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ChemicalBook >  Product Catalog >  API >  Hormones and the Endocrine System >  Estrogen and progestin drugs >  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

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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
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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
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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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