Hydrocortisone supplier | CasNO.50-23-7

Name
Hydrocortisone
EINECS 200-020-1
CAS No. 50-23-7
Article Data65
CAS DataBase
Density 1.28 g/cm³
Solubility water: 100 mg/mL
Melting Point 211-214 °C(lit.)
Formula C₂₁H₃₀O₅
Boiling Point 566.4 °C at 760 mmHg
Molecular Weight 362.466
Flash Point 310.4 °C
Transport Information
Appearance crystalline white powder
Safety 36/37-45-36-22
Risk Codes 63-62-40
Molecular Structure
Hazard Symbols Xn
Synonyms Cortisol(8CI);11b,17,21-Trihydroxypregn-4-ene-3,20-dione;11b,17,21-Trihydroxyprogesterone;11b,17a,21-Trihydroxypregn-4-ene-3,20-dione;11b-Hydroxycortisone;17-Hydroxycorticosterone;4-Pregnene-11b,17a,21-triol-3,20-dione;Acticort;Aeroseb HC;Ala-Cort;Anflam;Anti-inflammatory hormone;CaldeCort Spray;Cetacort;Cobadex;Cortanal;Cortef;Corticreme;Cortiment;Cortispray;Cortril;Dermocortal;Dihydrocostisone;Domolene-HC;DuoCort;Efcorbin;Eldecort;Esiderm H;Evacort;
PSA 94.83000
LogP 1.78160

Synthetic route

: 50-03-3
hydrocortisone acetate

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
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%

: 3,11β,17α,21-tetrahydroxypregn-4-en-20-one

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With [(η5-C5Me5)Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)]OTf2 In water; tert-butyl alcohol at 60℃; for 8h; chemoselective reaction;	64%

: 152-58-9
Cortexolone

A: 50-23-7
HYDROCORTISONE

B: 53-06-5
Cortisone

C: 63-05-8
Androstenedione

Conditions

Conditions	Yield
at 37℃; for 2h; 17,20-lyase, metyrapone, NAD+, malic acid;	A n/a B n/a C 17%
With metyrapone; malic acid; 17,20-lyase; NAD at 37℃; for 2h; Product distribution; var. pH, temp., and cofactors;	A n/a B n/a C 17%

...Expand

: 152-58-9
Cortexolone

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
mit Hilfe von Cunninghamella blakesleeana;
mit Hilfe von Curvularia lunata;
With glucose-6-phosphate dehydrogenase; α-D-glucose 6-phosphate; adrenal mitochondrial 11-hydroxylase of squirrel monkey (Saimiri sciureus); 2-amino-2-hydroxymethyl-1,3-propanediol; NADPH; calcium chloride; magnesium chloride at 37℃; for 0.133333h; Product distribution; Kinetics; adrenal 11-hydroxylase of rhesus macaques and cynomolgus monkey, Km, Vmax, influence of metyrapone;

: 104117-71-7
21-acetoxy-17-hydroxy-pregn-4-ene-3,11,20-trione-3,20-disemicarbazone

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With potassium borohydride anschliessend mit HNO2;

: 76338-54-0
3,3;20,20-bis-ethanediyldioxy-pregn-5-ene-11β,17,21-triol

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With sulfuric acid

: 57-83-0
Progesterone

A: 50-23-7
HYDROCORTISONE

B: 68-96-2
17-hydroxyprogesterone

C: 64-85-7
21-Hydroxyprogesterone

D: 50-22-6
Corticosterone

E: 152-58-9
Cortexolone

Conditions

Conditions	Yield
With glucose-6-phosphate dehydrogenase; phosphate buffer; air; α-D-glucose 6-phosphate; midterm female fetal human adrenal tissue; NADP; magnesium chloride at 37℃; for 2h; Product distribution; <3H>labeled;	A 36.3 % Chromat. B n/a C n/a D 4.7 % Chromat. E n/a

...Expand

: 57-83-0
Progesterone

A: 50-23-7
HYDROCORTISONE

B: 64-85-7
21-Hydroxyprogesterone

C: 50-22-6
Corticosterone

Conditions

Conditions	Yield
With carbon dioxide; adenomatous adrenal tissue of patients with Cushing's syndrome; Krebs-Ringer bicarbonate solution; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study;	A 34.1 % Chromat. B n/a C 16.1 % Chromat.

...Expand

: 57-83-0
Progesterone

A: 50-23-7
HYDROCORTISONE

B: 50-22-6
Corticosterone

Conditions

Conditions	Yield
With carbon dioxide; Krebs-Ringer bicarbonate solution; normal adrenal tissue of patients with renal cell carcinoma; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study;	A 35.7 % Chromat. B 40.6 % Chromat.
With carbon dioxide; Krebs-Ringer bicarbonate solution; surrounding adrenal tissue of patients with primary aldosteronism; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study;	A 16.7 % Chromat. B 58.0 % Chromat.

: 68-96-2
17-hydroxyprogesterone

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With carbon dioxide; adenomatous and surrounding adrenal tissue of patients with Cushing's syndrome; Krebs-Ringer bicarbonate solution; primary aldosteronism or renal cell carcinoma; oxygen In ethanol at 37℃; for 1h; Product distribution; tritium labeled study;

: 68-96-2
17-hydroxyprogesterone

A: 50-23-7
HYDROCORTISONE

B: 58-22-0
testosterone

C: 63-05-8
Androstenedione

D: 152-58-9
Cortexolone

Conditions

Conditions	Yield
With D-glucose 6-phosphate; sporadic adrenal pheochromocytomas; oxygen; NADP; glucose 6-phosphate dehydrogenase at 37℃; for 1h; Product distribution; <4-14C>-labeled;	A 20.6 % Turnov. B 1.1 % Turnov. C 2.3 % Turnov. D 14.8 % Turnov.

...Expand

: 152-58-9
Cortexolone

A: 50-23-7
HYDROCORTISONE

B: 53-06-5
Cortisone

C: 566-35-8
Epicortisol

D: 595-18-6
14,17,21-trihydroxy-pregn-4-ene-3,20-dione

E: 2899-95-8
(8S,9S,10R,11S,13S,14S,17R)-17-((R)-1,2-dihydroxyethyl)-11,17-dihydroxy-10,13-dimethyl-6,7,8, 9,10,11,12,13,14,15,16, 17-dodecahydro-1H-cyclopenta[a] phenanthrene-3 (2H)-one

Conditions

Conditions	Yield
In ethanol Product distribution; culture of Cunningamella urvilaria lunata; also other cultures: C. blakesleeana, Th. hyalospora or Th. hiegemella orchidis were used; different times and temperatures of their preparation before reaction;	A 52 % Chromat. B 6 % Chromat. C 4 % Chromat. D 17 % Chromat. E 1 % Chromat.

...Expand

: 566-35-8
Epicortisol

A: 50-23-7
HYDROCORTISONE

B: 53-06-5
Cortisone

Conditions

Conditions	Yield
In ethanol Product distribution; culture of Cunningamella urvilaria lunata; also other cultures: C. blakesleeana, Th. hyalospora or Th. hiegemella orchidis were used; different times and temperatures of their preparation before reaction;	A 0.5 % Chromat. B 0.5 % Chromat.

: 2203-97-6
hydrocortisone hemisuccinate

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With tetramethyl ammoniumhydroxide; tetrazolium blue In ethanol Rate constant; Ambient temperature; reaction of corticosteroids and their hemisuccinate esters with blue tetrazolium under USP assay conditions, hydrolysis of esters, effect of water content, kinetic study by HPLC;

: 5'-(Cortisol-21-phosphoryl)-5-fluoro-2'-deoxyuridine ammonium salt

A: 50-23-7
HYDROCORTISONE

B: 134-46-3
5-fluoro-2'-deoxyuridine-5'-O-monophosphate

Conditions

Conditions	Yield
With phosphodiesterase I (EC 3.1.4.1) Product distribution; further: 5'-nucleotidase (EC 3.1.3.5) from C. adamanteus, acid phosphatase (EC 3.1.3.2) from wheat germ;

: hydrocortisone sodium succinate

A: 50-23-7
HYDROCORTISONE

B: 53-06-5
Cortisone

C: 382-44-5
(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

D: cortisone sodium succinate

Conditions

Conditions	Yield
Product distribution; Rate constant; Irradiation; multistep reaction, radiolytic degradation;

...Expand

: 3-(4-Methyl-piperazin-1-ylmethyl)-benzoic acid 2-((8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

A: 50-23-7
HYDROCORTISONE

B: 514209-42-8
3-[(4-methylpiperazin-1-yl)methyl]benzoic acid

Conditions

Conditions	Yield
In water at 37℃; phosphate buffer pH=7.4, human plasma; other N-subst. (aminomethyl)benzoate esters of drugs; variation of the pH; other temperature;

: (S)-2,6-Diamino-hexanoic acid 2-((8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester; hydrochloride

A: 50-23-7
HYDROCORTISONE

B: 56-87-1
L-lysine

C: (S)-2,6-Diamino-hexanoic acid (8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(2-hydroxy-acetyl)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester; hydrochloride

Conditions

Conditions	Yield
With actate buffer In water at 25℃; Rate constant; rate constante for the hydrolysis and acyl migration; pH 5; other pH;

...Expand

: Cortisol-17α-D-glucoronide

A: 50-23-7
HYDROCORTISONE

B: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

Conditions

Conditions	Yield
β-glucoronidase I In water at 37℃; for 0.166667h; Product distribution; substrate specifity of enzyme;
β-glucoronidase II In water at 37℃; for 0.166667h; Product distribution; substrate specifity of enzyme;

: Hydrocortisone pivalate

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With Curvularia lunata In water at 30℃; for 65h; Yield given;

11β,17,21-trihydroxy-16-tritio-pregn-4-ene-3,20-dione: 11β,17,21-trihydroxy-16-tritio-pregn-4-ene-3,20-dione

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Herstellung;

17,21-dihydroxy-pregn-4-ene-3,11,20-trione-3,20-disemicarbazone: 17,21-dihydroxy-pregn-4-ene-3,11,20-trione-3,20-disemicarbazone

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
With lithium borohydride anschliessend mit Brenztraubensaeure;

: 145-13-1
Pregnenolone

A: 50-23-7
HYDROCORTISONE

B: 58-22-0
testosterone

C: 63-05-8
Androstenedione

D: 64-85-7
21-Hydroxyprogesterone

E: 50-22-6
Corticosterone

F: 152-58-9
Cortexolone

G DHEA: DHEA

Conditions

Conditions	Yield
With D-glucose 6-phosphate; sporadic adrenal pheochromocytomas; oxygen; NADP; glucose 6-phosphate dehydrogenase at 37℃; for 1h; Product distribution; <4-14C>-labeled;	A 12.6 % Turnov. B 0.9 % Turnov. C 1.9 % Turnov. D 2.4 % Turnov. E 6.8 % Turnov. F 2.3 % Turnov. G n/a

...Expand

: 50-04-4
Cortisone acetate

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: KBH4 / anschliessend mit HNO2 View Scheme

: 102213-14-9
22-acetoxy-11β-hydroxy-3-oxo-23,24-dinor-5β-chol-17(20)ξ-ene-21-nitrile

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: OsO4 2: bromine / dann mit Semicarbazid und anschliessend mit Brenztraubensaeure 3: KHCO3 View Scheme

: 64313-94-6
RU 18760

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / dann mit Semicarbazid und anschliessend mit Brenztraubensaeure 2: KHCO3 View Scheme

: 566-35-8
Epicortisol

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: benzene; toluene-4-sulfonic acid 2: chromium (VI)-oxide; pyridine 3: sodium borate; aq. NaOH solution 4: aqueous H2SO4 View Scheme

: 101524-47-4
3,3;20,20-bis-ethanediyldioxy-17,21-dihydroxy-pregn-5-en-11-one

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran; lithium alanate; diethyl ether 2: aqueous H2SO4 View Scheme
Multi-step reaction with 2 steps 1: sodium borate; aq. NaOH solution 2: aqueous H2SO4 View Scheme

: 102030-55-7
3,20-bis(ethylenedioxy)-11α,17α,21-trihydroxypregn-5-ene

: 50-23-7
HYDROCORTISONE

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chromium (VI)-oxide; pyridine 2: sodium borate; aq. NaOH solution 3: aqueous H2SO4 View Scheme

: 50-23-7
HYDROCORTISONE

: 382-44-5
(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

Conditions

Conditions	Yield
Stage #1: HYDROCORTISONE With sodium tetrahydroborate In ethanol; dichloromethane for 2h; Stage #2: With sodium periodate In acetone at 20℃;	100%
In water; acetonitrile at 20℃; Electrochemical reaction;	99%
Stage #1: HYDROCORTISONE With sodium tetrahydroborate In ethanol; dichloromethane at 20℃; for 2h; Stage #2: With sodium periodate In ethanol; dichloromethane; water; acetone at 20℃;	99%

: 50-23-7
HYDROCORTISONE

: 108-24-7
acetic anhydride

: 50-03-3
hydrocortisone acetate

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With pyridine at 0 - 25℃; for 24h;	99%
With pyridine at 0 - 20℃;	91%

: 50-23-7
HYDROCORTISONE

: 1609-47-8
diethyl dicarbonate

: Hydrocortisone-21-ethyl carbonate

Conditions

Conditions	Yield
In ethanol for 0.5h; Heating;	100%

: 50-23-7
HYDROCORTISONE

: 1482-50-4
5β-pregnane-11β,17α,21-triol-3,20-dione

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In N,N-dimethyl-formamide at 30℃; under 2585.81 Torr;	100%
With hydrogen; palladium 10% on activated carbon In N,N-dimethyl-formamide at 25 - 35℃; under 3102.97 Torr; for 6h;	91.5%
With palladium 10% on activated carbon; hydrogen In N,N-dimethyl-formamide at 25 - 35℃; under 3102.97 Torr; for 6h; Autoclave;	91.5%

: 50-23-7
HYDROCORTISONE

: 122-51-0
orthoformic acid triethyl ester

: C23H32O4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 40 - 45℃; Reagent/catalyst; Solvent;	99.2%

: 108-30-5
succinic acid anhydride

: 50-23-7
HYDROCORTISONE

: 2203-97-6
hydrocortisone hemisuccinate

Conditions

Conditions	Yield
With pyridine at 20℃; for 24h;	98%
With pyridine for 5h; Heating;	94%
Stage #1: succinic acid anhydride; HYDROCORTISONE With dmap In tetrahydrofuran; N,N-dimethyl-formamide at 45℃; for 4h; Stage #2: In tetrahydrofuran; N,N-dimethyl-formamide; acetone at 0 - 10℃; for 2h;	89%

: 50-23-7
HYDROCORTISONE

: 50-24-8
prednisolon

Conditions

Conditions	Yield
With Rhodococcus coprophilus DSM 43347 In dimethyl sulfoxide at 30℃; for 24h; Reagent/catalyst; Green chemistry; regiospecific reaction;	97%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane for 4h; Reflux;	83.33%
With potassium phosphate buffer In methanol at 30℃; free and the urethane prepolymer-entrapped acetone-dried cells of Arthrobacter simplex; effect of gel hydrophobicity; effect of electron acceptors and solvents;
With 3-ketosteroid-Δ1-dehydrogenase from Mycobacterium smegmatis mc2155; phenazine methosulfate In dimethyl sulfoxide at 30℃; for 16h; pH=8; Catalytic behavior; Kinetics; Solvent; Reagent/catalyst; Enzymatic reaction;

: 108-30-5
succinic acid anhydride

: 50-23-7
HYDROCORTISONE

: hydrocortisone-succinate-hydrocortisone

Conditions

Conditions	Yield
With pyridine for 4h; Heating;	97%

: 50-23-7
HYDROCORTISONE

: 21-dehydrohydrocortisone dimer

Conditions

Conditions	Yield
With air; copper diacetate In methanol for 5h;	97%

: 108-30-5
succinic acid anhydride

: 50-23-7
HYDROCORTISONE

: hydrocortisone sodium succinate

Conditions

Conditions	Yield
Stage #1: succinic acid anhydride; HYDROCORTISONE With dmap In tetrahydrofuran; N,N-dimethyl-formamide at 45℃; for 4h; Stage #2: In tetrahydrofuran; N,N-dimethyl-formamide; acetone at 0 - 10℃; for 2h; Stage #3: With sodium hydrogencarbonate In water; acetone at 15 - 25℃; for 3h; Temperature;	97%

: 50-23-7
HYDROCORTISONE

: 3597-45-3
cortienic acid

Conditions

Conditions	Yield
In tetrahydrofuran; methanol; water	96%
In tetrahydrofuran; methanol; water	96%
With periodic acid In tetrahydrofuran at 20℃; for 2h;	95%

: 50-00-0
formaldehyd

: 50-23-7
HYDROCORTISONE

: 6-methine hydrocortisone

Conditions

Conditions	Yield
Stage #1: HYDROCORTISONE With Pyridine hydrobromide; Triethyl orthoacetate In ethanol at 20℃; for 0.166667h; Stage #2: formaldehyd With N-methylaniline In ethanol; water at 20℃; for 3h; Reagent/catalyst;	95.7%

: 50-23-7
HYDROCORTISONE

: 18162-48-6
tert-butyldimethylsilyl chloride

: 146201-53-8
21-tert-butyldimethylsilyloxy-11β,17-dihydroxypregn-4-ene-3,20-dione

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 0.25h;	95%

: 108-30-5
succinic acid anhydride

: 50-23-7
HYDROCORTISONE

: 103242-89-3
21-(3-Carboxy-1-oxopropoxy)-17α-hydroxy-11α-hydroxypregna-4-ene-3,20-dione

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In diethyl ether; ethyl acetate; acetonitrile	95%

: 50-23-7
HYDROCORTISONE

: 124-63-0
methanesulfonyl chloride

: 77826-00-7
(8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydrospiro[cyclopenta[a]phenanthrene-17,2′-oxetane]-3,3′(2H)-dione

Conditions

Conditions	Yield
Stage #1: HYDROCORTISONE; methanesulfonyl chloride With pyridine In water at 0℃; for 2h; Stage #2: With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h;	95%

: 50-23-7
HYDROCORTISONE

: 124-63-0
methanesulfonyl chloride

: 6677-96-9
11β,7α-dihydroxy-21-<(methylsulfonyl)oxy>pregn-4-ene-3,20-dione

Conditions

Conditions	Yield
With pyridine at 0℃; for 0.25h;	94%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	92%
Stage #1: HYDROCORTISONE With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.0833333h; Stage #2: methanesulfonyl chloride In dichloromethane at 0℃; for 4 - 6h;	82%

: 50-23-7
HYDROCORTISONE

: 50-22-6
Corticosterone

Conditions

Conditions	Yield
With trimethylsilyl iodide In acetonitrile at 20℃; for 0.333333h;	94%
With trimethylsilyl iodide In acetonitrile at 20℃; for 0.333333h;	94%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;	71%
With trimethylsilyl iodide In acetonitrile for 3h; Ambient temperature;	71%
With trimethylsilyl iodide In acetonitrile at 20℃; for 3h;	45%

: 50-23-7
HYDROCORTISONE

: 142-62-1
hexanoic acid

: 3593-96-2
21-hexanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione

Conditions

Conditions	Yield
With Candida antarctica lipase B In ethanol; toluene at 110℃; regioselective reaction;	93%

: 50-23-7
HYDROCORTISONE

: 79-20-9
acetic acid methyl ester

: 50-03-3
hydrocortisone acetate

Conditions

Conditions	Yield
With Candida antarctica lipase B In ethyl acetate at 55℃; regioselective reaction;	92%

: 50-23-7
HYDROCORTISONE

: 124-07-2
Octanoic acid

: 21-octanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione

Conditions

Conditions	Yield
With Candida antarctica lipase B In ethanol; toluene at 110℃; regioselective reaction;	92%

: 50-23-7
HYDROCORTISONE

: 382-45-6
adrenosterone

Conditions

Conditions	Yield
With dipyridinium dichromate In dichloromethane for 44h; Ambient temperature;	91%
With chromium(VI) oxide In acetic acid at 20℃; for 4h; other oxid. reagents;	73%
Multi-step reaction with 2 steps 1: aqueous periodic acid 2: CrO3; acetic acid View Scheme
Multi-step reaction with 2 steps 1.1: sodium tetrahydroborate / dichloromethane; ethanol / 2 h 1.2: 20 °C 2.1: chromium(VI) oxide / water; acetic acid / 1.5 h View Scheme
Multi-step reaction with 2 steps 1: acetonitrile; water / 20 °C / Electrochemical reaction 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium carbonate / acetonitrile; water / Electrochemical reaction View Scheme

: 50-23-7
HYDROCORTISONE

: 1070955-54-2
C14H19NO4

: 1154703-35-1
3-(2-t-butoxycarbonylaminophenyl)propionic acid 2-(11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane	91%

: 50-23-7
HYDROCORTISONE

: 106-70-7
methyl hexanoate

: 3593-96-2
21-hexanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione

Conditions

Conditions	Yield
With Candida antarctica lipase B In toluene at 110℃; regioselective reaction;	90%

: 50-23-7
HYDROCORTISONE

: 111-11-5
methyl octanate

: 21-octanoyloxy-11β,17α-dihydroxypregn-4-en-3,20-dione

Conditions

Conditions	Yield
With Candida antarctica lipase B In toluene at 110℃; regioselective reaction;	90%

: 50-23-7
HYDROCORTISONE

: 1-allyl-1-isopropoxysiletane

: (8S,9S,10R,11S,13S,14S,17R)-17-(1,2-dihydroxypent-4-en-2-yl)-11,17-dihydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 8h; Schlenk technique; Inert atmosphere;	90%

: 50-23-7
HYDROCORTISONE

: methacrylic anhydride

: cortisol 21-monomethacrylate

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 0 - 20℃; for 48h; Inert atmosphere;	89%

: 50-23-7
HYDROCORTISONE

: 4-bromocortisol

Conditions

Conditions	Yield
With oxone; triethylamine; sodium bromide In tetrahydrofuran; water at 20℃; for 3h;	89%

: 50-23-7
HYDROCORTISONE

: 108-24-7
acetic anhydride

A: 991-08-2
3,11β,17α,21-tetraacetoxy-3,5-pregnadiene-20-one

B: 3517-51-9
11β,17α,21-triacetoxy-pregn-4-ene-3,20-dione

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 0.0833333h; microwave irradiation;	A 88% B n/a

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Hydrocortisone Consensus Reports

Reported in EPA TSCA Inventory.

Hydrocortisone Specification

1. Introduction of Hydrocortisone
Hydrocortisone is one kind of crystalline white powder. The IUPAC Name of this chemical is (8S,9S,10R,11S,13S,14S,17R)-11,17-Dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one. In addition, the Classification Code of this chemical is Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Mutation data; Reproductive Effect. Hydrocortisone is very slightly soluble in water and sparingly soluble in alcohol.

2. Properties of Hydrocortisone
Physical properties about Hydrocortisone are:
(1)Melting point: 211-214 °C(lit.); (2)Storage temp.: -20°C; (3)Solubility: H2O: 100 mg/mL; (4)Index of Refraction: 1.594; (5)Molar Refractivity: 95.57 cm³; (6)Molar Volume: 281.3 cm³; (7)Surface Tension: 58.8 dyne/cm; (8)Density: 1.28 g/cm³; (9)Flash Point: 310.4 °C; (10)Enthalpy of Vaporization: 97.71 kJ/mol; (11)Boiling Point: 566.4 °C at 760 mmHg; (12)Vapour Pressure: 3.44E-15 mmHg at 25 °C; (13)XLogP3-AA: 1.6; (14)H-Bond Donor: 3; (15)H-Bond Acceptor: 5.

3. Structure Descriptors of Hydrocortisone
(1)Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O
(2)Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O
(3)InChI: InChI=1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
(4)InChIKey: JYGXADMDTFJGBT-VWUMJDOOSA-N

4. Toxicity of Hydrocortisone

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
man	TDLo	oral	400mg/kg/10D- (400mg/kg)	BEHAVIORAL: CHANGES IN PSYCHOPHYSIOLOGICAL TESTS	Psychopharmacology Vol. 145, Pg. 260, 1999.
mouse	LD50	subcutaneous	> 500mg/kg (500mg/kg)		Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 24(3), Pg. 26, 1990.
rat	LD50	intraperitoneal	150mg/kg (150mg/kg)		Japanese Journal of Pharmacology. Vol. 21, Pg. 377, 1971.
rat	LD50	subcutaneous	449mg/kg (449mg/kg)		Toxicology and Applied Pharmacology. Vol. 8, Pg. 250, 1966.

5. Safety information of Hydrocortisone
Poison by intraperitoneal route. Moderately toxic by subcutaneous route. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits very toxic fumes of SO_x and NO_x.
Hazard Codes: Xn Harmful
WGK Germany: 3
Risk Statements: 63-62-40
R62: Risk of impaired fertility.
R63: Possible risk of harm to the unborn child.
R40: Limited evidence of a carcinogenic effect.
Safety Statements of Hydrocortisone: 36/37-45-36-22
S36/37: Wear suitable protective clothing and gloves.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36: Wear suitable protective clothing.
S22: Do not breathe dust.

6. Uses of Hydrocortisone
Hydrocortisone (CAS NO.50-23-7) is used to treat a variety of different illnesses. Its synthetic counterpart is used, either as an injection or topically, in the treatment of inflammation, allergy, collagen diseases, asthma, adrenocortical deficiency, shock, and some neoplastic conditions.

7. Production of Hydrocortisone
Hydrocortisone can be got from the adrenal gland. Or it can be got from 17α- hydroxyprogesterone.

Product Name

Hydrocortisone

Synthetic route

Hydrocortisone Consensus Reports

Hydrocortisone Specification

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