17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one
17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one Basic information
- Product Name:
- 17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one
- Synonyms:
-
- 17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one
- Ethynyl trienolone
- norgestrienone
- (17R)-17-Hydroxy-19-norpregna-4,9,11-trien-20-yn-3-one
- Ogyline
- R-2010
- RU-2010
- 19-Norpregna-4,9,11-trien-20-yn-3-one, 17-hydroxy-, (17α)-
- CAS:
- 848-21-5
- MF:
- C20H22O2
- MW:
- 294.39
- EINECS:
- 212-698-6
- Mol File:
- 848-21-5.mol
17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one Chemical Properties
- Melting point:
- 169°
- alpha
- D20 +63° (c = 0.5 in alc)
- Boiling point:
- 376.15°C (rough estimate)
- Density
- 1.1129 (rough estimate)
- refractive index
- 1.4800 (estimate)
- pka
- 12.76±0.40(Predicted)
- color
- Pale-yellow needles from diisopropyl ether
17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one Usage And Synthesis
Uses
Norgestrienone is a progestin receptor agonist. Norgestrienone is commonly used as a progesterone compound in birth control pills and can be combined with ethinylestradiol. Norgestrienone is a click chemical. It contains Alkyne groups and can undergo copper-catalyzed azide-alkyne cycloaddition reactions (CuAAc) with molecules containing Azide groups. Norgestrienone can be used in the study of hereditary angioneurotic edema[1][2].
Definition
ChEBI: Norgestrienone is a steroid. It has a role as an estrogen.
Safety Profile
Human female reproductiveeffects by implant and intravaginal routes: changes inmenstrual cycle and fertility. When heated todecomposition it emits acrid smoke and irritating fumes
References
[1] S Diaz, et al. Diaz S, Pavez M, Quinteros E, Diaz J, Robertson DN, Croxatto HB. Clinical trial with subdermal implants containing norgestrienone. Contraception. 1978 Oct;18(4):429-40. DOI:10.1016/0010-7824(78)90027-6
[2] Wu X, et al. Gestrinone combined with ultrasound-guided aspiration and ethanol injection for treatment of chocolate cyst of ovary. J Obstet Gynaecol Res. 2015 May;41(5):712-6. DOI:10.1111/jog.12612
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