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Merck

1260001

USP

Ethinyl estradiol

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

17α-Ethynylestradiol, 17α-Ethynyl-1,3,5(10)-estratriene-3,17β-diol, 19-Nor-1,3,5(10),17α-pregnatrien-20-yne-3,17-diol, Ethinylestradiol

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About This Item

Empirical Formula (Hill Notation):
C20H24O2
CAS Number:
57-63-6
Molecular Weight:
296.40
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749765
MDL number:
MFCD00003690
Beilstein/REAXYS Number:
2419975

Key Documents

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InChI

1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1

SMILES string

[H][C@]12CC[C@@]3(C)[C@@]([H])(CC[C@@]3(O)C#C)[C@]1([H])CCc4cc(O)ccc24

InChI key

BFPYWIDHMRZLRN-SLHNCBLASA-N

grade

pharmaceutical primary standard

API family

ethinyl estradiol

manufacturer/tradename

USP

mp

182-183 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

human ... ESR1(2099)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Ethinyl estradiol USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Desogestrel and Ethinyl Estradiol Tablets
  • Drospirenone and Ethinyl Estradiol Tablets
  • Ethinyl Estradiol
  • Ethinyl Estradiol Tablets
  • Ethynodiol Diacetate and Ethinyl Estradiol Tablets
  • Levonorgestrel and Ethinyl Estradiol Tablets
  • Norethindrone Acetate and Ethinyl Estradiol Tablets

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 1 - Carc. 2 - Repr. 1A

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

1260001-150MG:

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Tomás Cajthaml et al.
Environmental pollution (Barking, Essex : 1987), 157(12), 3325-3335 (2009-07-25)
Natural estrogens such as estrone, 17beta-estradiol, estriol, and the particularly recalcitrant synthetic estrogen 17alpha-ethinylestradiol used as oral contraceptive, accumulate in the environment and may give rise to health problems. The processes participating in their removal from soil, wastewater, water-sediments, groundwater-aquifer
Marie-Soleil Wagner et al.
Expert opinion on pharmacotherapy, 8(11), 1769-1777 (2007-08-10)
Many factors influence the effectiveness of contraceptive methods. Oral contraceptives are the second most popular contraceptive method after female sterilization in the US. A total of 25% of women do not use their oral contraceptives correctly; 30% of women do
Lisa Baumann et al.
Toxicology and applied pharmacology, 278(3), 230-237 (2014-05-17)
The aim of the present study was to investigate the persistence of the feminizing effects of discontinued 17α-ethinylestradiol (EE2) exposure on zebrafish (Danio rerio). An exposure scenario covering the sensitive phase of sexual differentiation, as well as final gonad maturation
Andrew M Kaunitz et al.
Obstetrics and gynecology, 123(2 Pt 1), 295-303 (2014-01-10)
To compare a new low-dose levonorgestrel and ethinyl estradiol contraceptive patch (Patch) with a combination oral contraceptive (Pill; 100 micrograms levonorgestrel, 20 micrograms ethinyl estradiol) regarding efficacy, safety, compliance, and unscheduled uterine bleeding. Women (17-40 years; body mass index 16-60)
Robert W Flick et al.
Aquatic toxicology (Amsterdam, Netherlands), 152, 353-360 (2014-05-13)
Vitellogenin is frequently used as a biomarker of exposure to environmental estrogens due to its specificity and sensitivity. Appropriate incorporation of this biomarker into environmental monitoring and assessment necessitates evaluation of its critical performance parameters. In this study, we characterize
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