Norethindrone Acetate

For research use only. Not for therapeutic Use.

  • CAT Number: R050917
  • CAS Number: 51-98-9
  • Molecular Formula: C22H28O3
  • Molecular Weight: 340.46
  • Purity: ≥95%
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Norethisterone acetate (NETA), also known as norethindrone acetate (USAN), sold under brand names including Primolut-Nor (major), Aygestin (US), Gestakadin, Milligynon, Monogest, Norlutate (US, CA), Primolut N, SH-420 (UK), Sovel, Styptin, and others, is a steroidal progestin of the 19-nortestosterone group with additional weak androgenic and estrogenic activity that is used orally as a hormonal contraceptive, in the treatment of gynecological disorders such as abnormal uterine bleeding, and as a component of hormone replacement therapy for menopause. It is the 17β-acetate ester of norethisterone, and acts as a prodrug to norethisterone in the body.


Catalog Number R050917
CAS Number 51-98-9
Synonyms

(17α)-17-(Acetyloxy)-19-Norpregn-4-en-20-yn-3-one; 17α-Ethynyl-19-nortestosterone Acetate; 17α-Ethinyl-4-estrene-17β-ol-acetate-3-one; 19-Norethisterone Acetate; 19-Norethynyltestosterone Acetate; Aygestin; Estalis; Gynophase; Gynovlane; Milligynon;

Molecular Formula C22H28O3
Purity ≥95%
Target Progesterone Receptor
Storage -20°C
InChI 1S/C22H28O3/c1-4-22(25-14(2)23)12-10-20-19-7-5-15-13-16(24)6-8-17(15)18(19)9-11-21(20,22)3/h1,13,17-20H,5-12H2,2-3H3/t17-,18+,19+,20-,21-,22-/m0/s1
InChIKey IMONTRJLAWHYGT-ZCPXKWAGSA-N
SMILES CC(=O)OC1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34)C)C#C
Reference

1: Morotti M, Venturini PL, Biscaldi E, Racca A, Calanni L, Vellone VG, Stabilini
C, Ferrero S. Efficacy and acceptability of long-term norethindrone acetate for
the treatment of rectovaginal endometriosis. Eur J Obstet Gynecol Reprod Biol.
2017 Jun;213:4-10. doi: 10.1016/j.ejogrb.2017.03.033. Epub 2017 Mar 27. PubMed
PMID: 28384540. <br />
2: Brady PC, Missmer SA, Laufer MR. Hepatic Adenomas in Adolescents and Young
Women with Endometriosis Treated with Norethindrone Acetate. J Pediatr Adolesc
Gynecol. 2017 Jun;30(3):422-424. doi: 10.1016/j.jpag.2016.12.002. Epub 2016 Dec
23. PubMed PMID: 28024920. <br />
3: Soliman AM, Bonafede M, Farr AM, Castelli-Haley J, Winkel C. Analysis of
Adherence, Persistence, and Surgery Among Endometriosis Patients Treated with
Leuprolide Acetate Plus Norethindrone Acetate Add-Back Therapy. J Manag Care Spec
Pharm. 2016 May;22(5):573-87. doi: 10.18553/jmcp.2016.22.5.573. PubMed PMID:
27123918. <br />
4: Min MS, Fischer R, Fournier JB. Unilateral Erythema Nodosum following
Norethindrone Acetate, Ethinyl Estradiol, and Ferrous Fumarate Combination
Therapy. Case Rep Obstet Gynecol. 2016;2016:5726416. doi: 10.1155/2016/5726416.
Epub 2016 Mar 27. PubMed PMID: 27110414; PubMed Central PMCID: PMC4826688. <br />
5: Vercellini P, Bracco B, Mosconi P, Roberto A, Alberico D, Dhouha D, Somigliana
E. Norethindrone acetate or dienogest for the treatment of symptomatic
endometriosis: a before and after study. Fertil Steril. 2016
Mar;105(3):734-43.e3. doi: 10.1016/j.fertnstert.2015.11.016. Epub 2015 Dec 8.
PubMed PMID: 26677792. <br />
6: Pohl O, Bestel E, Gotteland JP. Synergistic effects of E2MATE and
norethindrone acetate on steroid sulfatase inhibition: a randomized phase I
proof-of-principle clinical study in women of reproductive age. Reprod Sci. 2014
Oct;21(10):1256-65. doi: 10.1177/1933719114522526. Epub 2014 Mar 6. PubMed PMID:
24604234. <br />
7: Archer DF, Nakajima ST, Sawyer AT, Wentworth J, Trupin S, Koltun WD, Gilbert
RD, Ellman H. Norethindrone acetate 1.0 milligram and ethinyl estradiol 10
micrograms as an ultra low-dose oral contraceptive. Obstet Gynecol. 2013
Sep;122(3):601-7. doi: 10.1097/AOG.0b013e3182a1741c. PubMed PMID: 23921878.

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