Norethindrone Acetate

• Formula: C₂₂H₂₈O₂
• Molecular weight: 324.4565
• IUPAC Standard InChI: 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+/m1/s1 Copy

  
• IUPAC Standard InChIKey: IMONTRJLAWHYGT-FTMCFMMZSA-N Copy
• CAS Registry Number: 51-98-9
• Chemical structure:
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• Other names: 19-Norpregn-4-en-20-yn-3-one, 17-(acetyloxy)-, (17α)-; Estr-4-en-3-one, 17α-ethynyl-17-hydroxy-, acetate; ENTA; Norethindrone 17-acetate; Norethisteron acetate; Norethisterone acetate; Norethynyltestosterone acetate; Norethysterone acetate; Norlutate; Norlutin acetate; Norlutin-A; Orlutate; Primolut-Nor; SH 420; SH-420C; 17α-Ethinyl-19-nortestosterone acetate; 17α-Ethinyl-19-nortestosterone 17β-acetate; 17α-Ethynyl-17β-hydroxyestr-4-en-3-one acetate; 17α-Ethynyl-19-nortestosterone acetate; 17β-Acetoxy-19-nor-17α-pregn-4-en-20-yn-3-one; 17β-Hydroxy-19-nor-17α-pregn-4-en-20-yn-3-one acetate; 17-Acetoxy-19-nor-17α-pregn-4-en-20-yn-3-one; 17-Acetyloxy(17α)-19-norpregn-4-estren-17β-ol-acetate-3-one; 17-Hydroxy-19-nor-17α-pregn-4-en-20-yn-3-one acetate; 19-nor-17α-Pregn-4-en-20-yn-3-one, 17-acetoxy-; 19-Nor-17α-pregn-4-en-20-yn-3-one, 17-hydroxy-, acetate; 19-Norethisterone acetate; 19-Norethynyltestosterone acetate; (17-α)-17-(Acetyloxy)-19-norpregn-4-en-20-yn-3-one; Norlutine acetate; Aygestin; Milligynon; 17α-Ethynyl-3-oxoestr-4-en-17β-yl acetate; Testerone, 19-nor-17alpha-ethynyl-, acetate; Milli-Anovlar; Miniphase; NSC 22844; Progylut
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• Information on this page:
  • Phase change data
  • References
  • Notes
• Other data available:
  • IR Spectrum
  • Mass spectrum (electron ionization)
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Phase change data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing

Enthalpy of fusion

Entropy of fusion

References

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Lewis and Enever, 1979
Lewis, G.A.; Enever, R.P., Solution thermodynamics of some potentially long-acting norethindrone derivatives. I. Variation of enthalpies and entropies of fusion with temp., Int. J. Pharm., 1979, 22, 203. [all data]

Grady, Hays, et al., 1973
Grady, L.T.; Hays, S.E.; King, R.H.; Klein, H.R.; Mader, W.J.; Wyatt, D.K.; Zimmere, R.O., Drug purity profiles, J. Pharm. Sci., 1973, 62, 459. [all data]

Siemann and Schwarz, 1969
Siemann, H.J.; Schwarz, S., J. Prakt. Chem., 1969, 311, 671. [all data]

Lewis and Enever, 1979, 2
Lewis, G.A.; Enever, R.P., Solution thermodynamics of some potentially long-acting norethindrone derivatives. I. Variation of enthalpies and entropies of fusion with temperature, Int. J. Pharm., 1979, 22, 203-214. [all data]

Notes

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• Symbols used in this document:
  

  Tfus	Fusion (melting) point
  ΔfusH	Enthalpy of fusion
  ΔfusS	Entropy of fusion

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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