434-03-7

Name	Ethisterone
CAS	434-03-7
EINECS(EC#)	207-096-5
Molecular Formula	C21H28O2
MDL Number	MFCD00003656
Molecular Weight	312.45
MOL File	434-03-7.mol

Chemical Properties

Appearance	Off-White Powder
Melting point	263-269 °C(lit.)
alpha	D23 +23.8° (dioxane); D25 -32.0° (pyridine)
Boiling point	392.36°C (rough estimate)
density	1.0697 (rough estimate)
refractive index	33 ° (C=1, Pyridine)
storage temp.	-20°C Freezer
solubility	Soluble to 0.05 mg/mL (0.16 mM) in DMSO
form	neat
pka	13.10±0.60(Predicted)
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
InChIKey	CHNXZKVNWQUJIB-CEGNMAFCSA-N
CAS DataBase Reference	434-03-7
NIST Chemistry Reference	Ethisterone(434-03-7)

Safety Data

Hazard Codes	Xn,T
Risk Statements	40-48-61 less more
Safety Statements	22-24/25-45-53 less more
RIDADR	UN 2811
WGK Germany	3
RTECS	TU5570250
HS Code	29372390

Raw materials And Preparation Products

Hazard Information

Chemical Properties

Off-White Powder

Uses

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

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.

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.

Originator

Lutocyclin,Ciba

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.

storage

Store at -20°C

Material Safety Data Sheet(MSDS)

Spectrum Detail

Supplier

Shanghai Boyle Chemical Co., Ltd.

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