Deoxycorticosterone acetate

Deoxycorticosterone acetate Basic information
Product Name:Deoxycorticosterone acetate
Synonyms:21-HYDROXYPROGESTERONE 21-ACETATE VETRAN;11-Deoxycorticosterone acetate, 21-Acetoxy-4-pregnene-3,20-dione, 21-Acetoxyprogesterone, 21-Hydroxy-4-pregnene-3,20-dione 21-acetate, 21-Hydroxyprogesterone 21-acetate, 4-Pregnen-21-ol-3,20-dione 21-acetate, Cortexone acetate, DOC acetate;21-Acetoxypregn-4-en-3,20-dione;21-Hydroxypregn-4-ene-3,20-dione Acetate;Decorten;Decosteron;DEOXYCORTICOSTERONE ACETATE(RG);Desoxycorticosterone Acetate (200 mg)
CAS:56-47-3
MF:C23H32O4
MW:372.5
EINECS:200-275-9
Product Categories:PERCOTEN;Hormone Drugs;Biochemistry;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors;Hydroxyketosteroids;Steroids
Mol File:56-47-3.mol
Deoxycorticosterone acetate Structure
Deoxycorticosterone acetate Chemical Properties
Melting point 157°C
alpha D20 +168 to +176° (dioxane)
Boiling point 421.94°C (rough estimate)
density 1.0415 (rough estimate)
refractive index 175 ° (C=1, Dioxane)
storage temp. Sealed in dry,Room Temperature
solubility H2O: insoluble
form neat
color White to Off-White
Water Solubility 4mg/L(25 ºC)
Merck 2901
BRN 2570798
InChIInChI=1S/C23H32O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h12,17-20H,4-11,13H2,1-3H3/t17-,18-,19-,20+,22-,23-/m0/s1
InChIKeyVPGRYOFKCNULNK-ACXQXYJUSA-N
SMILESC1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@H](C(=O)COC(C)=O)CC3)CC2
LogP3.080
CAS DataBase Reference56-47-3(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
RIDADR UN 2811
WGK Germany 3
RTECS HG0525000
HazardClass IRRITANT
HS Code 2937290000
MSDS Information
Deoxycorticosterone acetate Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesAdrenocortical/mineralocorticoid Steroid.
UsesDeoxycorticosterone acetate has been used to induce hypertensive pregnancy. It has also been used to investigate the effect of low epicatechin dosing on the cardiovascular function of deoxycorticosterone acetate (DOCA)-salt hypertensive rats.
DefinitionChEBI: Deoxycorticosterone acetate is a corticosteroid hormone.
Brand nameDoca (Organon); Percorten (Novartis) [Name previously used: Deoxycortone.].
General DescriptionDeoxycorticosterone acetate is an endogenous neurosteroid found in brain and peripheral circulation, which is produced by progesterone. It is both a mineralocorticoid and a glucocorticoid. It is used to treat adrenocortical insufficiency or Addison′s disease. Deoxycorticosterone acetate improves insulin sensitivity. It acts as a precursor to glucocorticoid corticosterone and the GABAergic neuroactive steroid (3α,5α)-3,21-dihydroxypregnan-20-one.
Purification Methods11-Deoxycorticosterone acetate recrystallises from EtOH as needles or Me2CO/hexane, and sublimes at high vacuum. It is partly soluble in MeOH, Me2CO, Et2O and dioxane but insoluble in H2O. [Reichstein & Euw Helv Chim Acta 23 136 1940, Romo et al. J Am Chem Soc 79 5034 1957; NMR: Shoolery & Rogers J Am Chem Soc 80 5121 1959, Beilstein 8 IV 2195.]
Deoxycorticosterone acetate Preparation Products And Raw materials
Raw materialsTetrahydrofuran-->Calcium oxide-->Potassium Acetate-->Progesterone
Preparation Products5A-PREGNAN-21-OL-3-20-DIONE CRYSTALLINE
Ursodeoxycholic acid 4-PREGNENE-11BETA,17ALPHA,21-TRIOL-3,20-DIONE 21-CAPRYLATE Epiandrosterone acetate Deoxycorticosterone acetate POLY(VINYL ACETATE) Chenodeoxycholic acid Desoxycorticosterone (-)-2-[METHYLAMINO]-1-PHENYLPROPANE Cellulose acetate Acetoxy ACETATE Ethyl acetate Glatiramer acetate CORTICOSTERONE Vinyl acetate Ammonium acetate CHLOROPHOSPHONAZO III Cortisone acetate

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