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HomeProduct name listEthisterone

Ethisterone

Synonym(s):17α-Ethynyltestosterone;17β-Hydroxy-4,17α-pregnen-20-yn-3-one;4,17α-Pregnen-17β-ol-20-yn-3-one

  • CAS NO.:434-03-7
  • Empirical Formula: C21H28O2
  • Molecular Weight: 312.45
  • MDL number: MFCD00003656
  • EINECS: 207-096-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-21 17:11:28
Ethisterone Structural

What is Ethisterone?

Description

Ethisterone is an orally bioavailable synthetic progestin and a derivative of testosterone (Item Nos. ISO60154 | 15645) that binds to progesterone and androgen receptors (EC50s = 23 and 23.1 nM, respectively, in yeast). Ethisterone (1 μM) downregulates progesterone receptors in MCF-7 cells.

Chemical properties

Off-White Powder

Originator

Lutocyclin,Ciba

The Uses of Ethisterone

Ethisterone has been used as a component in Dulbecco′s modified eagle medium (DMEM) to culture the transfected COS-7 cell for transient transfection assay and?gene transfection assay.

The Uses of Ethisterone

Synthetic progestogen; metabolite of Danazol; intermediate in the synthesis of Spironolactone

What are the applications of Application

Ethisterone is a progestogen compound

Definition

ChEBI: A 17beta-hydroxy steroid that is testosterone in which the 17beta hydrogen is replaced by an ethynyl group. Ethisterone was the first orally active progestin and is a metabolite of danazol.

Manufacturing Process

0.5 part of δ5:6-17-ethinyl-androstendiol-(3:17) is dissolved in 10 parts of dry acetone, the solution is mixed with a solution of 1 part of tertiary aluminum butylate in 40 parts of absolute toluene and the whole is heated to boiling in a reflux apparatus for 21 hours. After the reaction mixture has cooled it is diluted with 100 parts of ether, the solution is washed with dilute mineral acid and with water, dried and the solvent is evaporated. In this manner there is obtained δ5:6-17-ethinyl-androstene-3-one-17-ol (ethisterone); MP: 270°- 272°C; it may be recrystallized from ethyl acetate.

Therapeutic Function

Progestin

General Description

Ethisterone is a?progestogen. It is a danazol derivative.

Biochem/physiol Actions

Ethisterone acts as a progestational agent. It is consumed by pregnant mothers to prevent miscarriage.

Properties of Ethisterone

Melting point: 263-269 °C (lit.)
Boiling point: 392.36°C (rough estimate)
alpha  D23 +23.8° (dioxane); D25 -32.0° (pyridine)
Density  1.0697 (rough estimate)
refractive index  33 ° (C=1, Pyridine)
storage temp.  room temp
solubility  Soluble to 0.05 mg/mL (0.16 mM) in DMSO
form  Solid
pka 13.10±0.60(Predicted)
form  neat
color  Light yellow to yellow
Water Solubility  soluble in chloroform, DMSO (0.05 mg/ml), acetone (slightly ), ethanol (<1 mg/ml at 25°C), and water (<1 mg/ml at 25°C).
Merck  14,3741
BRN  1889895
CAS DataBase Reference 434-03-7
NIST Chemistry Reference Ethisterone(434-03-7)

Safety information for Ethisterone

Signal word Danger
Pictogram(s)
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P391:Collect spillage. Hazardous to the aquatic environment
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Ethisterone

InChIKey CHNXZKVNWQUJIB-CEGNMAFCSA-N

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