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50-03-3

Basic Information
CAS No.: 50-03-3
Name: Hydrocortisone acetate
Molecular Structure:
Molecular Structure of 50-03-3 (Hydrocortisone acetate)
Formula: C23H32O6
Molecular Weight: 404.50 .
Synonyms: Cortacream;Cortaid;Cortef acetate;Cortell;Corticaine;Cortifoam;Cortril acetate;Cortril acetate AS;Efcolin;HA;Hc 45;Hycortole acetate;Hydrocort acetate;Hydrocortisat;Hydrocortisone 21-acetate;Cortisolacetate (6CI);Cortisol, 21-acetate (7CI,8CI);11b,17a,21-Trihydroxypregn-4-ene-3,20-dione21-acetate;17-Hydroxycorticosterone 21-acetate;17a-Hydroxycorticosterone acetate;21-Acetoxy-11b,17-dihydroxypregn-4-en-3,20-dione;21-Acetoxy-11b,17-dihydroxypregn-4-ene-3,20-dione;21-Acetoxy-11b,17a-dihydroxypregn-4-ene-3,20-dione;Abbocort;Anusol HC;Bambicort;Berlison F;Biocortar;CaldeCort;Chemysone;Colifoam;Colofoam;Cordes;
EINECS: 200-004-4
Density: 1.26 g/cm/3
Melting Point: 223 °C (dec.)(lit.)
Boiling Point: 576.6 °C at 760 mmHg
Flash Point: 196.2 °C
Solubility: Insoluble in water.
Appearance: white powder
Hazard Symbols: HarmfulXn
Risk Codes: 63
Safety: 36/37
Transport Information:
PSA: 100.90000
LogP: 2.35240
Synthetic route
50-23-7

HYDROCORTISONE

108-24-7

acetic anhydride

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With pyridine at 20℃;100%
With pyridine at 0 - 25℃; for 24h;99%
With pyridine at 0 - 20℃;91%
50-23-7

HYDROCORTISONE

79-20-9

acetic acid methyl ester

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With Candida antarctica lipase B In ethyl acetate at 55℃; regioselective reaction;92%
21940-45-4

Δ6-hydrocortisone-21-acetate

A

50-03-3

hydrocortisone acetate

B

11β,17α-dihydroxy-21-acetoxy-5α/5β-pregnan-3-one

Conditions
ConditionsYield
With hydrogen; Pd/SrCO3 In ethyl acetate for 0.333333h; atmospheric pressure;A 42%
B 19%
463-51-4

Ketene

50-23-7

HYDROCORTISONE

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With acetone
31085-34-4

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

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With osmium(VIII) oxide; [bis(acetoxy)iodo]benzene
With osmium(VIII) oxide; triethylamine N-oxide; dihydrogen peroxide
114160-28-0

4β-chloro-17-hydroxy-5β-pregnane-3,11,20-trione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
ueber mehrere Stufen;
119180-68-6

21-acetoxy-11β-hydroxy-pregna-4,17(20)t-dien-3-one

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With osmium(VIII) oxide; [bis(acetoxy)iodo]benzene
With osmium(VIII) oxide; triethylamine N-oxide; dihydrogen peroxide
64313-94-6

RU 18760

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With bromine dann mit Semicarbazid und anschliessend mit Brenztraubensaeure;
108-05-4

vinyl acetate

50-23-7

HYDROCORTISONE

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With Candida antarctica lipase B In tetrahydrofuran at 45℃; for 4h; Yield given;
102213-14-9

22-acetoxy-11β-hydroxy-3-oxo-23,24-dinor-5β-chol-17(20)ξ-ene-21-nitrile

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: OsO4
2: bromine / dann mit Semicarbazid und anschliessend mit Brenztraubensaeure
View Scheme
603-96-3

3α,11α,17-trihydroxy-5β-pregnan-20-one

A

50-03-3

hydrocortisone acetate

B

CrO3

CrO3

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: CrO3; pyridine
3: ueber mehrere Stufen
View Scheme
641-78-1

3α,17-dihydroxy-5β-pregnane-11,20-dione

A

50-03-3

hydrocortisone acetate

B

CrO3

CrO3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tert-butyl hypochlorite; water; tert-butyl alcohol; HCl
2: ueber mehrere Stufen
View Scheme

4β-chloro-11α,17-dihydroxy-5β-pregnane-3,20-dione

A

50-03-3

hydrocortisone acetate

B

CrO3

CrO3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CrO3; pyridine
2: ueber mehrere Stufen
View Scheme
116105-53-4

20,20-ethanediyldioxy-3α,17-dihydroxy-5β-pregnan-11-one

A

50-03-3

hydrocortisone acetate

B

CrO3

CrO3

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: LiAlH4 / folgenden mit wss.HCl
3: CrO3; pyridine
4: ueber mehrere Stufen
View Scheme
50733-54-5

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

10025-73-7

chromium(III) chloride

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With acetic acid In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone

chromium chloride hexahydrate

50733-54-5

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With zinc In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone
29042-01-1

21-acetoxy-9-chloro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

50-03-3

hydrocortisone acetate

9α-bromohydrocortisone acetate

68-11-1

mercaptoacetic acid

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
In N,N-dimethyl-formamide
In N,N-dimethyl-formamide

C25H38N6O6

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Stage #1: C25H38N6O6 With hydrogenchloride In chloroform; water at 25 - 30℃; for 0.5h;
Stage #2: With sodium nitrite In chloroform; water at 5 - 10℃; for 2h;
18.1 g

C23H36N6O5

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium acetate; acetic acid / acetone / 5 h / Reflux
2.1: hydrogenchloride / water; chloroform / 0.5 h / 25 - 30 °C
2.2: 2 h / 5 - 10 °C
View Scheme

C25H38N6O6

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Stage #1: C25H38N6O6 With hydrogenchloride In chloroform; water at 25 - 30℃; for 0.5h;
Stage #2: With sodium nitrite In chloroform; water at 5 - 10℃; for 2h;
7753-60-8

anecortave

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With rhodium chloride; water In methanol at 20 - 65℃; for 4h; Autoclave;85 g
Multi-step reaction with 2 steps
1: water; tetrafluoroboric acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione / acetone / -5 °C
2: mercaptoacetic acid; zinc; chromium(III) chloride hexahydrate / dimethyl sulfoxide; 2-methyltetrahydrofuran / -5 °C / Inert atmosphere
View Scheme
1035-69-4

androst-4,9(11)-dien-3,17-dione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium tert-butylate / tetrahydrofuran / 8 h / 20 - 40 °C
2: dihydrogen peroxide / dichloromethane / 1.5 h / 20 - 40 °C
3: water; rhodium chloride / methanol / 4 h / 20 - 65 °C / Autoclave
View Scheme
50733-54-5

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With hydrogenchloride; chromium chloride; mercaptoacetic acid In tetrahydrofuran; water; N,N-dimethyl-formamide at 10 - 60℃; for 2.5h; Inert atmosphere;
With chromium(III) chloride hexahydrate; mercaptoacetic acid; zinc In 2-methyltetrahydrofuran; dimethyl sulfoxide at -5℃; Solvent; Temperature; Inert atmosphere;45.5 g
65208-85-7

21-chloro-11,17-dihydroxy-pregn-4-ene-3,20-dione

127-08-2

potassium acetate

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;0.94 g
110529-68-5

9-bromo-21-chloro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; chromium chloride; zinc / N,N-dimethyl-formamide; water / 0 - 15 °C / Inert atmosphere
2: N,N-dimethyl-formamide / 80 °C
View Scheme
75868-48-3

21-chloro-17-hydroxy-pregna-4,9(11)-diene-3,20-dione

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: perchloric acid; N-Bromosuccinimide / acetone / 5 - 20 °C
2: hydrogenchloride; chromium chloride; zinc / N,N-dimethyl-formamide; water / 0 - 15 °C / Inert atmosphere
3: N,N-dimethyl-formamide / 80 °C
View Scheme
50-04-4

Cortisone acetate

50-03-3

hydrocortisone acetate

Conditions
ConditionsYield
With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 20℃; for 6h; Time;14.6 g
50-03-3

hydrocortisone acetate

7753-60-8

anecortave

Conditions
ConditionsYield
With pyridine; methanesulfonyl chloride In N,N-dimethyl-formamide at 50 - 82℃; for 2h;95.85%
With N,N'-Thionyldiimidazole In tetrahydrofuran for 0.5h; Ambient temperature;40%
With pyridine; methanesulfonyl chloride In N,N-dimethyl-formamide
50-03-3

hydrocortisone acetate

50-23-7

HYDROCORTISONE

Conditions
ConditionsYield
With potassium carbonate In methanol for 1h;95%
With sodium methylate In methanol at 20℃; for 0.5h;94.82%
With water; sodium hydroxide In tetrahydrofuran at 20℃; for 3h;91.3%
50-03-3

hydrocortisone acetate

2-((4aS,4bR,10aR,10bS,11S,12aS)-11-hydroxy-10a,12a-dimethyl-8-oxo-4a,4b,5,6,8,9,10,10a,10b,11,12,12a-dodecahydro-4H-naphtho[2,1-f]chromen-2-yl)-2-oxoethyl acetate

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol; 1,1'-(phenyl-λ3-iodanediyl)bis(2-methoxypyridin-1-ium)trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; Molecular sieve; Inert atmosphere;82%
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    50-03-3 Hydrocortisone acetate

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    Hydrocortisone acetate

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  • Hydrocortisone acetate CAS NO 50-03-3

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    Hydrocortisone acetate CAS NO 50-03-3

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    CAS 50-03-3 Hydrocortisone acetate

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  • Hydrocortisone acetate 50-03-3

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    Hydrocortisone acetate 50-03-3

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  • Casno:

    50-03-3

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  • Hydrocortisone Acetate 50-03-3

  • Casno:

    50-03-3

    Hydrocortisone Acetate 50-03-3

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Specification

1. Introduction of Hydrocortisone acetate
Hydrocortisone acetate is one kind of white powder. The IUPAC Name of this chemical is [2-[(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate. Besides, Hydrocortisone acetate stability is stable, but may be light or moisture sensitive. It is incompatible with strong oxidizing agents. Hydrocortisone acetate belongs to Biochemistry;Hydroxyketosteroids;Steroids;Intermediates & Fine Chemicals;Pharmaceuticals;Veterinaries;Steroid and Hormone.

The Classification Code of this chemical is Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Mutation data; Reproductive Effect.

2. Properties of Hydrocortisone acetate
Physical properties about Hydrocortisone acetate are:
(1)Nominal Mass: 404 Da; (2)Average Mass: 404.4966 Da; (3)Monoisotopic Mass: 404.219889 Da; (4)Index of Refraction: 1.572; (5)Molar Refractivity: 105.15 cm3; (6)Molar Volume: 319.2 cm3; (7)Surface Tension: 54.6 dyne/cm; (8)Density: 1.26 g/cm3; (9)Flash Point: 196.2 °C; (10)Enthalpy of Vaporization: 99.14 kJ/mol; (11)Boiling Point: 576.6 °C at 760 mmHg; (12)Vapour Pressure: 1.08E-15 mmHg at 25°C; (13)Storage temp: 0-6°C; (14)Decomposition: 223°C.

3. Structure Descriptors of Hydrocortisone acetate
(1)InChI: InChI=1S/C23H32O6/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/h10,16-18,20,26,28H,4-9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1
(2)InChIKey: InChIKey=ALEXXDVDDISNDU-JZYPGELDSA-N
(3)Smiles: C1[C@@]2([C@H]([C@H]3[C@H]([C@@]4(C(=CC(=O)CC4)CC3)C)[C@H]1O)CC[C@@]2(C(COC(C)=O)=O)O)C

4. Toxicity of Hydrocortisone acetate

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2300mg/kg (2300mg/kg)   Compilation of LD50 Values of New Drugs.
mouse LD50 subcutaneous 45050ug/kg (45.05mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LDLo subcutaneous 250mg/kg (250mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 2102, 1977.

RTECS : GM8960000

5. Safety information of Hydrocortisone acetate
Hazard Codes: HarmfulXn
Risk Statements: 63
R63: Possible risk of harm to the unborn child
Safety Statements: 36/37 
S36/37: Wear suitable protective clothing and gloves
WGK Germany: 3

6. Uses of Hydrocortisone acetate
Hydrocortisone acetate can be used for biochemical research. As a sugar cortical hormone drug, it can anti-inflammatory, anti-allergic, antitoxin, resistance to shock action.

7. Production of Hydrocortisone acetate
Hydrocortisone and Acetic anhydride esterification under the condition of Azabenzene can be used to manufacture Hydrocortisone acetate.