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Desoxycorticosterone

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Desoxycorticosterone Basic information

Product Name:
Desoxycorticosterone
Synonyms:
  • Corthormon
  • Corticosterone, 11-deoxy-
  • Deoxycortone
  • Pregn-4-en-21-ol-3,20-dione
  • Pregn-4-ene-3,20-dione, 21-hydroxy-
  • Progesterone, 21-hydroxy-
  • deoxycorticosterone crystalline
  • Desoxycorton
CAS:
64-85-7
MF:
C21H30O3
MW:
330.46
EINECS:
200-596-4
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Steroids
Mol File:
64-85-7.mol
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Desoxycorticosterone Chemical Properties

Melting point:
138-144 °C
alpha 
184 º (c=1, C2H5OH)
Boiling point:
407.89°C (rough estimate)
Density 
1.0998 (rough estimate)
refractive index 
1.5192 (estimate)
Flash point:
9℃
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
12.98±0.10(Predicted)
form 
Solid
color 
White to Pale Yellow
optical activity
+17822 (c 1.5, ethanol)
Water Solubility 
slightly soluble
Merck 
13,2917
BRN 
2062123
LogP
2.880
CAS DataBase Reference
64-85-7(CAS DataBase Reference)
NIST Chemistry Reference
Deoxycorticosterone(64-85-7)
EPA Substance Registry System
Deoxycorticosterone (64-85-7)
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Safety Information

Hazard Codes 
Xn,T,F
Risk Statements 
40-48-39/23/24/25-23/24/25-11
Safety Statements 
22-24/25-45-36/37-16-7
RIDADR 
UN 2811 6.1/PG 2
WGK Germany 
3
RTECS 
HG0350000

MSDS

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Desoxycorticosterone Usage And Synthesis

Chemical Properties

white to creamy-white crystalline powder

Uses

A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700).

Uses

Antiinflammatory;Corticoide

Definition

ChEBI: A mineralocorticoid that is progesterone substituted at position 21 by a hydroxy group.

General Description

11-Deoxycorticosterone is a steroid hormone produced in the adrenal glands that acts as a precursor for the hormone aldosterone. Levels of 11-deoxycorticosterone are measured by LC-MS/MS to aid in diagnosing disorders of steroid synthesis, such as 11-hydroxylase deficiency and glucocorticoid responsive hyperaldosteronism. This Certified Spiking Solution? is suitable for use as starting material inlinearity standards, calibrators, and controls for numerous LC-MS/MS applications in endocrinology, clinical chemistry, and neonatal screening.

Hazard

Toxic.

Mechanism of action

Desoxycorticosterone causes an increase in reabsorption of sodium ions and excretion of potassium ions from the renal tubules, which leads to increased tissue hydrophilicity. This facilitates an elevated volume of plasma and increased arterial pressure. Muscle tonicity and work capability are increased. It is used for an insufficiency of function of the adrenal cortex, myasthenia, asthenia, adynamia, and overall muscle weakness.

Synthesis

Desoxycorticosterone, 21-hydroxypregn-4-en-3,20-dione acetate (27.2.6), is synthesized in a number of ways, the easiest of which being iodination of progesterone at C21 in the methyl group, and subsequent reaction of the resulting iodo-derivative 27.2.5 with potassium acetate, which leads to formation of the desired desoxycorticosterone in the form of the acetate (27.2.6) .

Purification Methods

Crystallise 11-deoxycorticosterone from diethyl ether. [Schindler et al. Helv Chim Acta 24 360 1941, Steiger & Reichstein Helv Chim Acta 20 1164 1937.]

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