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Hydrocortisone

CAS No.
50-23-7
Chemical Name:
Hydrocortisone
Synonyms
CORTISOL;HYDROCORTISONE BASE;HC;HYDROCORTISONEACETATE;Hydrocortisone - CAS 50-23-7 - Calbiochem;Hytone;H-Cort;Cortril;Epicort;Penecort
CBNumber:
CB9756715
Molecular Formula:
C21H30O5
Molecular Weight:
362.47
MDL Number:
MFCD00011654
MOL File:
50-23-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:06:00

Hydrocortisone Properties

Melting point 211-214 °C(lit.)
alpha 166 º (c=1, C2H5OH 25 ºC)
Boiling point 414.06°C (rough estimate)
Density 1.0812 (rough estimate)
refractive index 1.6120 (estimate)
Flash point 220°C
storage temp. -20°C
solubility H2O: 100 mg/mL
form powder
color White
PH 5.0- 7.0
biological source non-animal source
Water Solubility 319.7mg/L(25 ºC)
Decomposition 220 ºC
Merck 14,4787
BRN 1354819
Henry's Law Constant 1.7×102 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable, but may be light sensitive. Incompatible with strong oxidizing agents.
Major Application clinical testing
clinical testing
InChIKey JYGXADMDTFJGBT-VWUMJDOOSA-N
SMILES C[C@]12CCC(=O)C=C1CC[C@H]3[C@@H]4CC[C@](O)(C(=O)CO)[C@@]4(C)C[C@H](O)[C@H]23
LogP 1.610
CAS DataBase Reference 50-23-7(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms cortisol; hydrocortisone
FDA UNII WI4X0X7BPJ
NCI Drug Dictionary Aeroseb-HC
ATC code A01AC03,A07EA02,C05AA01,D07AA02,D07XA01,H02AB09,R01AD60,S01BA02,S01CB03,S02BA01
NIST Chemistry Reference Hydrocortisone(50-23-7)
EPA Substance Registry System Hydrocortisone (50-23-7)
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H360Df-H373
Precautionary statements  P202-P260-P280-P308+P313-P405-P501
target organs Eyes,Central nervous system
Hazard Codes  Xn
Risk Statements  62-63
Safety Statements  36/37
WGK Germany  3
RTECS  GM8925000
TSCA  TSCA listed
HS Code  29372100
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
STOT SE 1
Hazardous Substances Data 50-23-7(Hazardous Substances Data)
Toxicity LD50 subcutaneous in mouse: > 500mg/kg
REACH Registrations Active
NFPA 704
1
2 0

Hydrocortisone price More Price(105)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001092 Hydrocortisone for peak identification European Pharmacopoeia (EP) Reference Standard 50-23-7 5 mg $254 2026-04-30 Buy
Sigma-Aldrich NIST921A Cortisol (Hydrocortisone) NIST?SRM? 50-23-7 1G $2990 2026-04-30 Buy
Sigma-Aldrich H1300000 Hydrocortisone European Pharmacopoeia (EP) Reference Standard 50-23-7 70 mg $254 2026-04-30 Buy
Sigma-Aldrich H0396 Hydrocortisone-Water Soluble BioReagent, suitable for cell culture 100MG $144 2026-04-30 Buy
Sigma-Aldrich C-106 Cortisol solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 50-23-7 1mL $113 2026-04-30 Buy
Product number Packaging Price Buy
Y0001092 5 mg $254 Buy
NIST921A 1G $2990 Buy
H1300000 70 mg $254 Buy
H0396 100MG $144 Buy
C-106 1mL $113 Buy

Hydrocortisone Chemical Properties, Uses, Production

Chemical Properties

crystalline white powder

Originator

Hydrocortone,MSD,US,1952

Uses

Principle glucocorticoid hormone produced by adrenal cortex. An anti-inflammatory hormone.

Uses

glucocorticoid, antiinflammatory

Uses

Cortisol, or Hydrocortisone, is a steroid hormone, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland. Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.

Definition

ChEBI: A C21-steroid that is pregn-4-ene substituted by oxo groups at positions 3 and 20 and hydroxy groups at positions 11, 17 and 21. Cortisol is a corticosteroid hormone or glucocorticoid produced by zona fasciculata of the adrenal cortex, which is a part of the adrenal gland. It is usually referred to as the "stress hormone" as it is involved in response to stress and anxiety, controlled by corticotropin-releasing hormone (CRH). It increases blood pressure and blood sugar, and reduces immun responses

Indications

Hydrocortisone (Cortizone, Cortaid, Anusol-HC, Hytone, LactiCare-HC, Sarnol HC, Penecort, Texacort, and many other branded products) may be purchased as a generic drug.

Manufacturing Process

The following example from US Patent 2,602,769 illustrates the preparation of 17-hydroxycorticosterone (compound F) from 11-desoxy-17- hydroxycorticosterone (compound S). A medium was prepared from 0.5% peptone, 2% dextrose, 0.5% soybean meal, 0.5% KH2PO4, 0.5% sodium chloride and 0.3% yeast extract in tap water. To 200 ml of this sterilized medium was added an inoculum of the vegetative mycella of Cunninghamella blakesleeana. The spores had first been transferred from a sport slant to a broth medium and the broth medium was aerobically incubated at 24°C for 24 to 72 hours in a .reciprocating shaker until the development of vegetative growth. The inoculated medium containing added vegetative mycella of Cunninghamella blakesleeana was incubated for 48 hours at 24°C following which was added 66 mg of compound S, 11-desoxy-17-hydroxycorticosterone in solution in a minimum of ethanol, and incubation was maintained for 7 hours at 24°C. The beer containing steroid was diluted with 800 ml of acetone, shaken 1 hour on a reciprocating shaker and filtered. The cake was suspended in 500 ml of acetone, shaken another hour and again filtered. The filtrates were combined and the acetone was volatilized under reduced pressure at 50°C. Acetone was then added, if necessary, to bring the concentration to 20% acetone and this resulting aqueous acetone solution was extracted five times each with one-third volume of Skellysolve B petroleum ether to remove fatty materials. These extracts were back washed two times with one-tenth volume of 20% aqueous acetone and the washings were added to the main acetone extract.
The combined acetone extracts were extracted six times with one-fourth volume of ethylene dichloride and the ethylene dichloride extract was evaporated under vacuum to leave the steroid residue. This steroid residue was taken up in a minimum of methylene chloride and applied to the top of a column packed with 30 grams of silica which had been previously triturated with 21 ml of ethylene glycol. Then various developing mixtures, saturated with ethylene glycol, were passed over the column. Cuts were made as each steroid was eluted as determined by the lowering of the absorption of light at 240 nm on the automatic chromatographic fraction cutter.
Band Solvent Tube No. (60ml) Crude Solids (mg)
1 Cyclohexane 1-4 11
2 Cyclohexane-methylene chloride 3:1 5-13 6.4 compound S
3 Cyclohexane-methylene chloride 1:1 14-16 3.0
4 Cyclohexane-methylene chloride 2:3 17-23 6.0 compound E
5 Cyclohexane-methylene chloride 1:4 24-38 12.2 compound F
6 Methylene chloride 39-59 4.8
A 7.7 mg portion of band 5 was taken up in a minimum of acetone and refrigerated until crystals separated. This cold acetone mixture was centrifuged and the supernatant liquid removed by pipette. To the remaining crystals, a few drops of ice-cold ether-acetone, three to one mixture, were added, shaken, recentrifuged and the supernatant wash liquid removed by pipette. The ether-acetone wash was repeated. The resulting crystals were dried under vacuum yielding 3.3 mg of pure compound F, 17- hydroxycorticosterone.

brand name

Acticort (Baker Norton); Ala-Cort (Del Ray); Cetacort (Healthpoint); Colocort (Paddock); Cort- Dome (Bayer); Cortef (Pharmacia & Upjohn); Cortenema (Solvay Pharmaceuticals); Cortril (Pfizer); Dermacort (Monarch); Dermacort (Solvay Pharmaceuticals); Eldecort (Valeant); Epicort (Bluline); Flexicort (Westwood- Squibb); Glycort (Heran); Hi-Cor (C & M); Hydro-Rx (X Gen); Hydrocortone (Merck); Hytone (Dermik); Hytone (Sanofi Aventis); Nutracort (Healthpoint); Penecort (Allergan); Proctocort (Monarch); Stie-Cort (Stiefel); Synacort (Medicis); Texacort (Sirius).

Therapeutic Function

Glucocorticoid

General Description

Hydrocortisone, 11β,17,21-trihydroxypregn-4-ene-3,20-dione, is the primary natural GCin humans. Despite the large number of synthetic GCs, hydrocortisone,its esters, and its salts remain a mainstay ofmodern adrenocortical steroid therapy and the standard forcomparison of all other GCs and MCs . It isused for all the indications mentioned previously.

Health Hazard

Cortisol Increases (1) protein catabolism (excepting liver) gluconeogenesis; (2) carbohydrate anabolism (liver); (3) blood sugar; (4) glucose absorption; (5) brain excitation; (6) spread of infections; (7)urinary glucose and nitrogen; (8) stress tolerance; (9) lactation; (10) water diuresis.
Regulates general adaptation syndrome, water balance, blood pressure, and hormone release.
Decreases (1) fat anabolism; (2) growth rate; (3) inflammation; (4) eosinophils; (5) lymphocytes; (6) antigen sensitivity; (7) respiratory quotient; (8) ketosis; (9) wound healing; (10) skin pigmentation; (11)RBC hemolysis.

Biological Activity

hydrocortisone is a main glucocorticoid secreted by the adrenal cortex.

Contact allergens

Hydrocortisone is the principal glucocorticoid hor- mone produced by the adrenal cortex and is used topi- cally or systemically. It belongs to the allergenic A group. Marker of allergy is tixocortol pivalate.

Biochem/physiol Actions

Product does not compete with ATP.

Mechanism of action

Hydrocortisone exhibits anti-shock, anti-allergy, and anti-inflammatory action. It raises sugar content in the blood, increases potassium secretion, and lowers sodium excretion from the body. It exhibits anti-metabolic action and reduces histamine synthesis in the body.

Clinical Use

Hydrocortisone is endogenous, and it has both glucocorticoid and mineralocorticoid activity. It is the fundamental structure by which the glucocorticoid and mineralocorticoid activities of all other corticosteroids are judged. Functional groups that are essential for both mineralocorticoid and glucocorticoid activity include the pregnane skeleton with an all-trans backbone, the ring A-en-one system (4 -3-one ring A) and the 17β-ketol side chain (C-20-keto-C-21-hydroxy). The glucocorticoid activity is enhanced by the C-11 and C-17 hydroxyl groups. Hydrocortisone can be used to treat severe asthmatic attacks that do not respond to conventional treatment. It is available as various ester forms.

Safety Profile

Poison by

Synthesis

Hydrocortisone, 11|,17|á,21-trihydroxypregn-4-en-3,20-dione (27.1.8), is synthesized in various ways and from various compounds containing a steroid skeleton. According to one of them, hydrocortisone is synthesized from dextropregnenolone. The double bond between C16 and C17 of dextropregnenolone is oxidized using hydrogen peroxide in a base, forming an epoxide 27.1.1. Interacting this with hydrobromic acid opens the epoxide ring, forming 16-bromo-17-hydroxydextropregnenolone (27.1.2). The resulting bromo derivative undergoes debromination by hydrogen using a palladium on carbon catalyst, and then the secondary hydroxyl group undergoes esterification using formic acid in the presence of p-toluenesulfonic acid, giving 3-formyloxy-17-hydroxydextropregnenolone (27.1.3). The resulting 3-formyloxy- 17-hydroxydextropregnenolone undergoes bromination by bromine, which results in bromination of the C4¨CC5 double bond and the methyl group of acetyl moiety, which forms a tribromo derivative 27.1.4. Reacting the product with sodium iodide results in dehalogenation of the resulting vicinal dibromide, during which the double bond is simultaneously shifted into the position between carbon atoms C5 and C6 that gives the bromoketone 27.1.5. This is reacted with potassium acetate and then with acetic anhydride in the presence of p-toluenesulfonic acid, forming a diacetate 27.1.6. Taking into account that unlike acetates, formates are easily oxidized and give exactly the same products as do the corresponding alcohols, the resulting diacetate is oxidized in an Oppenauer oxidation reaction, using aluminum isopropoxide and cyclohexanone as a hydrogen acceptor. During this, isomerization of the double bond into the primary position between C4 and C5 simultaneously takes place, forming a stable, conjugated vinylketone, after which the acetyl protection of both hydroxyl groups is hydrolyzed using potassium hydroxide, giving 17-hydroxy-11-deoxycorticosterone (27.1.7). This undergoes microbiological oxidation at position C1, forming the desired hydrocortisone (27.1.8). Side reactions of microbiological oxidation using the very same microorganisms can cause hydroxylation of steroids in different positions, using easily accessible progesterone as an initial substance.

Synthesis_50-23-7

Veterinary Drugs and Treatments

Because of its rapid effect and relatively high mineralocorticoid effect, hydrocortisone sodium succinate (Solu-Cortef) is the most commonly used form of this medication when an acute glucocorticoid/ mineralocorticoid effect is desired (e.g., acute adrenal insufficiency). Corticosteroids have not been shown beneficial in treating hypovolemic shock, but low dose glucocorticoids probably reduce mortality associated with septic shock.
Glucocorticoids have been used in an attempt to treat practically every malady that afflicts man or animal, but there are three broad uses and dosage ranges for use of these agents. 1) Replacement of glucocorticoid activity in patients with adrenal insufficiency, 2) as an antiinflammatory agent, and 3) as an immunosuppressive. Among some of the uses for glucocorticoids include treatment of: endocrine conditions (e.g., adrenal insufficiency), rheumatic diseases (e.g., rheumatoid arthritis), collagen diseases (e.g., systemic lupus), allergic states, respiratory diseases (e.g., asthma), dermatologic diseases (e.g., pemphigus, allergic dermatoses), hematologic disorders (e.g., thrombocytopenias, autoimmune hemolytic anemias), neoplasias, nervous system disorders (increased CSF pressure), GI diseases (e.g., ulcerative colitis exacerbations), and renal diseases (e.g., nephrotic syndrome). Some glucocorticoids are used topically in the eye and skin for various conditions or are injected intra-articularly or intra-lesionally. The above listing is certainly not complete.

target

TNF-α | IL Receptor | AP-1 | MMP(e.g.TIMP) | NF-kB | IkB | IKK

storage

Store at RT

Purification Methods

Recrystallise hydrocortisone from EtOH or isoPrOH. It is bitter tasting and has UV with max at 242 nm (log 4.20). Its solubility at 25o is: H2O (0.28%), EtOH (1.5%), MeOH (0.62%), Me2CO (0.93%), CHCl3 (0.16%), propylene glycol (1.3%) and Et2O (0.35%). It gives an intense green colour with conc H2SO4. [Wendler et al. J Am Chem Soc 72 5793 1950, Beilstein 8 IV 3422.]

50-03-3
50-23-7
Synthesis of Hydrocortisone from Hydrocortisone acetate
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Q:What is the mechanism of hydrocortisone? What are the risks of using high doses?Zora - Mar 25,2026
A: Hydrocortisone, the synthetic form of the hormone cortisol, it works by calming down your body's immune response to reduce pain, itching and swelling (inflammation). It can also be used as hormone replacement for people who do not have enough of the natural stress hormone, cortisol. Chronic high doses of glucocorticoids can lead to the development of cataract, glaucoma, hypertension, water retention, hyperlipidemia, peptic ulcer, pancreatitis, myopathy, osteoporosis, mood changes, psychosis, dermal atrophy, allergy, acne, hypertrichosis, immune suppression, decreased resistance to infection, moon face, hyperglycemia, hypocalcemia, hypophosphatemia, metabolic acidosis, growth suppression, and secondary adrenal insufficiency.

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Hydrocortisone Acetate Impurity?A Prednisolone Impurity 1(Prednisolone EP Impurity A) Prednisolone EP Impurity A 21-Trihydroxypregn-4-ene-3 compoundf(kendall) Cortanal Cort-Dome Cortenema Corticreme Cortifan Cortiment Cortisol alcohol cortisolalcohol Cortispray Cortolotion Cortonema Cortoxide Cortril Cremesone Delacort demacort Dermacort Dermolate Dihydrocostisone dome-cort Domolene-HC Ef corlin Efcorbin Hidro-Colisona hvb Hycort Hycortol Hycortole Hydrasson Hydro-Adreson Hydro-colisona Hydrocorticosterone Hydrocortisone alcohol Hydrocortisone free alcohol hydrocortisonefreealcohol Hydrocortisyl Hydroxycortisone Hytone Hytone lotion hytonelotion Incortin-H Incortin-hydrogen Komed HC Lacticare-HC lubricort Maintasone meusicort NSC 10483 nsc10483 Nutracort Optef Otosone-F Penecort