Identification | Back Directory | [Name]
Ethisterone | [CAS]
434-03-7 | [Synonyms]
Prone Pranone Pregnin NSC-9565 Prolutol Prodoxan Produxan Colutoid Ethinone Gestoral Trosinon prolutonc Progestab Prodroxan primolutc Trosinone Ora-Lutin Lutocylol Nalutoral Lutocyclin Lutocyclol Primolut C Nugestoral Proluton C progestinp Progestoral Progestin P lutidonoral Aethisteron ETHISTERONE Lutidon Oral Progestolets Syngestrotabs lucorteumoral Ethisterone 0 Aethisteronum ETHISTERONE(P) Pregneninolone Lucorteum Oral Ethisterone,98% ETHISTERONE(RG) ETHYNYLTESTOSTERONE ETHINYL TESTOSTERONE ETHYNYLANDROSTENOLONE ANHYDROXYPROGESTERONE ETHISTERONE(RG)(CALL) 17-Ethinyltestosterone 17A-ETHYNYLTESTOSTERONE 17α-ethynyltestosterone Testosterone, 17-ethynyl- ANHYDROHYDROXYPROGESTERONE 4,17A-PREGNEN-17B-OL-20-YNE 17ALPHA-ETHYNYLTESTOSTERONE 17-alpha-ethinyltestosterone ETHISTERONE WHO(CRM STANDARD) ETHISTERONE EPE(CRM STANDARD) 17-Hydroxypregn-4-en-zoyn-3-one 17-Hydroxypregn-4-en-20-yn-3-one (17-alpha)-pregn-4-en-20-yn-3-on 4,17a-pregnen-17b-ol-20-yn-3-one 17a-Hydroxypregn-4-en-20-yn-3-one 17A-ETHYNYL-4-ANDROSTEN-17B-OL-3-ONE 17b-hydroxy-4,17a-pregnen-20-yn-3-one 4,17ALPHA-PREGNEN-17BETA-OL-20-YN-3-ONE (17α)-17-hydroxy-pregn-4-en-20-yn-3-one 17a-ethynyl-17b-hydroxy-4-androsten-3-one 17-hydroxy-17-alpha-pregn-4-en-20-yn-3-on 17-Hydroxy-17-alpha-pregn-4-en-20-yn-3-one 17-Ethynyl-17beta-hydroxyandrost-4-en-3-one 17alpha-Pregn-4-en-20-yn-3-one, 17-hydroxy- 17BETA-HYDROXY-4,17ALPHA-PREGNEN-20-YN-3-ONE 4-ANDROSTEN-17-ALPHA-ETHYNYL-17-BETA-OL-3-ONE Androst-4-en-3-one, 17alpha-ethynyl-17-hydroxy- Pregn-4-en-20-yn-3-one, 17-hydroxy-, (17alpha)- 17alpha-Ethynyl-17beta-hydroxyandrost-4-en-3-one 17-beta-Hydroxy-17-alpha-ethynyl-4-androsten-3-one 17α-Ethynyltestosterone, 17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one (8R,9S,10R,13S,14S,17R)-17-ETHYNYL-17-HYDROXY-10,13-DIMETHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHY Ethisterone,17α-Ethynyltestosterone, 17β-Hydroxy-4,17α-pregnen-20-yn-3-one, 4,17α-Pregnen-17β-ol-20-yn-3-one (8R,9S,10R,13S,14S,17S)-17-ethynyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one (8R,9S,10R,13S,14S,17R)-17-ETHYNYL-17-HYDROXY-10,13-DIMETHYL-1,2,6,7,8,9,10,11,12,13,14,15,16,17-TETRADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE | [EINECS(EC#)]
207-096-5 | [Molecular Formula]
C21H28O2 | [MDL Number]
MFCD00003656 | [MOL File]
434-03-7.mol | [Molecular Weight]
312.45 |
Chemical Properties | Back Directory | [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) | [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 | [InChIKey]
CHNXZKVNWQUJIB-CEGNMAFCSA-N | [CAS DataBase Reference]
434-03-7 | [NIST Chemistry Reference]
Ethisterone(434-03-7) |
Hazard Information | Back Directory | [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).1 Ethisterone (1 μM) downregulates progesterone receptors in MCF-7 cells.2 | [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 |
Raw materials And Preparation Products | Back Directory | [Raw materials]
Dehydroepiandrosterone-->Pregn-4-en-20-yn-3-one, 17-hydroxy--->Pregn-4-ene-3,20-dione, 21-bromo-17-hydroxy--->17A-PREGN-5-EN-20-YNE-3B,17-DIOL-->REICHSTEIN'S SUBSTANCE S 21-ACETATE-->3-Ethoxy-androsta-3,5-dien-17-one-->Androstenedione-->Acetylene | [Preparation Products]
17-ethyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one |
|
|