ChemicalBook CAS DataBase List 50-03-3

50-03-3

Name	Hydrocortisone acetate
CAS	50-03-3
EINECS(EC#)	200-004-4
Molecular Formula	C23H32O6
MDL Number	MFCD00037714
Molecular Weight	404.5
MOL File	50-03-3.mol

Synonyms

11BETA,17ALPHA,21-TRIHYDROXY-4-PREGNENE-3,20-DIONE 21-ACETATE 17-ALPHA-HYDROXYCORTICOSTERONE ACETATE 17-HYDROXYCORTICOSTERONE 21-ACETATE 17-HYDROXYCORTICOSTERONE ACETATE 21-acetoxy-4-pregnene-11b,17a-diol-3,20-dione 21-ACETOXY-4-PREGNENE-11BETA,17ALPHA,21-TRIOL-3,20-DIONE 21-ACETOXY-4-PREGNENE-11BETA,17ALPHA-DIOL-3,20-DIONE 4-PREGNEN-11-BETA, 17,21-TRIOL-3,20-DIONE 21-ACETATE 4-PREGNEN-11BETA,17ALPHA,21-TETROL-3,20-DIONE 21-ACETATE 4-PREGNENE-11BETA,17ALPHA,21-TRIOL-3,20-DIONE 21-ACETATE ACETIC 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 CORTISOL 21-ACETATE CORTISOL ACETATE DELTA4-PREGNEN-11BETA,17ALPHA-21-TRIOL-3,20-DIONE-ACETATE HYDROCORTISONE 21-ACETATE HYDROCORTISONE ACETATE HYDROCORTISONI ACETAS HYDROCORTONE ACETATE LANACORT (11beta)-21-(Acetoxy)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione

Chemical Properties

Appearance	white powder
Melting point	223 °C (dec.)(lit.)
alpha	D25 +166° (c = 0.4 in dioxane); D25 +150.7° (c = 0.5 in acetone)
Boiling point	446.1°C (rough estimate)
density	d420 1.289
refractive index	1.4593 (estimate)
Fp	223°C
storage temp.	0-6°C
solubility	Practically insoluble in water, slightly soluble in anhydrous ethanol and in methylene chloride
form	Solid
pka	12.42±0.70(Predicted)
color	White to Off-White
Stability:	Stable, but may be light or moisture sensitive. Incompatible with strong oxidizing agents.
Water Solubility	Insoluble in water.
Decomposition	223 ºC
Usage	Glucocorticoid
Merck	14,4787
BRN	2066841
Cosmetics Ingredients Functions	SKIN CONDITIONING
InChIKey	ALEXXDVDDISNDU-JZYPGELDSA-N
SMILES	[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])[C@@H](O)C[C@@]4(C)[C@@]2([H])CC[C@]4(O)C(=O)COC(C)=O
LogP	2.190
CAS DataBase Reference	50-03-3(CAS DataBase Reference)
NIST Chemistry Reference	Hydrocortisone acetate(50-03-3)

Safety Data

Symbol(GHS)	GHS08
Signal word	Danger
Hazard statements	H360Df-H373
Precautionary statements	P202-P260-P280-P308+P313-P405-P501
Hazard Codes	Xn
Risk Statements	R63:Possible risk of harm to the unborn child. less more
Safety Statements	S36/37:Wear suitable protective clothing and gloves . less more
WGK Germany	3
RTECS	GM8960000
REACH Registrations	Active
HS Code	29372100
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Repr. 1B STOT RE 2
Toxicity	LD50 intraperitoneal in mouse: 2300mg/kg less more

Raw materials And Preparation Products

Hazard Information

Chemical Properties

white powder

Definition

ChEBI: Cortisol 21-acetate is a tertiary alpha-hydroxy ketone and a cortisol ester.

Brand name

Cortef Acetate (Pharmacia & Upjohn); Cortifoam (Schwarz Pharma); Cortril (Pfizer); Dricort (Ingram); Hydrocortone (Merck).

Clinical Use

Corticosteroid:

Local inflammation of joints and soft tissue

Drug interactions

Potentially hazardous interactions with other drugs
Aldesleukin: avoid concomitant use.
Antibacterials: metabolism accelerated by rifampicin; metabolism possibly inhibited by erythromycin; concentration of isoniazid possibly reduced.
Anticoagulants: efficacy of coumarins and phenindione may be altered.
Antiepileptics: metabolism accelerated by carbamazepine, phenobarbital, fosphenytoin, phenytoin and primidone.
Antifungals: increased risk of hypokalaemia with amphotericin - avoid; metabolism possibly inhibited by itraconazole and ketoconazole.
Antivirals: concentration possibly increased by ritonavir.
Ciclosporin: rare reports of convulsions in patients on ciclosporin and high-dose corticosteroids
. Cobicistat: concentration of hydrocortisone possibly increased - increased risk of adrenal suppression.
Diuretics: enhanced hypokalaemic effects of acetazolamide, loop diuretics and thiazide diuretics.
Vaccines: high dose corticosteroids can impair immune response to vaccines - avoid concomitant use with live vaccines.

Metabolism

Hydrocortisone is metabolised in the liver and most body tissues to hydrogenated and degraded forms such as tetrahydrocortisone and tetrahydrocortisol. These are excreted in the urine, mainly conjugated as glucuronides, with a very small proportion of unchanged hydrocortisone.

Purification Methods

The acetate recrystallises from Me2CO/Et2O or aqueous Me2CO as hygroscopic monoclinic crystals. UV has max at 242 nm (A1cm 1% 390) in MeOH. Its solubility at 25o is: H2O (0.001%), EtOH (0.45%), MeOH (0.04%), Me2CO (1.1%), CHCl3 (0.5%), Et2O (0.15%), and it is very soluble in Me2NCHO. [Wendler et al. J Am Chem Soc 74 3630 1952; Antonucci et al. J Org Chem 18 7081 1953, Beilstein 8 IV 3424.]

Toxics Screening Level

The ITSL for hydrocortisone acetate was detennlued to be 0.04 μg/m3 with an annual averaging.

Questions And Answer

Adrenocorticotropic hormone drugs
Hydrocortisone acetate is an adrenal hormone drugs, white crystalline powder, odorless, bitter taste. The melting point is 216~222 ℃, right optical. Slightly soluble in ethanol, ether, chloroform, acetone, insoluble in water. It was synthesized by In 17α-hydroxy progesterone.
Hydrocortisone acetate has important physiological activities such as anti-inflammatory, anti-viral, anti-allergic, anti-shock, reducing inflammatory exudation effect, commonly used in clinical adrenal insufficiency and autoimmune diseases. Preparations are injection, tablets, ointments and eye drops. Adding a small amount of hydrocortisone acetate in some cosmetics cortisol can increase the efficacy of anti-allergy and improve the degree of whitening of the skin, but long-term using of such substances can cause the skin produce hormone-dependent disease. Our cosmetics cosmetics specifications prescribedthathormone substances can not be added. ;
Indications
For allergic, non-infectious skin diseases and a number of proliferative skin disorders. Such as dermatitis, eczema, neurodermatitis, seborrheic dermatitis and itching psychosis.

Figure 1 the chemical structure formula of tetra-fluoroethane. ;
Contraindications
1. This medicine and matrix components allergy and allergic to other glucocorticoids are prohibited.
2. The primary bacterial, fungal and viral infectious skin diseases such as disabledare prohibited.
The above information is edited by the chemicalbook of KuiMing. ;
Adverse Reactions
Long-term using can cause local skin atrophy, telangiectasia, pigmentation, folliculitis, perioral dermatitis and secondary infection.
;
Precautions
1. Not long-term, large-scale use.
2. The coated parts such as a burning sensation, itching, swelling, etc., should stop the medication. ;
Chemical Property
White or almost white crystalline powder, odorless. Mp218-221.5 ℃; 25D + 166 ° (dioxane) Specific rotation [α]; ethanol maximum absorption at 240nm wavelength. Insoluble in water, slightly soluble in ethanol (1: 230) and chloroform (1: 150), insoluble in ether. ;
Uses
Corticosteroid drugs, have anti-inflammatory, anti-allergic, anti-toxins, anti-shock effect. ;
Production methods
Hydrocortisone and acetic anhydride in pyridine esterification. ;

Spectrum Detail

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50-03-3

Chemical Properties

Safety Data

Raw materials And Preparation Products

Raw materials

Hazard Information

Chemical Properties

Definition

Brand name

Clinical Use

Drug interactions

Metabolism

Purification Methods

Toxics Screening Level

Questions And Answer

Adrenocorticotropic hormone drugs

Indications

Contraindications

Adverse Reactions

Precautions

Chemical Property

Uses

Production methods

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

Related Products