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Prednisone 21-acetate
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Name

Prednisone 21-acetate

 EINECS 204-726-0
CAS No. 125-10-0 Density 1.28 g/cm3
PSA 97.74000 LogP 2.33660
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 N/A Appearance N/A
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;

Article Data 40

Prednisone 21-acetate Synthetic route

52-21-1

prednisolone 21-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
4224-31-1

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

125-10-0

prednisone acetate

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

Cortisone 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
52-21-1

prednisolone 21-acetate

A

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

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

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

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;
53-03-2

Prednison

108-24-7

acetic anhydride

125-10-0

prednisone acetate

Conditions
ConditionsYield
In pyridine
50-24-8

prednisolon

125-10-0

prednisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine
2: CrO3
View Scheme
28449-43-6

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

125-10-0

prednisone acetate

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

hydrocortisone 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 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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