxy-5α(or β)-pregnane-3,11,20-trione

21-acetoxy-17-hydroxy-5α(or β)-pregnane-3,11,20-trione

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
With selenium(IV) oxide
With iodine pentoxide; periodic acid
Bromierung und Erhitzen mit 2,4,6-Trimethyl-pyridin;
Prednison
53-03-2

Prednison

acetic anhydride
108-24-7

acetic anhydride

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
In pyridine
prednisolon
50-24-8

prednisolon

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: CrO3
View Scheme
21-acetoxy-11β-hydroxy-pregna-1,4,17(20)c-trien-3-one
28449-43-6

21-acetoxy-11β-hydroxy-pregna-1,4,17(20)c-trien-3-one

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diacetoxyiodanyl-benzene
2: N-bromo-acetamide
View Scheme
hydrocortisone acetate
50-03-3

hydrocortisone acetate

prednisone acetate
125-10-0

prednisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; manganese(ll) chloride; chromium(VI) oxide / water; chloroform / 30 °C
2: Arthrobacter simplex By-2-13
View Scheme
prednisone acetate
125-10-0

prednisone acetate

acetic acid
64-19-7

acetic acid

17α,21-diacetoxypregna-1,4-diene-3,11,20-trione
6677-19-6

17α,21-diacetoxypregna-1,4-diene-3,11,20-trione

Conditions
ConditionsYield
With trifluoroacetic anhydride; toluene-4-sulfonic acid at 0 - 20℃; for 3.5h;100%
With toluene-4-sulfonic acid; trifluoroacetic anhydride at 0 - 20℃; for 3.5h; Cooling with ice;100%
With toluene-4-sulfonic acid; trifluoroacetic anhydride at 0 - 20℃; for 3.5h;100%
prednisone acetate
125-10-0

prednisone acetate

Prednison
53-03-2

Prednison

Conditions
ConditionsYield
With di(n-butyl)tin oxide In methanol for 4h; Heating;89%
Stage #1: prednisone acetate With potassium carbonate In ethanol; water at 15℃;
Stage #2: With acetic acid In ethanol; water Solvent; Reagent/catalyst; Temperature;		68.5%
With potassium hydrogencarbonate
With potassium hydroxide
With sodium methylate
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-1,4,16-pregnatriene-3,11,20-trione
82423-35-6

21-acetoxy-1,4,16-pregnatriene-3,11,20-trione

Conditions
ConditionsYield
Stage #1: prednisone acetate With pyridine; N-chloro-succinimide; sulfur dioxide at 15℃; for 1h; Large scale;
Stage #2: With hydrogenchloride In water at 0℃; for 5h; Temperature; Large scale;		83.5%
prednisone acetate
125-10-0

prednisone acetate

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione
139016-49-2

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 20℃; for 20h; Mechanism; other substrates; methyl(trifluoromethyl)dioxirane as reagent;80%
With 3,3-dimethyldioxirane In acetone at 20℃; for 20h;80%
prednisone acetate
125-10-0

prednisone acetate

A

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione
139016-49-2

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione

B

21-Acetoxy-4α,5α-epoxy-17α-hydroxy-1-pregnene-3,11,20-trione

21-Acetoxy-4α,5α-epoxy-17α-hydroxy-1-pregnene-3,11,20-trione

C

21-Acetoxy-4β,5β-epoxy-17α-hydroxy-1-pregnene-3,11,20-trione

21-Acetoxy-4β,5β-epoxy-17α-hydroxy-1-pregnene-3,11,20-trione

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 20h;A 80%
B 4 % Spectr.
C 16 % Spectr.
With 3,3-dimethyldioxirane In dichloromethane; acetone at 20℃; for 20h; Title compound not separated from byproducts;A 80%
B 4 % Spectr.
C 16 % Spectr.
...Expand
prednisone acetate
125-10-0

prednisone acetate

3,3-dimethyldioxirane
74087-85-7

3,3-dimethyldioxirane

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione
139016-49-2

21-Acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-1,11,20-trione

Conditions
ConditionsYield
In acetone at 23℃; Kinetics;73%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

prednisone acetate
125-10-0

prednisone acetate

Furan-2-carboxylic acid (8S,9S,10R,13S,14S,17R)-17-(2-acetoxy-acetyl)-10,13-dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester
94813-60-2

Furan-2-carboxylic acid (8S,9S,10R,13S,14S,17R)-17-(2-acetoxy-acetyl)-10,13-dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester

Conditions
ConditionsYield
With dmap In dichloromethane for 72h;35%
diazomethane
186581-53-3, 908094-01-9

diazomethane

prednisone acetate
125-10-0

prednisone acetate

(20Ξ)-20,21-epoxy-17-hydroxy-20-hydroxymethyl-pregna-1,4-diene-3,11-dione
111162-85-7

(20Ξ)-20,21-epoxy-17-hydroxy-20-hydroxymethyl-pregna-1,4-diene-3,11-dione

Conditions
ConditionsYield
With methanol; diethyl ether
thioacetic acid
507-09-5

thioacetic acid

prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-1α-acetylsulfanyl-17-hydroxy-pregn-4-ene-3,11,20-trione
124107-03-5

21-acetoxy-1α-acetylsulfanyl-17-hydroxy-pregn-4-ene-3,11,20-trione

Conditions
ConditionsYield
Irradiation.mit UV-Licht;
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-17-hydroxy-5,11-dioxo-de-A-pregnane-10aα-carbaldehyde
102378-22-3

21-acetoxy-17-hydroxy-5,11-dioxo-de-A-pregnane-10aα-carbaldehyde

Conditions
ConditionsYield
With ozone
(i) O3, AcOEt, (ii) H2O; Multistep reaction;
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-17-hydroxy-1,5β-cyclo-1,10-seco-pregna-3,9-diene-2,11,20-trione
72011-93-9

21-acetoxy-17-hydroxy-1,5β-cyclo-1,10-seco-pregna-3,9-diene-2,11,20-trione

Conditions
ConditionsYield
With 1,4-dioxane Irradiation.UV-Licht;
With ethanol Irradiation.UV-Licht;
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-10,17-dihydroxy-1αH,10αH-1,5-cyclo-5,10-seco-pregn-4-ene-3,11,20-trione
72779-19-2

21-acetoxy-10,17-dihydroxy-1αH,10αH-1,5-cyclo-5,10-seco-pregn-4-ene-3,11,20-trione

Conditions
ConditionsYield
With acetic acid Irradiation.mit UV-Licht;
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-6ξ-bromo-17-hydroxy-pregna-1,4-diene-3,11,20-trione
21365-82-2

21-acetoxy-6ξ-bromo-17-hydroxy-pregna-1,4-diene-3,11,20-trione

Conditions
ConditionsYield
With N-Bromosuccinimide
prednisone acetate
125-10-0

prednisone acetate

lumiprednisone 21-acetate
73397-96-3

lumiprednisone 21-acetate

Conditions
ConditionsYield
Photoisomerisierung;
With ethanol Irradiation.UV-Licht;
prednisone acetate
125-10-0

prednisone acetate

21-acetoxy-1α,5-disulfanediyl-17-hydroxy-5α-pregnane-3,11,20-trione
114982-44-4

21-acetoxy-1α,5-disulfanediyl-17-hydroxy-5α-pregnane-3,11,20-trione

Conditions
ConditionsYield
With pyridine; hydrogen sulfide; sulfur
prednisone acetate
125-10-0

prednisone acetate

triethyl phosphite
122-52-1

triethyl phosphite

O21-Acetyl-1-diaethoxyphosphinyl-cortison
14413-09-3

O21-Acetyl-1-diaethoxyphosphinyl-cortison

Conditions
ConditionsYield
With phenol
prednisone acetate
125-10-0

prednisone acetate

acetic anhydride
108-24-7

acetic anhydride

3,17,21-Triacetoxy-1-methyl-19-norpregna-1,3.5(10)-trien-11,20-dion
103004-64-4

3,17,21-Triacetoxy-1-methyl-19-norpregna-1,3.5(10)-trien-11,20-dion

Conditions
ConditionsYield
With perchloric acid
prednisone acetate
125-10-0

prednisone acetate

acetic anhydride
108-24-7

acetic anhydride

1-Methyl-3.11β.17α.21-tetrahydroxy-19-nor-pregna-1.3.5(10).9(11)-tetraen-20-on-tetraacetat
13396-30-0

1-Methyl-3.11β.17α.21-tetrahydroxy-19-nor-pregna-1.3.5(10).9(11)-tetraen-20-on-tetraacetat

Conditions
ConditionsYield
With sulfuric acid
With perchloric acid
prednisone acetate
125-10-0

prednisone acetate

1α,2α,17α-Trihydroxy-21-acetoxy-Δ4-pregnantrion-(3,11,20)
14945-34-7

1α,2α,17α-Trihydroxy-21-acetoxy-Δ4-pregnantrion-(3,11,20)

Conditions
ConditionsYield
With osmium(VIII) oxide
With pyridine; osmium(VIII) oxide
prednisone acetate
125-10-0

prednisone acetate

21-Acetoxy-17α-hydroxy-5,10-seco-1,2,3,4-tetrakis-norpregnan-5,11,20-trion

21-Acetoxy-17α-hydroxy-5,10-seco-1,2,3,4-tetrakis-norpregnan-5,11,20-trion

Conditions
ConditionsYield
(i) O3, AcOEt, (ii) H2O, (iii) aq. H3PO3, AcOH; Multistep reaction;
prednisone acetate
125-10-0

prednisone acetate

14C-21-Acetoxy-1α,17α-dihydroxy-2-oxa-pregn-4-en-3,11,20-trion

14C-21-Acetoxy-1α,17α-dihydroxy-2-oxa-pregn-4-en-3,11,20-trion

Conditions
ConditionsYield
(i) O3, AcOEt, (ii) H2O; Multistep reaction;
prednisone acetate
125-10-0

prednisone acetate

A

21-acetoxy-2,17-dihydroxy-1-methyl-19-nor-pregna-1,3,5(10)-triene-11,20-dione
72011-85-9

21-acetoxy-2,17-dihydroxy-1-methyl-19-nor-pregna-1,3,5(10)-triene-11,20-dione

B

O21-acetyl-isolumiprednisone

O21-acetyl-isolumiprednisone

Conditions
ConditionsYield
With 1,4-dioxane Irradiation.UV-Licht;

Prednisone 21-acetate Specification

The Prednisone 21-acetate, with the CAS registry number 125-10-0, is also known as Prednisone acetate. It belongs to the product categories of Hormone; Biochemical Reagents; Biochemicals. Its EINECS registry number is 204-726-0. This chemical's molecular formula is C23H28O6 and molecular weight is 400.46482. Its IUPAC name is called [2-[(8S,9S,10R,13S,14S,17R)-17-hydroxy-10,13-dimethyl-3,11-dioxo-6,7,8,9,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl]acetate. This chemical's classification codes are Hormone; Reproductive Effect. It is a kind of adrenal cortical hormone drug and has capabilities of anti-inflammatory, antiallergic. Besides that it is also used for biochemical studies. In addition, it is obtained from acetic acid cortisone via dehydrogenation of selenium dioxide.

Physical properties of Prednisone 21-acetate: (1)ACD/LogP: 2.66; (2)ACD/LogD (pH 5.5): 2.66; (3)ACD/LogD (pH 7.4): 2.66; (4)ACD/BCF (pH 5.5): 61.51; (5)ACD/BCF (pH 7.4): 61.51; (6)ACD/KOC (pH 5.5): 663.95; (7)ACD/KOC (pH 7.4): 663.94; (8)#H bond acceptors: 6; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.579; (12)Molar Refractivity: 103.66 cm3; (13)Molar Volume: 311.5 cm3; (14)Surface Tension: 54.3 dyne/cm; (15)Density: 1.28 g/cm3; (16)Flash Point: 200.2 °C; (17)Enthalpy of Vaporization: 99.92 kJ/mol; (18)Boiling Point: 582 °C at 760 mmHg; (19)Vapour Pressure: 5.69E-16 mmHg at 25°C.

Uses of Prednisone 21-acetate: it can be used to produce 21-acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-3,11,20-trione at temperature of 20 °C. This reaction will need reagent dimethyldioxirane and solvent acetone with reaction time of 20 hours. The yield is about 80%.

Prednisone 21-acetate can be used to produce 21-acetoxy-1α,2α-epoxy-17α-hydroxy-4-pregnene-3,11,20-trione

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)\C=C/[C@]1(C)[C@H]4C(=O)C[C@@]23C)C
(2)InChI: InChI=1/C23H28O6/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/h6,8,10,16-17,20,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,20+,21-,22-,23-/m0/s1
(3)InChIKey: MOVRKLZUVNCBIP-RFZYENFJBM

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