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
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) |
Health Hazard GHS08 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 |
Abamectin manufacturer
Shakti Life Science
Ralington Pharma
Avik Pharmaceutical Limited
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