Ethynodiol diacetate

Ethynodiol diacetate Basic information
Product Name:Ethynodiol diacetate
Synonyms:(3-beta,17-alpha)-19-Norpregn-4-en-20-yne-3,17-diol diacetate;(3-beta,17-alpha)-19-norpregn-4-en-20-yne-3,17-dioldiacetate;17-(Acetyloxy)-17-ethynylestr-4-en-3-yl acetate;17-alpha-Ethynyl-19-norandrost-4-ene-3-beta,17-beta-diol diacetate;17-alpha-ethynyl-19-norandrost-4-ene-3-beta,17-beta-dioldiacetate;17-alpha-Ethynyl-3,17-dihydroxy-4-estrene diacetate;17-alpha-ethynyl-3,17-dihydroxy-4-estrenediacetate;17-alpha-Ethynyl-4-estrene-3-beta,17-beta-diol diacetate
CAS:297-76-7
MF:C24H32O4
MW:384.51
EINECS:206-044-9
Product Categories:VUMIDE
Mol File:297-76-7.mol
Ethynodiol diacetate Structure
Ethynodiol diacetate Chemical Properties
Melting point ~126-127°
alpha D -72.5° (chloroform)
Boiling point 431.17°C (rough estimate)
density 1.0474 (rough estimate)
refractive index 1.4860 (estimate)
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly)
form Solid
color White
Water Solubility 1.4mg/L(25 ºC)
CAS DataBase Reference297-76-7(CAS DataBase Reference)
NIST Chemistry ReferenceEthynodiol diacetate(297-76-7)
EPA Substance Registry SystemEthynodiol diacetate (297-76-7)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-40
Safety Statements 22-36
WGK Germany 3
RTECS RC8963000
HS Code 2937230000
MSDS Information
Ethynodiol diacetate Usage And Synthesis
DescriptionEthynodiol diacetate is a synthetic progestogen. It prevents the development of osteoporosis in ovariectomized rats when administered at a dose of 9 μg/animal per day. Ethynodiol diacetate inhibits copulatory ovulation in rabbits. Formulations containing ethynodiol diacetate have been used as oral contraceptives.
OriginatorLutometrodiol,Searle,France,1965
Usesanticonvulsant
UsesEthynodiol Diacetate is used as a hormonal contraceptive, birth control.
DefinitionChEBI: Ethynodiol diacetate is a steroid ester and a terminal acetylenic compound. It has a role as an estrogen receptor modulator, a contraceptive drug and a synthetic oral contraceptive. It is functionally related to an ethynodiol.
Manufacturing ProcessA mixture of 30 parts of 17α-ethynyl-19-norandrost-4-ene-3β,17β-diol, 360 parts of dry pyridine, and 111 parts of acetic anhydride, under nitrogen, is stirred and heated at the reflux temperature for about 5 hours. This reaction mixture is cooled, then poured into approximately 3,500 parts of cold water and the resulting aqueous mixture is stirred at room temperature for about 0.5 hour. The precipitate which forms is collected by filtration, then is washed on the filter with water and dried in air. This solid material is extracted into ether, and the ether solution is washed successively with 10% aqueous
Therapeutic FunctionProgestin; Oral contraceptive ingredient
General DescriptionEthynodiol diacetate, 19-norpregn-4-en-20-yne-3β,17α-diol diacetate, is a prodrug ofnorethindrone. A combination of hydrolysis of both estersand oxidation of the C3 alcohol to the ketone is necessary toprovide the fully active progestin.
Safety ProfileSuspected carcinogen. Human reproductive effects by ingestion: menstrual cycle changes. Experimental reproductive effects. Mutation data reported. A steroid. When heated to decomposition it emits acrid smoke and irritating fumes.
Ethynodiol diacetate Preparation Products And Raw materials
Raw materialsAcetic anhydride
3,5-DIMETHYL-1-HEXYN-3-OL Norethindrone 2-DODECENYLACETATE ACETIC ACID TRANS-2-DECEN-1-YL ESTER (S)-1-OCTYN-3-OL 1,1-dimethylprop-2-ynyl acetate PROPARGYL ACETATE 10-UNDECYN-1-OL 3,4-DIMETHYL-1-PENTYN-3-OL 19-Norandrostenediol Ethynodiol diacetate Levonorgestrel Pancuronium bromide 3-CYCLOHEXYL-1-PROPYNE 1-HEPTADECYNE 4-METHYL-1-PENTYN-3-OL 3-METHYL-1-OCTYN-3-OL 4-METHYL-1-HEXYNE

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