Welcome to LookChem.com Sign In|Join Free

CAS

  • or

53-06-5

Post Buying Request

53-06-5 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

53-06-5 Usage

Chemical Properties

Off-White Crystalline Powder

Uses

Different sources of media describe the Uses of 53-06-5 differently. You can refer to the following data:
1. Cortisone is used for inflammatory processes, allergies, and adrenal insufficiency.
2. Glucocorticoid, anti-inflammatory agent
3. antiinflammatory, glucocorticoid
4. Anticoagulant

Definition

ChEBI: A C21-steroid that is pregn-4-ene substituted by hydroxy groups at positions 17 and 21 and oxo group at positions 3, 11 and 20.

Therapeutic Function

Glucocorticoid

General Description

Cortisone is a corticosteroid produced in the adrenal glands. Cortisone is administered for short term pain relief and to reduce swelling from inflammation. This Certified Spiking Solution? is applicable in LC-MS/MS applications for endocrinology, clinical chemistry and neonatal screening.

Hazard

Damaging side effects, e.g., sodium retention from ingestion.

Pharmacokinetics

Following oral administration, cortisone acetate and hydrocortisone acetate are completely and rapidly deacetylated by first-pass metabolism. Much of the oral cortisone, however, is inactivated by oxidative metabolism before it can be converted to hydrocortisone in the liver. The pharmacokinetics for hydrocortisone acetate is indistinguishable from that of orally administered hydrocortisone. Oral hydrocortisone is completely absorbed, with a bioavailability of greater than 95% and a half-life of 1 to 2 hours (23).

Clinical Use

Cortisone is administered orally or by intramuscular (IM) injection as its 21-acetate (cortisone acetate).Cortisone acetate or hydrocortisone usually is the corticosteroid of choice for replacement therapy in patients with adrenocortical insufficiency, because these drugs have both glucocorticoid and mineralocorticoid properties.

Synthesis

Cortisone, 17α,21-dihydroxypregn-4-en-3,11,20-trione (27.1.26), is also synthesized in various ways from compounds already having the steroid skeleton. One of them is very similar to a method of making hydrocortisone described above, in which it is synthesized from progesterone, which undergoes microbiological oxidation, forming 11α-hydroxyprogesterone (27.1.9). The hydroxyl group of the last is oxidized by chromium(VI) oxide in acetic acid, giving 11-ketoprogesterone (27.1.10). This is reacted with diethyloxalate in the presence of sodium ethoxide, forming the corresponding α-ketoester in the form of a sodium enolate 27.1.11, which undergoes bromination with two equivalents of bromine, giving a dibromoketone 27.1.12. The resulting dibromoketone undergoes a Favorskii rearrangement, but the product is not hydrolyzed, and the unsaturated acid is isolated in the form of a methyl ester 27.1.20. Reacting this with pyrrolidine gives a dienamine 27.1.21, which undergoes reduction by lithium aluminum hydride, which results in that, the keto-group on C11 transforms into a hydroxyl group, and the carbmethoxy group to a primary alcohol, forming the compound 27.1.22. Acidic hydrolysis of the product and subsequent acetylation gives an acetate 27.1.23, and the hydroxyl group at C11 in which it is oxidized with chromium(VI) oxide to a ketone, forming the compound 27.1.24. This undergoes a reaction with osmium tetroxide, and the resulting osmate is oxidized by magnesium dioxide in N-methylmorpholine, giving cortisone acetate 27.1.25. Hydrolysis of the acetyl group using sodium bicarbonate leads to the formation of cortisone (27.1.26).

Metabolism

The metabolism of hydrocortisone has been previously described. Cortisone acetate is slowly absorbed from IM injection sites over a period of 24 to 48 hours and is reserved for patients who are unable to take the drug orally. The acetate ester derivative demonstrates increased stability and has a longer duration of action when administered by IM injection. Thus, smaller doses can be used. Similarly, hydrocortisone may be dispensed as its 21-acetate (hydrocortisone acetate), which is superior to cortisone acetate when injected intra-articularly.

Purification Methods

Crystallise cortisone from 95% EtOH or acetone. The UV has 14,000 M-1cm -1 at 237nm (EtOH). [Beilstein 8 IV 3480, Hems J Pharm Pharmacol 5 409 1953, Beilstein 8 IV 3480.]

Check Digit Verification of cas no

The CAS Registry Mumber 53-06-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 3 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53-06:
(4*5)+(3*3)+(2*0)+(1*6)=35
35 % 10 = 5
So 53-06-5 is a valid CAS Registry Number.
InChI:InChI=1/C21H28O5/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/h9,14-15,18,22,26H,3-8,10-11H2,1-2H3/t14?,15?,18?,19-,20-,21-/m0/s1

53-06-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (C1317)  Cortisone  >97.0%(HPLC)

  • 53-06-5

  • 1g

  • 245.00CNY

  • Detail
  • TCI America

  • (C1317)  Cortisone  >97.0%(HPLC)

  • 53-06-5

  • 10g

  • 1,280.00CNY

  • Detail

53-06-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name cortisone

1.2 Other means of identification

Product number -
Other names Pregn-4-ene-3,11,20-trione, 17,21-dihydroxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:53-06-5 SDS

53-06-5Upstream product

53-06-5Relevant articles and documents

Fukushima et al.

, p. 487 (1952)

-

Reichstein,v. Euw

, p. 1181,1183, 1184 (1938)

-

Nitrate esters of corticoid compounds and pharmaceutical applications thereof

-

, (2008/06/13)

Compounds of the formula and use of the compounds as medicaments.

Photochemical Studies, 64. - Photostability of Glucocorticoids in the Solid State

Reisch, Johannes,Iranshahi, Lotfollah,Ekiz-Guecer, Nurten

, p. 1199 - 1200 (2007/10/02)

Most of the pharmacopoeia require that the glucocorticoids hydrocortisone (1), cortisone (2), hydrocortisone 21-acetate (3) and cortisone 21-acetate (4) must be protected from light during storage.The present study shows that irradiation of these compounds in the solid state leads to the loss of the side chain at C-17.Two-17-ketosteroids, 11β-hydroxy-4-androstene-3,17-dione (6) and 4-androstene-3,11,17-trione (7), were obtained as photoproducts (yields 3percent and 4percent, respectively).Key Words: Hydrocortisone / Cortisone / Steroids / Photochemistry

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 53-06-5