57-63-6
57-63-6 structure
- Name: Ethynyl estradiol
- Chemical Name: 17α-ethynylestradiol
- CAS Number: 57-63-6
- Molecular Formula: C20H24O2
- Molecular Weight: 296.403
- Catalog: Pharmaceutical intermediate Heterocyclic compound Pyridine compound Cyanopyridine
- Create Date: 2018-02-08 08:00:00
- Modify Date: 2026-07-02 11:23:47
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Ethynyl estradiol is an orally bio-active estrogen used in almost all modern formulations of combined oral contraceptive pills.Target: Estrogen ReceptorEthinyl estradiol (EE), also sometimes written as ethinylestradiol, ethynyl estradiol, or ethinyl estradiol, is a derivative of 17β-estradiol (E2), the major endogenous estrogen in humans. EE is an orally bioactive estrogen used in many formulations of combined oral contraceptive pills. It is one of the most commonly used medications for this purpose. Transdermal ethinyl estradiol carries a greater risk of clot formation and venous thromboembolism than 17 beta estradiol, which some have theorized to be related to different amounts of hepatic metabolism after absorption. The same contraindications and precautions apply for EE as with other estrogen medications.Estinyl was a preparation of EE alone that was used for the management of menopausal symptoms and female hypogonadism. EE is released into the environment as a xenoestrogen from the urine and feces of people who take it as a medication. The major concern with unopposed estrogen is of endometrial cancer. As such, the medication is generally prescribed with progesterone in the setting of birth control. The first orally active semisynthetic steroidal estrogen, EE (17α-ethynylestradiol), the 17α-ethynyl analog of E2, was synthesized in 1938 by Hans Herloff Inhoffen and Walter Hohlweg at Schering AG in Berlin.
| Name | 17α-ethynylestradiol |
|---|---|
| Synonyms |
Estinyl
Prosexol Dyloform LYNORAL Dufaston MFCD00003690 19-nor-17-alpha-pregna-1,3,5-triene-20-yne-3,17-diol primogyn c(or m) ee(sub2) 17alpha-ethinylestra-1,3,5-triene-3,17beta-diol Ethinylestradio 19-Nor-17alpha-pregna-1,3,5-trien-20-yne-3,17-diol Ethinyl estradiol 19-NOR-1,3,5,17ALPHA-PREGNATRIEN-20-YNE-3,17-DIOL (17α)-19-Norpregna-1(10),2,4-trien-20-yne-3,17-diol (8R,9S,13S,14S,17R)-17-Ethinyl-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3,17-diol 17-alpha-ethinylestra-1,3,5-triene-3,17-beta-diol Ethynylestradiol (8R,9S,13S,14S,17R)-17-éthynyl-13-méthyl-7,8,9,11,12,13,14,15,16,17-décahydro-6H-cyclopenta[a]phénanthrène-3,17-diol 19Nor-17-pregna-1,3,5-trien-20yne-3,17-diol estroals 1,3,5-ESTRATRIEN-17-ALPHA-ETHYNYL-3,17-BETA-DIOL EINECS 200-342-2 17A-ETHYNYLESTRADIOL VETRANAL 17 A-ETHYNYLESTRADIOL Ylestrol ETHINYL ESTRADIOL 17alpha-Ethinyl-17beta-estradiol Progynon M ETHYNYLESTRADIOL (8R,9S,13S,14S)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-diol Quinestriol Ethinyl estradiol (USP) Etivex 17ALPHA-ETHYNYL-1,3,5-ESTRATRIENE-3,17BETA-DIOL 17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 17ALPHA-ETHYNYL-DELTA1,3,5-ESTRA-TRIENE-3,17BETA-DIOL diprol 17-ALPHA-ETHYNLESTRADIOL Gynolett eed Estigyn (8R,9S,13S,14S,17R)-17-ethynyl-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol 17ALPHA-ETHYNYLESTRADIOL Kolpolyn Anovlar Ertonyl (17-alpha)-19-norpregna-1,3,5-trien-20-yne-3,17,diol Estoral Esteed NOVESTROL estoral(orion) Ethinylestradiol Imp (1S,10R,11S,14S,15S)-14-ethynyl-15-Methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]htadeca-2,4,6-triene-5,14-diol ACETENYL ESTRADIOL Estorals Progylut 19-nor-17-alpha-pregna-1,3,5-trien-20-yne-3,17-diol 17alpha-Ethinyl-3,17-dihydroxy-delta(sup1,3,5)-estratriene 17alpha-ethinyl-delta(sup1,3,5)oestratriene-3,17-beta -diol roldiol Ethinyloestradiol 17-alpha-ethinyl-delta(sup1,3,5)oestratriene-3,17-beta-diol (17α)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol NEO-ESTRONE Etinilestradiol 17-alpha-ethinyl-3,17-dihydroxy-delta(sup1,3,5)-estratriene Ethinylestradiol Solution, 100ppm 17alpha-ethynylestradiol (17b)-17-ethynylestra-1(10),2,4-triene-3,17-diol 17-Ethynyloestra-1,3,5(10)-triene-3,17β-diol 17ALPHA-ETHINYLESTRADIOL 17a-ethynyl-1,3,5-estratriene-3,17b-diol 17α-Ethynylestradiol solution Ethinyl Estradial 17-alpha-ethinyl-17-beta-estradiol Etacrynic Estoral (orion) 19-NORPREGNA-1,3,5-TRIEN-20-YNE-3,17ALPHA-DIOL 17alpha-Ethynyl-3-hydroxy-1,3,5-estratrien-17beta-ol 17alpha-ethynyl-3,17-dihydroxy-delta-(sup1,3,5)-estratriene Estra-1,3,5-triene-3,17beta-diol, 17alpha-ethynyl 17alpha-ethinyl-3,17-dihydroxy-delta(sup1,3,5)oestratriene |
| Description | Ethynyl estradiol is an orally bio-active estrogen used in almost all modern formulations of combined oral contraceptive pills.Target: Estrogen ReceptorEthinyl estradiol (EE), also sometimes written as ethinylestradiol, ethynyl estradiol, or ethinyl estradiol, is a derivative of 17β-estradiol (E2), the major endogenous estrogen in humans. EE is an orally bioactive estrogen used in many formulations of combined oral contraceptive pills. It is one of the most commonly used medications for this purpose. Transdermal ethinyl estradiol carries a greater risk of clot formation and venous thromboembolism than 17 beta estradiol, which some have theorized to be related to different amounts of hepatic metabolism after absorption. The same contraindications and precautions apply for EE as with other estrogen medications.Estinyl was a preparation of EE alone that was used for the management of menopausal symptoms and female hypogonadism. EE is released into the environment as a xenoestrogen from the urine and feces of people who take it as a medication. The major concern with unopposed estrogen is of endometrial cancer. As such, the medication is generally prescribed with progesterone in the setting of birth control. The first orally active semisynthetic steroidal estrogen, EE (17α-ethynylestradiol), the 17α-ethynyl analog of E2, was synthesized in 1938 by Hans Herloff Inhoffen and Walter Hohlweg at Schering AG in Berlin. |
|---|---|
| Related Catalog | |
| Target |
Human Endogenous Metabolite |
| References |
[1]. Djerassi C. Chemical birth of the pill. 1992. Am J Obstet Gynecol. 2006 Jan;194(1):290-8. |
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 457.2±45.0 °C at 760 mmHg |
| Melting Point | 182-183 °C(lit.) |
| Molecular Formula | C20H24O2 |
| Molecular Weight | 296.403 |
| Flash Point | 211.2±23.3 °C |
| Exact Mass | 296.177643 |
| PSA | 40.46000 |
| LogP | 4.52 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.624 |
| Storage condition | -20°C Freezer |
| Water Solubility | ethanol: 50 mg/mL, clear, slightly yellow |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
|
| Symbol |
GHS07, GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H302-H350 |
| Precautionary Statements | P201-P308 + P313 |
| Personal Protective Equipment | Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | T:Toxic |
| Risk Phrases | R45;R22 |
| Safety Phrases | S53-S36/37/39-S45 |
| RIDADR | 2811.0 |
| WGK Germany | 3 |
| RTECS | RC8925000 |
| HS Code | 2937290090 |
|
~78%
57-63-6 |
| Literature: Rao, Pemmaraju N.; Cessac, James W.; Kim, Hyun K. Steroids, 1994 , vol. 59, # 11 p. 621 - 627 |
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57-63-6 |
| Literature: US2265976 , ; DE681869 , ; DRP/DRBP Org.Chem. |
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57-63-6 |
| Literature: Pharmazie, , vol. 39, # 1 p. 27 - 29 |
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57-63-6 |
| Literature: FR809819 , ; |
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57-63-6 |
| Literature: Chemische Berichte, , vol. 77/79, p. 121,125 |
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57-63-6 |
| Literature: Chemische Berichte, , vol. 77/79, p. 121,125 |
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57-63-6
Detail
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| Literature: Steroids, , vol. 36, # 3 p. 255 - 282 |
| Precursor 7 | |
|---|---|
| DownStream 10 | |
| HS Code | 2937290090 |
|---|